# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Sep 30 04:08:13 2022
#   Inital geometry file: a 286 line input string
#   Ligand name: N-(pyrazin-2-ylcarbonyl)-L-leucyl-L-isoleucyl-N-{(1S)-1-[2-({(1S)-1-carboxy-2-[4-(phosphonooxy)phenyl]ethyl}amino)-1,1-dihydroxy-2-oxoethyl]but-3-en-1-yl}-3-cyclohexyl-L-alaninamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@H](C)[C@H](NC(=O)[C@H](CC(C)C)NC(=O)c1cnccn1)C(=O)N[C@@H](CC2CCCCC2)C(=O)N[C@@H](CC=C)C(O)(O)C(=O)N[C@@H](Cc3ccc(O[P](O)(O)=O)cc3)C(O)=O
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 AKP  AKP  "N-(PYRAZIN-2-YLCARBONYL)LEUCYLISOLEUCYL-N~1~-{1-[2-({1-CARBOXY-2-[4-(PHOSPHONOOXY)PHENYL]ETHYL}AMINO)-1,1-DIHYDROXY-2-OXOETHYL]BUT-3-ENYL}-3-CYCLOHEXYLALANINAMIDE"  ligand  122  62  .  2022-11-17  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_AKP
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 AKP  C1    C  CH1   0  -0.163  16.7911  20.8810  -14.5565
 AKP  C2    C  CT    0   0.426  16.4390  19.6258  -15.4497
 AKP  O1    O  OH1   0  -0.640  17.6370  19.0070  -15.7804
 AKP  C3    C  CH2   0  -0.507  15.9937  22.1241  -14.9510
 AKP  C4    C  C1    0  -0.146  16.1613  23.2292  -13.9545
 AKP  C5    C  C2    0  -0.531  15.1656  23.7489  -13.2464
 AKP  N1    N  NH1   0  -0.628  16.1889  18.0352  -13.6323
 AKP  C6    C  CH1   0  -0.225  15.5801  17.1366  -12.6915
 AKP  C7    C  C     0   0.561  15.4036  17.7674  -11.3134
 AKP  O2    O  O     0  -0.430  15.1814  17.1241  -10.3201
 AKP  C8    C  CH2   0  -0.507  16.3474  15.8011  -12.6224
 AKP  C9    C  CR6   0   0.080  17.8329  16.0034  -12.5040
 AKP  O3    O  OH1   0  -0.575  15.4654  19.0881  -11.3370
 AKP  C10   C  CR16  0  -0.289  18.4392  16.2942  -11.2849
 AKP  C11   C  C     0   0.462  15.5452  18.6715  -14.6136
 AKP  O5    O  O     0  -0.474  14.3605  18.5423  -14.8853
 AKP  C12   C  CR16  0  -0.085  30.4668  19.5336   -8.5513
 AKP  N3    N  N     0  -0.348  29.5879  19.4561   -7.5640
 AKP  C13   C  CR16  0  -0.056  28.4101  20.0329   -7.7590
 AKP  C14   C  CR6   0   0.067  28.1135  20.6866   -8.9488
 AKP  O9    O  O     0  -0.466  25.9230  21.2942   -8.2669
 AKP  N4    N  NH1   0  -0.651  26.5811  21.8908  -10.3407
 AKP  C16   C  CH1   0  -0.199  25.3038  22.4438  -10.6983
 AKP  O12   O  O     0  -0.523  24.5252  20.2122  -11.0565
 AKP  C18   C  CH2   0  -0.459  25.3493  23.0619  -12.0969
 AKP  C19   C  CH1   0  -0.237  26.3445  24.2111  -12.2748
 AKP  N5    N  NH1   0  -0.617  23.0234  21.7475  -10.3177
 AKP  C20   C  CH1   0  -0.224  21.8307  20.9242  -10.3536
 AKP  O13   O  O     0  -0.480  20.3587  22.3500  -11.6225
 AKP  C22   C  CH1   0  -0.249  20.9871  21.0787   -9.0844
 AKP  C23   C  CH3   0  -0.676  19.8386  20.0742   -9.1108
 AKP  C24   C  CH2   0  -0.421  21.8160  20.9601   -7.8009
 AKP  N6    N  NH1   0  -0.636  21.2284  20.5667  -12.6803
 AKP  C25   C  CH1   0  -0.205  20.5339  20.8113  -13.9181
 AKP  C26   C  C     0   0.585  19.0439  20.5208  -13.7203
 AKP  O14   O  O     0  -0.487  18.6677  19.7144  -12.8820
 AKP  C27   C  CH2   0  -0.453  21.0788  19.9158  -15.0380
 AKP  N7    N  NH1   0  -0.619  18.2026  21.1750  -14.5348
 AKP  C28   C  CH3   0  -0.663  26.1114  25.3418  -11.2790
 AKP  C29   C  CH3   0  -0.651  26.2529  24.7253  -13.7081
 AKP  C30   C  CH3   0  -0.679  22.5650  19.6486   -7.6083
 AKP  C31   C  CH1   0  -0.217  22.3997  20.3587  -15.6711
 AKP  C32   C  CH2   0  -0.417  22.7110  19.4362  -16.8519
 AKP  C33   C  CH2   0  -0.440  23.5802  20.3949  -14.6990
 AKP  C34   C  CH2   0  -0.431  24.0152  19.8011  -17.5509
 AKP  C35   C  CH2   0  -0.434  24.8928  20.7382  -15.3976
 AKP  C36   C  CH2   0  -0.424  25.1787  19.8053  -16.5673
 AKP  C37   C  CR16  0  -0.107  30.1721  20.1883   -9.7427
 AKP  N2    N  N     0  -0.378  28.9968  20.7594   -9.9361
 AKP  C39   C  CR16  0  -0.293  18.6310  16.0003  -13.6459
 AKP  C38   C  CR16  0  -0.314  19.7841  16.6288  -11.2047
 AKP  C40   C  CR6   0   0.369  20.5411  16.6703  -12.3666
 AKP  C41   C  CR16  0  -0.310  19.9776  16.3215  -13.5843
 AKP  O6    O  O2    0  -0.631  21.8314  17.1408  -12.4023
 AKP  P1    P  P     0   1.437  23.0362  16.8102  -11.3789
 AKP  O8    O  O     0  -0.692  22.6969  16.8694   -9.9430
 AKP  O10   O  OH1   0  -0.763  24.1374  17.8005  -11.9113
 AKP  O7    O  OH1   0  -0.725  23.5018  15.3900  -11.9335
 AKP  O15   O  OH1   0  -0.660  15.7449  19.9708  -16.5959
 AKP  H1    H  HCH1  0   0.280  16.5170  20.6481  -13.5259
 AKP  HO1   H  HOH1  0   0.460  17.4549  18.2039  -16.2847
 AKP  H31A  H  HCH2  0   0.255  14.9366  21.8644  -15.0237
 AKP  H32   H  HCH2  0   0.253  16.3057  22.4670  -15.9425
 AKP  H4    H  H     0   0.245  17.1655  23.6197  -13.8186
 AKP  H51   H  H     0   0.236  15.3305  24.5505  -12.5383
 AKP  H52   H  H     0   0.233  14.1472  23.3915  -13.3490
 AKP  HN1   H  HNH1  0   0.435  17.1538  18.2965  -13.4600
 AKP  H6    H  HCH1  0   0.319  14.5644  16.9210  -13.0378
 AKP  H81   H  HCH2  0   0.272  16.1244  15.2501  -13.5367
 AKP  H82   H  HCH2  0   0.272  15.9567  15.2105  -11.7940
 AKP  HO3   H  HOH1  0   0.484  15.3034  19.4421  -10.4484
 AKP  H10   H  HCR6  0   0.257  17.8544  16.2792  -10.3736
 AKP  H13   H  HCR6  0   0.284  27.6858  19.9729   -6.9567
 AKP  HN4   H  HNH1  0   0.414  27.3056  21.7929  -11.0375
 AKP  H16   H  HCH1  0   0.287  25.0283  23.2125   -9.9698
 AKP  H181  H  HCH2  0   0.250  24.3458  23.4287  -12.3341
 AKP  H182  H  HCH2  0   0.265  25.5721  22.2741  -12.8234
 AKP  H19   H  HCH1  0   0.226  27.3598  23.8280  -12.1246
 AKP  HN5   H  HNH1  0   0.416  22.9054  22.7109  -10.0367
 AKP  H20   H  HCH1  0   0.280  22.1509  19.8848  -10.4382
 AKP  H22   H  HCH1  0   0.240  20.5570  22.0852   -9.0932
 AKP  H231  H  HCH3  0   0.229  20.2059  19.0471   -9.1237
 AKP  H232  H  HCH3  0   0.237  19.2111  20.1896   -8.2265
 AKP  H233  H  HCH3  0   0.236  19.1959  20.2005   -9.9832
 AKP  H241  H  HCH2  0   0.229  21.1307  21.1072   -6.9613
 AKP  H242  H  HCH2  0   0.226  22.5270  21.7883   -7.7454
 AKP  HN6   H  HNH1  0   0.406  21.7275  19.6970  -12.5831
 AKP  H25   H  HCH1  0   0.278  20.6636  21.8592  -14.2083
 AKP  H271  H  HCH2  0   0.257  20.3272  19.8740  -15.8299
 AKP  H272  H  HCH2  0   0.242  21.1698  18.8900  -14.6632
 AKP  HN7   H  HNH1  0   0.404  18.5812  21.7694  -15.2577
 AKP  H281  H  HCH3  0   0.231  26.2933  25.0308  -10.2494
 AKP  H282  H  HCH3  0   0.234  26.7794  26.1789  -11.4858
 AKP  H283  H  HCH3  0   0.218  25.0855  25.7126  -11.3412
 AKP  H291  H  HCH3  0   0.217  25.2638  25.1433  -13.9094
 AKP  H292  H  HCH3  0   0.230  26.9886  25.5095  -13.8906
 AKP  H293  H  HCH3  0   0.228  26.4298  23.9280  -14.4325
 AKP  H301  H  HCH3  0   0.221  23.3165  19.4824   -8.3805
 AKP  H302  H  HCH3  0   0.231  23.0860  19.6504   -6.6505
 AKP  H303  H  HCH3  0   0.223  21.8969  18.7876   -7.6115
 AKP  H31   H  HCH1  0   0.214  22.2564  21.3742  -16.0655
 AKP  H321  H  HCH2  0   0.225  21.8818  19.4598  -17.5648
 AKP  H322  H  HCH2  0   0.207  22.7757  18.4042  -16.4858
 AKP  H331  H  HCH2  0   0.204  23.6693  19.4189  -14.2080
 AKP  H332  H  HCH2  0   0.237  23.3971  21.1250  -13.9084
 AKP  H341  H  HCH2  0   0.208  23.9196  20.7936  -18.0042
 AKP  H342  H  HCH2  0   0.225  24.2084  19.1030  -18.3689
 AKP  H351  H  HCH2  0   0.227  25.7129  20.7057  -14.6756
 AKP  H352  H  HCH2  0   0.208  24.8454  21.7702  -15.7634
 AKP  H361  H  HCH2  0   0.224  26.1030  20.1006  -17.0700
 AKP  H362  H  HCH2  0   0.207  25.3399  18.7886  -16.1918
 AKP  H37   H  HCR6  0   0.285  30.8989  20.2448  -10.5434
 AKP  H39   H  HCR6  0   0.259  18.1924  15.7554  -14.6059
 AKP  H38   H  HCR6  0   0.285  20.2169  16.8860  -10.2488
 AKP  H41   H  HCR6  0   0.272  20.5804  16.3346  -14.4835
 AKP  H2    H  HOH1  0   0.509  24.1541  18.7183  -11.5237
 AKP  HO7   H  HOH1  0   0.499  23.9744  14.8495  -11.2858
 AKP  H15   H  HOH1  0   0.455  14.8396  19.6341  -16.5063
 AKP  C21   C  C     0   0.591  21.0452  21.3401  -11.6029
 AKP  C17   C  C     0   0.625  24.2386  21.3493  -10.6911
 AKP  C15   C  C     0   0.556  26.7700  21.3163   -9.1473
 AKP  H12   H  HCR6  0   0.288  31.4327  19.0660   -8.4040

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 AKP  C1   C2    single    1.580  0.020  1.580
 AKP  C1   C3    single    1.529  0.020  1.529
 AKP  C1   N7    single    1.442  0.020  1.442
 AKP  C1   H1    single    0.970  0.020  1.090
 AKP  C2   O1    single    1.388  0.020  1.388
 AKP  C2   C11   single    1.552  0.020  1.552
 AKP  C2   O15   single    1.384  0.020  1.384
 AKP  O1   HO1   single    0.850  0.020  0.980
 AKP  C3   C4    single    1.497  0.020  1.497
 AKP  C3   H31A  single    0.970  0.020  1.090
 AKP  C3   H32   single    0.970  0.020  1.090
 AKP  C4   C5    double    1.328  0.020  1.328
 AKP  C4   H4    single    0.930  0.020  1.080
 AKP  C5   H51   single    0.930  0.020  1.080
 AKP  C5   H52   single    0.930  0.020  1.080
 AKP  N1   C6    single    1.436  0.020  1.436
 AKP  N1   C11   single    1.335  0.020  1.335
 AKP  N1   HN1   single    0.860  0.020  1.020
 AKP  C6   C7    single    1.526  0.020  1.526
 AKP  C6   C8    single    1.542  0.020  1.542
 AKP  C6   H6    single    0.970  0.020  1.090
 AKP  C7   O2    double    1.204  0.020  1.204
 AKP  C7   O3    single    1.322  0.020  1.322
 AKP  C8   C9    single    1.504  0.020  1.504
 AKP  C8   H81   single    0.970  0.020  1.090
 AKP  C8   H82   single    0.970  0.020  1.090
 AKP  C9   C10   aromatic  1.392  0.020  1.392
 AKP  C9   C39   aromatic  1.393  0.020  1.393
 AKP  O3   HO3   single    0.850  0.020  0.980
 AKP  C10  C38   aromatic  1.388  0.020  1.388
 AKP  C10  H10   single    0.930  0.020  1.080
 AKP  C11  O5    double    1.222  0.020  1.222
 AKP  C12  N3    aromatic  1.324  0.020  1.324
 AKP  C12  C37   aromatic  1.391  0.020  1.391
 AKP  C12  H12   single    0.930  0.020  1.080
 AKP  N3   C13   aromatic  1.326  0.020  1.326
 AKP  C13  C14   aromatic  1.390  0.020  1.390
 AKP  C13  H13   single    0.930  0.020  1.080
 AKP  C14  C15   single    1.497  0.020  1.497
 AKP  C14  N2    aromatic  1.327  0.020  1.327
 AKP  C15  O9    double    1.222  0.020  1.222
 AKP  C15  N4    single    1.338  0.020  1.338
 AKP  N4   C16   single    1.437  0.020  1.437
 AKP  N4   HN4   single    0.860  0.020  1.020
 AKP  C16  C17   single    1.527  0.020  1.527
 AKP  C16  C18   single    1.530  0.020  1.530
 AKP  C16  H16   single    0.970  0.020  1.090
 AKP  C17  O12   double    1.228  0.020  1.228
 AKP  C17  N5    single    1.332  0.020  1.332
 AKP  C18  C19   single    1.531  0.020  1.531
 AKP  C18  H181  single    0.970  0.020  1.090
 AKP  C18  H182  single    0.970  0.020  1.090
 AKP  C19  C28   single    1.525  0.020  1.525
 AKP  C19  C29   single    1.526  0.020  1.526
 AKP  C19  H19   single    0.970  0.020  1.090
 AKP  N5   C20   single    1.450  0.020  1.450
 AKP  N5   HN5   single    0.860  0.020  1.020
 AKP  C20  C21   single    1.533  0.020  1.533
 AKP  C20  C22   single    1.532  0.020  1.532
 AKP  C20  H20   single    0.970  0.020  1.090
 AKP  C21  O13   double    1.221  0.020  1.221
 AKP  C21  N6    single    1.339  0.020  1.339
 AKP  C22  C23   single    1.526  0.020  1.526
 AKP  C22  C24   single    1.533  0.020  1.533
 AKP  C22  H22   single    0.970  0.020  1.090
 AKP  C23  H231  single    0.970  0.020  1.090
 AKP  C23  H232  single    0.970  0.020  1.090
 AKP  C23  H233  single    0.970  0.020  1.090
 AKP  C24  C30   single    1.522  0.020  1.522
 AKP  C24  H241  single    0.970  0.020  1.090
 AKP  C24  H242  single    0.970  0.020  1.090
 AKP  N6   C25   single    1.440  0.020  1.440
 AKP  N6   HN6   single    0.860  0.020  1.020
 AKP  C25  C26   single    1.531  0.020  1.531
 AKP  C25  C27   single    1.534  0.020  1.534
 AKP  C25  H25   single    0.970  0.020  1.090
 AKP  C26  O14   double    1.222  0.020  1.222
 AKP  C26  N7    single    1.341  0.020  1.341
 AKP  C27  C31   single    1.530  0.020  1.530
 AKP  C27  H271  single    0.970  0.020  1.090
 AKP  C27  H272  single    0.970  0.020  1.090
 AKP  N7   HN7   single    0.860  0.020  1.020
 AKP  C28  H281  single    0.970  0.020  1.090
 AKP  C28  H282  single    0.970  0.020  1.090
 AKP  C28  H283  single    0.970  0.020  1.090
 AKP  C29  H291  single    0.970  0.020  1.090
 AKP  C29  H292  single    0.970  0.020  1.090
 AKP  C29  H293  single    0.970  0.020  1.090
 AKP  C30  H301  single    0.970  0.020  1.090
 AKP  C30  H302  single    0.970  0.020  1.090
 AKP  C30  H303  single    0.970  0.020  1.090
 AKP  C31  C32   single    1.530  0.020  1.530
 AKP  C31  C33   single    1.530  0.020  1.530
 AKP  C31  H31   single    0.970  0.020  1.090
 AKP  C32  C34   single    1.524  0.020  1.524
 AKP  C32  H321  single    0.970  0.020  1.090
 AKP  C32  H322  single    0.970  0.020  1.090
 AKP  C33  C35   single    1.526  0.020  1.526
 AKP  C33  H331  single    0.970  0.020  1.090
 AKP  C33  H332  single    0.970  0.020  1.090
 AKP  C34  C36   single    1.524  0.020  1.524
 AKP  C34  H341  single    0.970  0.020  1.090
 AKP  C34  H342  single    0.970  0.020  1.090
 AKP  C35  C36   single    1.523  0.020  1.523
 AKP  C35  H351  single    0.970  0.020  1.090
 AKP  C35  H352  single    0.970  0.020  1.090
 AKP  C36  H361  single    0.970  0.020  1.090
 AKP  C36  H362  single    0.970  0.020  1.090
 AKP  C37  N2    aromatic  1.321  0.020  1.321
 AKP  C37  H37   single    0.930  0.020  1.080
 AKP  C39  C41   aromatic  1.386  0.020  1.386
 AKP  C39  H39   single    0.930  0.020  1.080
 AKP  C38  C40   aromatic  1.387  0.020  1.387
 AKP  C38  H38   single    0.930  0.020  1.080
 AKP  C40  C41   aromatic  1.386  0.020  1.386
 AKP  C40  O6    single    1.374  0.020  1.374
 AKP  C41  H41   single    0.930  0.020  1.080
 AKP  O6   P1    single    1.615  0.020  1.615
 AKP  P1   O8    double    1.477  0.020  1.477
 AKP  P1   O10   single    1.574  0.020  1.574
 AKP  P1   O7    single    1.594  0.020  1.594
 AKP  O10  H2    single    0.850  0.020  0.980
 AKP  O7   HO7   single    0.850  0.020  0.980
 AKP  O15  H15   single    0.850  0.020  0.980

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 AKP  H1    C1   N7    105.97  3.000
 AKP  H1    C1   C3    106.63  3.000
 AKP  N7    C1   C3    110.41  3.000
 AKP  H1    C1   C2    107.95  3.000
 AKP  N7    C1   C2    112.86  3.000
 AKP  C3    C1   C2    112.57  3.000
 AKP  O15   C2   C11   108.10  3.000
 AKP  O15   C2   O1    110.28  3.000
 AKP  C11   C2   O1    110.56  3.000
 AKP  O15   C2   C1    112.46  3.000
 AKP  C11   C2   C1    108.19  3.000
 AKP  O1    C2   C1    107.24  3.000
 AKP  HO1   O1   C2    109.41  3.000
 AKP  H32   C3   H31A  106.88  3.000
 AKP  H32   C3   C4    109.86  3.000
 AKP  H31A  C3   C4    109.18  3.000
 AKP  H32   C3   C1    109.87  3.000
 AKP  H31A  C3   C1    109.21  3.000
 AKP  C4    C3   C1    111.72  3.000
 AKP  H4    C4   C5    119.07  3.000
 AKP  H4    C4   C3    116.89  3.000
 AKP  C5    C4   C3    124.04  3.000
 AKP  H52   C5   H51   116.69  3.000
 AKP  H52   C5   C4    121.67  3.000
 AKP  H51   C5   C4    121.64  3.000
 AKP  HN1   N1   C11   117.43  3.000
 AKP  HN1   N1   C6    116.94  3.000
 AKP  C11   N1   C6    125.12  3.000
 AKP  H6    C6   C8    107.78  3.000
 AKP  H6    C6   C7    105.06  3.000
 AKP  C8    C6   C7    112.04  3.000
 AKP  H6    C6   N1    108.02  3.000
 AKP  C8    C6   N1    111.12  3.000
 AKP  C7    C6   N1    112.45  3.000
 AKP  O3    C7   O2    123.84  3.000
 AKP  O3    C7   C6    113.04  3.000
 AKP  O2    C7   C6    123.06  3.000
 AKP  H82   C8   H81   106.87  3.000
 AKP  H82   C8   C9    111.54  3.000
 AKP  H81   C8   C9    109.63  3.000
 AKP  H82   C8   C6    108.97  3.000
 AKP  H81   C8   C6    107.36  3.000
 AKP  C9    C8   C6    112.25  3.000
 AKP  C39   C9   C10   117.95  3.000
 AKP  C39   C9   C8    120.07  3.000
 AKP  C10   C9   C8    121.81  3.000
 AKP  HO3   O3   C7    109.89  3.000
 AKP  H10   C10  C38   118.54  3.000
 AKP  H10   C10  C9    119.92  3.000
 AKP  C38   C10  C9    121.52  3.000
 AKP  O5    C11  N1    125.47  3.000
 AKP  O5    C11  C2    120.23  3.000
 AKP  N1    C11  C2    114.30  3.000
 AKP  H12   C12  C37   120.57  3.000
 AKP  H12   C12  N3    117.73  3.000
 AKP  C37   C12  N3    121.71  3.000
 AKP  C13   N3   C12   117.03  3.000
 AKP  H13   C13  C14   121.19  3.000
 AKP  H13   C13  N3    117.46  3.000
 AKP  C14   C13  N3    121.34  3.000
 AKP  N2    C14  C15   118.41  3.000
 AKP  N2    C14  C13   121.39  3.000
 AKP  C15   C14  C13   120.19  3.000
 AKP  HN4   N4   C16   120.21  3.000
 AKP  HN4   N4   C15   118.20  3.000
 AKP  C16   N4   C15   120.84  3.000
 AKP  H16   C16  C18   109.41  3.000
 AKP  H16   C16  C17   108.94  3.000
 AKP  C18   C16  C17   108.34  3.000
 AKP  H16   C16  N4    109.17  3.000
 AKP  C18   C16  N4    110.89  3.000
 AKP  C17   C16  N4    110.06  3.000
 AKP  H182  C18  H181  106.50  3.000
 AKP  H182  C18  C19   109.32  3.000
 AKP  H181  C18  C19   108.62  3.000
 AKP  H182  C18  C16   108.79  3.000
 AKP  H181  C18  C16   107.83  3.000
 AKP  C19   C18  C16   115.40  3.000
 AKP  H19   C19  C29   107.60  3.000
 AKP  H19   C19  C28   108.15  3.000
 AKP  C29   C19  C28   110.77  3.000
 AKP  H19   C19  C18   108.91  3.000
 AKP  C29   C19  C18   108.86  3.000
 AKP  C28   C19  C18   112.43  3.000
 AKP  HN5   N5   C20   116.89  3.000
 AKP  HN5   N5   C17   118.00  3.000
 AKP  C20   N5   C17   125.02  3.000
 AKP  H20   C20  C22   108.79  3.000
 AKP  H20   C20  C21   110.22  3.000
 AKP  C22   C20  C21   111.45  3.000
 AKP  H20   C20  N5    107.55  3.000
 AKP  C22   C20  N5    112.04  3.000
 AKP  C21   C20  N5    106.72  3.000
 AKP  H22   C22  C24   106.88  3.000
 AKP  H22   C22  C23   108.03  3.000
 AKP  C24   C22  C23   111.76  3.000
 AKP  H22   C22  C20   107.60  3.000
 AKP  C24   C22  C20   112.85  3.000
 AKP  C23   C22  C20   109.49  3.000
 AKP  H233  C23  H232  107.30  3.000
 AKP  H233  C23  H231  107.33  3.000
 AKP  H232  C23  H231  107.63  3.000
 AKP  H233  C23  C22   112.40  3.000
 AKP  H232  C23  C22   110.45  3.000
 AKP  H231  C23  C22   111.50  3.000
 AKP  H242  C24  H241  105.48  3.000
 AKP  H242  C24  C30   109.05  3.000
 AKP  H241  C24  C30   109.09  3.000
 AKP  H242  C24  C22   109.61  3.000
 AKP  H241  C24  C22   107.07  3.000
 AKP  C30   C24  C22   116.02  3.000
 AKP  HN6   N6   C25   117.93  3.000
 AKP  HN6   N6   C21   119.26  3.000
 AKP  C25   N6   C21   121.84  3.000
 AKP  H25   C25  C27   108.85  3.000
 AKP  H25   C25  C26   109.34  3.000
 AKP  C27   C25  C26   109.23  3.000
 AKP  H25   C25  N6    109.45  3.000
 AKP  C27   C25  N6    110.92  3.000
 AKP  C26   C25  N6    109.03  3.000
 AKP  N7    C26  O14   123.03  3.000
 AKP  N7    C26  C25   116.07  3.000
 AKP  O14   C26  C25   120.88  3.000
 AKP  H272  C27  H271  105.62  3.000
 AKP  H272  C27  C31   109.92  3.000
 AKP  H271  C27  C31   107.76  3.000
 AKP  H272  C27  C25   109.04  3.000
 AKP  H271  C27  C25   107.89  3.000
 AKP  C31   C27  C25   116.09  3.000
 AKP  HN7   N7   C26   119.13  3.000
 AKP  HN7   N7   C1    118.45  3.000
 AKP  C26   N7   C1    121.58  3.000
 AKP  H283  C28  H282  107.69  3.000
 AKP  H283  C28  H281  107.88  3.000
 AKP  H282  C28  H281  107.20  3.000
 AKP  H283  C28  C19   110.98  3.000
 AKP  H282  C28  C19   110.59  3.000
 AKP  H281  C28  C19   112.30  3.000
 AKP  H293  C29  H292  107.75  3.000
 AKP  H293  C29  H291  107.69  3.000
 AKP  H292  C29  H291  107.74  3.000
 AKP  H293  C29  C19   111.57  3.000
 AKP  H292  C29  C19   111.04  3.000
 AKP  H291  C29  C19   110.88  3.000
 AKP  H303  C30  H302  107.27  3.000
 AKP  H303  C30  H301  107.45  3.000
 AKP  H302  C30  H301  107.04  3.000
 AKP  H303  C30  C24   112.25  3.000
 AKP  H302  C30  C24   110.17  3.000
 AKP  H301  C30  C24   112.39  3.000
 AKP  H31   C31  C33   107.87  3.000
 AKP  H31   C31  C32   107.86  3.000
 AKP  C33   C31  C32   110.34  3.000
 AKP  H31   C31  C27   107.66  3.000
 AKP  C33   C31  C27   114.21  3.000
 AKP  C32   C31  C27   108.68  3.000
 AKP  H322  C32  H321  106.42  3.000
 AKP  H322  C32  C34   109.14  3.000
 AKP  H321  C32  C34   110.16  3.000
 AKP  H322  C32  C31   108.76  3.000
 AKP  H321  C32  C31   109.61  3.000
 AKP  C34   C32  C31   112.56  3.000
 AKP  H332  C33  H331  106.54  3.000
 AKP  H332  C33  C35   108.99  3.000
 AKP  H331  C33  C35   109.60  3.000
 AKP  H332  C33  C31   110.28  3.000
 AKP  H331  C33  C31   109.04  3.000
 AKP  C35   C33  C31   112.22  3.000
 AKP  H342  C34  H341  106.53  3.000
 AKP  H342  C34  C36   110.50  3.000
 AKP  H341  C34  C36   109.35  3.000
 AKP  H342  C34  C32   109.98  3.000
 AKP  H341  C34  C32   109.39  3.000
 AKP  C36   C34  C32   110.98  3.000
 AKP  H352  C35  H351  106.32  3.000
 AKP  H352  C35  C36   109.17  3.000
 AKP  H351  C35  C36   110.38  3.000
 AKP  H352  C35  C33   109.11  3.000
 AKP  H351  C35  C33   109.65  3.000
 AKP  C36   C35  C33   112.04  3.000
 AKP  H362  C36  H361  106.49  3.000
 AKP  H362  C36  C35   109.43  3.000
 AKP  H361  C36  C35   110.27  3.000
 AKP  H362  C36  C34   109.33  3.000
 AKP  H361  C36  C34   110.47  3.000
 AKP  C35   C36  C34   110.75  3.000
 AKP  H37   C37  N2    117.81  3.000
 AKP  H37   C37  C12   121.04  3.000
 AKP  N2    C37  C12   121.15  3.000
 AKP  C37   N2   C14   117.37  3.000
 AKP  H39   C39  C41   119.03  3.000
 AKP  H39   C39  C9    119.65  3.000
 AKP  C41   C39  C9    121.31  3.000
 AKP  H38   C38  C40   121.01  3.000
 AKP  H38   C38  C10   119.78  3.000
 AKP  C40   C38  C10   119.17  3.000
 AKP  O6    C40  C41   116.43  3.000
 AKP  O6    C40  C38   122.99  3.000
 AKP  C41   C40  C38   120.41  3.000
 AKP  H41   C41  C40   120.01  3.000
 AKP  H41   C41  C39   120.46  3.000
 AKP  C40   C41  C39   119.50  3.000
 AKP  P1    O6   C40   127.88  3.000
 AKP  O7    P1   O10   103.80  3.000
 AKP  O7    P1   O8    116.17  3.000
 AKP  O10   P1   O8    117.68  3.000
 AKP  O7    P1   O6    100.36  3.000
 AKP  O10   P1   O6    100.30  3.000
 AKP  O8    P1   O6    115.88  3.000
 AKP  H2    O10  P1    117.37  3.000
 AKP  HO7   O7   P1    114.06  3.000
 AKP  H15   O15  C2    107.76  3.000
 AKP  N6    C21  O13   122.80  3.000
 AKP  N6    C21  C20   115.40  3.000
 AKP  O13   C21  C20   121.69  3.000
 AKP  N5    C17  O12   124.96  3.000
 AKP  N5    C17  C16   115.04  3.000
 AKP  O12   C17  C16   119.95  3.000
 AKP  N4    C15  O9    123.55  3.000
 AKP  N4    C15  C14   115.19  3.000
 AKP  O9    C15  C14   121.27  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 AKP  CONST_01  C40   C38  C10  C9      0.00   0.0  0
 AKP  CONST_02  C40   C41  C39  C9      0.00   0.0  0
 AKP  CONST_03  C41   C39  C9   C10     0.00   0.0  0
 AKP  CONST_04  C41   C40  C38  C10     0.00   0.0  0
 AKP  CONST_05  C14   C13  N3   C12     0.00   0.0  0
 AKP  CONST_06  C14   N2   C37  C12     0.00   0.0  0
 AKP  CONST_07  N2    C37  C12  N3      0.00   0.0  0
 AKP  CONST_08  N2    C14  C13  N3      0.00   0.0  0
 AKP  CONST_09  C37   C12  N3   C13     0.00   0.0  0
 AKP  CONST_10  C37   N2   C14  C13     0.00   0.0  0
 AKP  CONST_11  C38   C10  C9   C39     0.00   0.0  0
 AKP  CONST_12  C38   C40  C41  C39     0.00   0.0  0
 AKP  CONST_13  C38   C10  C9   C8    180.00   0.0  0
 AKP  CONST_14  C41   C39  C9   C8    180.00   0.0  0
 AKP  CONST_15  O6    C40  C38  C10   180.00   0.0  0
 AKP  CONST_16  C15   C14  C13  N3    180.00   0.0  0
 AKP  CONST_17  C37   N2   C14  C15   180.00   0.0  0
 AKP  CONST_18  O6    C40  C41  C39   180.00   0.0  0
 AKP  CONST_19  H38   C38  C10  C9    180.00   0.0  0
 AKP  CONST_20  H41   C41  C39  C9    180.00   0.0  0
 AKP  CONST_21  H39   C39  C9   C10   180.00   0.0  0
 AKP  CONST_22  H13   C13  N3   C12   180.00   0.0  0
 AKP  CONST_23  H37   C37  C12  N3    180.00   0.0  0
 AKP  CONST_24  H12   C12  N3   C13   180.00   0.0  0
 AKP  CONST_25  H37   C37  N2   C14   180.00   0.0  0
 AKP  CONST_26  H13   C13  C14  N2    180.00   0.0  0
 AKP  CONST_27  H12   C12  C37  N2    180.00   0.0  0
 AKP  CONST_28  H10   C10  C9   C39   180.00   0.0  0
 AKP  CONST_29  H41   C41  C40  C38   180.00   0.0  0
 AKP  CONST_30  H10   C10  C38  C40   180.00   0.0  0
 AKP  CONST_31  H39   C39  C41  C40   180.00   0.0  0
 AKP  CONST_32  H38   C38  C40  C41   180.00   0.0  0
 AKP  CONST_33  C16   N4   C15  C14   180.00   0.0  0
 AKP  CONST_34  HN4   N4   C15  C14     0.00   0.0  0
 AKP  CONST_35  C25   C26  N7   C1    180.00   0.0  0
 AKP  CONST_36  O14   C26  N7   C1      0.00   0.0  0
 AKP  CONST_37  C6    N1   C11  C2    180.00   0.0  0
 AKP  CONST_38  O5    C11  N1   C6      0.00   0.0  0
 AKP  CONST_39  C16   N4   C15  O9      0.00   0.0  0
 AKP  CONST_40  C20   N5   C17  C16   180.00   0.0  0
 AKP  CONST_41  C20   N5   C17  O12     0.00   0.0  0
 AKP  CONST_42  C25   N6   C21  C20   180.00   0.0  0
 AKP  CONST_43  C25   N6   C21  O13     0.00   0.0  0
 AKP  CONST_44  HN1   N1   C11  C2      0.00   0.0  0
 AKP  CONST_45  HN1   N1   C11  O5    180.00   0.0  0
 AKP  CONST_46  HN4   N4   C15  O9    180.00   0.0  0
 AKP  CONST_47  HN5   N5   C17  C16     0.00   0.0  0
 AKP  CONST_48  HN5   N5   C17  O12   180.00   0.0  0
 AKP  CONST_49  HN6   N6   C21  C20     0.00   0.0  0
 AKP  CONST_50  HN6   N6   C21  O13   180.00   0.0  0
 AKP  CONST_51  HN7   N7   C26  C25     0.00   0.0  0
 AKP  CONST_52  HN7   N7   C26  O14   180.00   0.0  0
 AKP  CONST_53  HO3   O3   C7   C6    180.00   0.0  0
 AKP  CONST_54  HO3   O3   C7   O2      0.00   0.0  0
 AKP  Var_01    C36   C34  C32  C31    56.02  30.0  1
 AKP  Var_02    C36   C35  C33  C31   -54.39  30.0  1
 AKP  Var_03    C35   C36  C34  C32   -55.62  30.0  1
 AKP  Var_04    C34   C36  C35  C33    55.19  30.0  1
 AKP  Var_05    H341  C34  C32  C31   -64.72  30.0  1
 AKP  Var_06    H342  C34  C32  C31   178.61  30.0  1
 AKP  Var_07    H351  C35  C33  C31  -177.31  30.0  1
 AKP  Var_08    H352  C35  C33  C31    66.62  30.0  1
 AKP  Var_09    H361  C36  C34  C32  -178.09  30.0  1
 AKP  Var_10    H362  C36  C34  C32    65.03  30.0  1
 AKP  Var_11    H361  C36  C35  C33   177.78  30.0  1
 AKP  Var_12    H362  C36  C35  C33   -65.40  30.0  1
 AKP  Var_13    H351  C35  C36  C34   177.69  30.0  1
 AKP  Var_14    H352  C35  C36  C34   -65.79  30.0  1
 AKP  Var_15    H341  C34  C36  C35    65.14  30.0  1
 AKP  Var_16    H342  C34  C36  C35  -177.91  30.0  1
 AKP  Var_17    H321  C32  C34  C36   178.69  30.0  1
 AKP  Var_18    H322  C32  C34  C36   -64.82  30.0  1
 AKP  Var_19    H331  C33  C35  C36    66.91  30.0  1
 AKP  Var_20    H332  C33  C35  C36  -176.84  30.0  1
 AKP  Var_21    C10   C9   C8   C6     80.89  30.0  2
 AKP  Var_22    C39   C9   C8   C6    -94.34  30.0  2
 AKP  Var_23    O9    C15  C14  C13     1.53  30.0  2
 AKP  Var_24    N4    C15  C14  C13  -178.48  30.0  2
 AKP  Var_25    N2    C14  C15  O9   -179.11  30.0  2
 AKP  Var_26    N2    C14  C15  N4      0.88  30.0  2
 AKP  Var_27    P1    O6   C40  C38    45.49  30.0  2
 AKP  Var_28    P1    O6   C40  C41  -139.20  30.0  2
 AKP  Var_29    H81   C8   C9   C10  -159.90  30.0  2
 AKP  Var_30    H82   C8   C9   C10   -41.74  30.0  2
 AKP  Var_31    H81   C8   C9   C39    24.88  30.0  2
 AKP  Var_32    H82   C8   C9   C39   143.04  30.0  2
 AKP  Var_33    O8    P1   O6   C40   -45.75  30.0  3
 AKP  Var_34    O10   P1   O6   C40  -173.56  30.0  3
 AKP  Var_35    O7    P1   O6   C40    80.20  30.0  3
 AKP  Var_36    N1    C11  C2   C1    -71.64  30.0  3
 AKP  Var_37    O5    C11  C2   C1    109.09  30.0  3
 AKP  Var_38    C5    C4   C3   C1   -118.28  30.0  3
 AKP  Var_39    N1    C11  C2   O1     45.52  30.0  3
 AKP  Var_40    O5    C11  C2   O1   -133.75  30.0  3
 AKP  Var_41    O15   C2   C11  N1    166.33  30.0  2
 AKP  Var_42    O15   C2   C11  O5    -12.95  30.0  2
 AKP  Var_43    C28   C19  C18  C16   -56.10  30.0  3
 AKP  Var_44    C29   C19  C18  C16  -179.21  30.0  3
 AKP  Var_45    H51   C5   C4   C3   -179.77   0.0  2
 AKP  Var_46    H52   C5   C4   C3      0.21   0.0  2
 AKP  Var_47    H4    C4   C3   C1     61.96  30.0  3
 AKP  Var_48    H31A  C3   C4   C5      2.62  30.0  1
 AKP  Var_49    H32   C3   C4   C5    119.52  30.0  1
 AKP  Var_50    H19   C19  C18  C16    63.74  30.0  3
 AKP  Var_51    H281  C28  C19  C18    65.09  30.0  3
 AKP  Var_52    H282  C28  C19  C18  -175.21  30.0  3
 AKP  Var_53    H283  C28  C19  C18   -55.75  30.0  3
 AKP  Var_54    H291  C29  C19  C18    63.45  30.0  3
 AKP  Var_55    H292  C29  C19  C18  -176.80  30.0  3
 AKP  Var_56    H293  C29  C19  C18   -56.58  30.0  3
 AKP  Var_57    H301  C30  C24  C22    63.12  30.0  3
 AKP  Var_58    H302  C30  C24  C22  -177.60  30.0  3
 AKP  Var_59    H303  C30  C24  C22   -58.14  30.0  3
 AKP  Var_60    H181  C18  C19  C28    65.09  30.0  2
 AKP  Var_61    H182  C18  C19  C28  -179.08  30.0  2
 AKP  Var_62    H291  C29  C19  C28   -60.65  30.0  3
 AKP  Var_63    H292  C29  C19  C28    59.10  30.0  3
 AKP  Var_64    H293  C29  C19  C28   179.32  30.0  3
 AKP  Var_65    H181  C18  C19  C29   -58.03  30.0  2
 AKP  Var_66    H182  C18  C19  C29    57.81  30.0  2
 AKP  Var_67    H281  C28  C19  C29  -172.87  30.0  3
 AKP  Var_68    H282  C28  C19  C29   -53.17  30.0  3
 AKP  Var_69    H283  C28  C19  C29    66.28  30.0  3
 AKP  Var_70    H51   C5   C4   H4     -0.02   0.0  2
 AKP  Var_71    H52   C5   C4   H4    179.97   0.0  2

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 AKP  chir_01  C1   C2   C3   N7   positiv
 AKP  chir_02  C6   N1   C7   C8   positiv
 AKP  chir_03  C16  N4   C17  C18  positiv
 AKP  chir_04  C20  N5   C21  C22  positiv
 AKP  chir_05  C22  C20  C23  C24  negativ
 AKP  chir_06  C25  N6   C26  C27  positiv
 AKP  chir_07  C31  C27  C32  C33  positiv

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 AKP  plan-1  C8   0.020
 AKP  plan-1  C9   0.020
 AKP  plan-1  C10  0.020
 AKP  plan-1  C39  0.020
 AKP  plan-1  C38  0.020
 AKP  plan-1  C40  0.020
 AKP  plan-1  C41  0.020
 AKP  plan-1  O6   0.020
 AKP  plan-1  H10  0.020
 AKP  plan-1  H39  0.020
 AKP  plan-1  H38  0.020
 AKP  plan-1  H41  0.020
 AKP  plan-2  C6   0.020
 AKP  plan-2  C7   0.020
 AKP  plan-2  O2   0.020
 AKP  plan-2  O3   0.020
 AKP  plan-2  HO3  0.020
 AKP  plan-3  C3   0.020
 AKP  plan-3  C4   0.020
 AKP  plan-3  C5   0.020
 AKP  plan-3  H4   0.020
 AKP  plan-3  H51  0.020
 AKP  plan-3  H52  0.020
 AKP  plan-4  C12  0.020
 AKP  plan-4  N3   0.020
 AKP  plan-4  C13  0.020
 AKP  plan-4  C14  0.020
 AKP  plan-4  C37  0.020
 AKP  plan-4  N2   0.020
 AKP  plan-4  H13  0.020
 AKP  plan-4  H37  0.020
 AKP  plan-4  C15  0.020
 AKP  plan-4  H12  0.020
 AKP  plan-5  C2   0.020
 AKP  plan-5  N1   0.020
 AKP  plan-5  C6   0.020
 AKP  plan-5  C11  0.020
 AKP  plan-5  O5   0.020
 AKP  plan-5  HN1  0.020
 AKP  plan-6  C1   0.020
 AKP  plan-6  C25  0.020
 AKP  plan-6  C26  0.020
 AKP  plan-6  O14  0.020
 AKP  plan-6  N7   0.020
 AKP  plan-6  HN7  0.020
 AKP  plan-7  C20  0.020
 AKP  plan-7  O13  0.020
 AKP  plan-7  N6   0.020
 AKP  plan-7  C25  0.020
 AKP  plan-7  HN6  0.020
 AKP  plan-7  C21  0.020
 AKP  plan-8  C16  0.020
 AKP  plan-8  O12  0.020
 AKP  plan-8  N5   0.020
 AKP  plan-8  C20  0.020
 AKP  plan-8  HN5  0.020
 AKP  plan-8  C17  0.020
 AKP  plan-9  C14  0.020
 AKP  plan-9  O9   0.020
 AKP  plan-9  N4   0.020
 AKP  plan-9  C16  0.020
 AKP  plan-9  HN4  0.020
 AKP  plan-9  C15  0.020

