# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 05:57:42 2020
#   Inital geometry file: a 154 line input string
#   Ligand name: (2S)-6-azanyl-2-[[(2R)-3-cyclohexyl-1-(3-methylbutylamino)-1-oxidanylidene-propan-2-yl]carbamoylamino]hexanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)CCNC(=O)[C@@H](CC1CCCCC1)NC(=O)N[C@@H](CCCCN)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
 FH9  FH9  '(2S)-6-azanyl-2-[[(2R)-3-cyclohexyl-1-(3-methylbutylamino)-1-oxidanylidene-propan-2-yl]carbamoylamino]hexanoic acid'  ligand  69  29  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FH9
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
 FH9  C23   C  CH2   0  -0.416   1.0948  -2.7392  -2.2158
 FH9  C24   C  CH2   0  -0.430   0.9282  -4.1710  -1.7184
 FH9  C25   C  CH2   0  -0.429   2.0586  -4.5640  -0.7751
 FH9  C28   C  CH2   0  -0.426   2.1729  -3.5698   0.3740
 FH9  C29   C  CH2   0  -0.430   2.3409  -2.1382  -0.1308
 FH9  C22   C  CH1   0  -0.225   1.2035  -1.7287  -1.0702
 FH9  C21   C  CH2   0  -0.430   1.3473  -0.3216  -1.6512
 FH9  C14   C  CH1   0  -0.193   1.0570   0.8589  -0.7050
 FH9  C15   C  C     0   0.549   2.0975   1.0239   0.4028
 FH9  O16   O  O     0  -0.499   1.8019   0.9524   1.5893
 FH9  N17   N  NH1   0  -0.637   3.3446   1.2406  -0.0245
 FH9  C18   C  CH2   0  -0.238   4.4870   1.3170   0.8637
 FH9  C19   C  CH2   0  -0.456   5.7747   1.0852   0.0885
 FH9  C20   C  CH1   0  -0.238   7.0362   1.1922   0.9466
 FH9  C26   C  CH3   0  -0.661   7.0780   0.1297   2.0413
 FH9  C27   C  CH3   0  -0.650   8.2760   1.0954   0.0632
 FH9  N13   N  NH1   0  -0.687  -0.2382   0.7741  -0.0872
 FH9  C11   C  C     0   0.761  -1.3791   1.0953  -0.7364
 FH9  O12   O  O     0  -0.545  -1.4047   1.5045  -1.8932
 FH9  N10   N  NH1   0  -0.681  -2.5226   0.9054  -0.0146
 FH9  C6    C  CH1   0  -0.174  -3.7751   1.3936  -0.5153
 FH9  C7    C  C     0   0.538  -3.7742   2.9122  -0.6095
 FH9  O8    O  OH1   0  -0.592  -4.7016   3.3486  -1.4512
 FH9  O9    O  O     0  -0.439  -3.0491   3.6354   0.0235
 FH9  C5    C  CH2   0  -0.464  -4.9196   0.9291   0.3927
 FH9  C4    C  CH2   0  -0.418  -5.0988  -0.5846   0.3917
 FH9  C3    C  CH2   0  -0.430  -6.2294  -1.0287   1.3102
 FH9  C2    C  CH2   0  -0.271  -6.4586  -2.5317   1.2711
 FH9  N1    N  NH2   0  -0.801  -7.5218  -2.9209   2.1869
 FH9  H231  H  HCH2  0   0.205   1.9984  -2.6733  -2.8343
 FH9  H232  H  HCH2  0   0.224   0.2570  -2.4715  -2.8662
 FH9  H241  H  HCH2  0   0.207  -0.0302  -4.2622  -1.1954
 FH9  H242  H  HCH2  0   0.224   0.8842  -4.8586  -2.5668
 FH9  H22   H  HCH1  0   0.211   0.2636  -1.7691  -0.5038
 FH9  H251  H  HCH2  0   0.224   1.9007  -5.5746  -0.3899
 FH9  H252  H  HCH2  0   0.206   3.0027  -4.5867  -1.3309
 FH9  H281  H  HCH2  0   0.207   1.2699  -3.6267   0.9919
 FH9  H282  H  HCH2  0   0.225   3.0095  -3.8325   1.0260
 FH9  H291  H  HCH2  0   0.233   2.4020  -1.4692   0.7285
 FH9  H292  H  HCH2  0   0.203   3.2948  -2.0499  -0.6646
 FH9  H211  H  HCH2  0   0.224   2.3446  -0.2018  -2.0869
 FH9  H212  H  HCH2  0   0.243   0.6485  -0.2193  -2.4856
 FH9  H14   H  HCH1  0   0.287   1.0975   1.7692  -1.3132
 FH9  H13   H  HNH1  0   0.391  -0.2674   0.4696   0.8736
 FH9  H17   H  HNH1  0   0.402   3.5100   1.3462  -1.0127
 FH9  H181  H  HCH2  0   0.232   4.5210   2.2908   1.3634
 FH9  H182  H  HCH2  0   0.236   4.3672   0.5632   1.6428
 FH9  H191  H  HCH2  0   0.224   5.7408   0.0965  -0.3840
 FH9  H192  H  HCH2  0   0.234   5.8360   1.8175  -0.7239
 FH9  H20   H  HCH1  0   0.218   7.0363   2.1783   1.4263
 FH9  H261  H  HCH3  0   0.215   7.0493  -0.8732   1.6077
 FH9  H262  H  HCH3  0   0.230   7.9948   0.2093   2.6273
 FH9  H263  H  HCH3  0   0.229   6.2422   0.2146   2.7361
 FH9  H271  H  HCH3  0   0.226   8.2901   1.8793  -0.6958
 FH9  H272  H  HCH3  0   0.227   9.1900   1.1856   0.6525
 FH9  H273  H  HCH3  0   0.214   8.3107   0.1325  -0.4525
 FH9  H10   H  HNH1  0   0.393  -2.4444   0.7952   0.9849
 FH9  H6    H  HCH1  0   0.279  -3.9503   0.9923  -1.5167
 FH9  H51C  H  HCH2  0   0.240  -4.7382   1.2864   1.4121
 FH9  H52C  H  HCH2  0   0.256  -5.8474   1.4001   0.0613
 FH9  H8    H  HOH1  0   0.483  -4.7199   4.3174  -1.4567
 FH9  H41C  H  HCH2  0   0.221  -5.3014  -0.9186  -0.6312
 FH9  H42C  H  HCH2  0   0.225  -4.1693  -1.0733   0.6973
 FH9  H31C  H  HCH2  0   0.217  -6.0119  -0.7259   2.3389
 FH9  H32C  H  HCH2  0   0.214  -7.1549  -0.5159   1.0242
 FH9  H21C  H  HCH2  0   0.188  -6.6448  -2.8342   0.2300
 FH9  H22C  H  HCH2  0   0.211  -5.5403  -3.0413   1.5767
 FH9  H11N  H  HNH2  0   0.337  -8.3981  -2.5296   1.8627
 FH9  H12N  H  HNH2  0   0.345  -7.6463  -3.9245   2.1506

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
 FH9  C23  C24   single  1.525  0.020  1.525
 FH9  C23  C22   single  1.531  0.020  1.531
 FH9  C24  C25   single  1.524  0.020  1.524
 FH9  C25  C28   single  1.524  0.020  1.524
 FH9  C28  C29   single  1.527  0.020  1.527
 FH9  C29  C22   single  1.531  0.020  1.531
 FH9  C22  C21   single  1.529  0.020  1.529
 FH9  C21  C14   single  1.540  0.020  1.540
 FH9  C14  C15   single  1.529  0.020  1.529
 FH9  C14  N13   single  1.437  0.020  1.437
 FH9  C15  O16   double  1.225  0.020  1.225
 FH9  C15  N17   single  1.336  0.020  1.336
 FH9  N17  C18   single  1.449  0.020  1.449
 FH9  C18  C19   single  1.521  0.020  1.521
 FH9  C19  C20   single  1.529  0.020  1.529
 FH9  C20  C26   single  1.526  0.020  1.526
 FH9  C20  C27   single  1.525  0.020  1.525
 FH9  N13  C11   single  1.351  0.020  1.351
 FH9  C11  O12   double  1.227  0.020  1.227
 FH9  C11  N10   single  1.366  0.020  1.366
 FH9  N10  C6    single  1.434  0.020  1.434
 FH9  C6   C7    single  1.521  0.020  1.521
 FH9  C6   C5    single  1.533  0.020  1.533
 FH9  C7   O8    single  1.326  0.020  1.326
 FH9  C7   O9    double  1.204  0.020  1.204
 FH9  C5   C4    single  1.524  0.020  1.524
 FH9  C4   C3    single  1.523  0.020  1.523
 FH9  C3   C2    single  1.521  0.020  1.521
 FH9  C2   N1    single  1.456  0.020  1.456
 FH9  C23  H231  single  0.970  0.020  1.090
 FH9  C23  H232  single  0.970  0.020  1.090
 FH9  C24  H241  single  0.970  0.020  1.090
 FH9  C24  H242  single  0.970  0.020  1.090
 FH9  C22  H22   single  0.970  0.020  1.090
 FH9  C25  H251  single  0.970  0.020  1.090
 FH9  C25  H252  single  0.970  0.020  1.090
 FH9  C28  H281  single  0.970  0.020  1.090
 FH9  C28  H282  single  0.970  0.020  1.090
 FH9  C29  H291  single  0.970  0.020  1.090
 FH9  C29  H292  single  0.970  0.020  1.090
 FH9  C21  H211  single  0.970  0.020  1.090
 FH9  C21  H212  single  0.970  0.020  1.090
 FH9  C14  H14   single  0.970  0.020  1.090
 FH9  N13  H13   single  0.860  0.020  1.020
 FH9  N17  H17   single  0.860  0.020  1.020
 FH9  C18  H181  single  0.970  0.020  1.090
 FH9  C18  H182  single  0.970  0.020  1.090
 FH9  C19  H191  single  0.970  0.020  1.090
 FH9  C19  H192  single  0.970  0.020  1.090
 FH9  C20  H20   single  0.970  0.020  1.090
 FH9  C26  H261  single  0.970  0.020  1.090
 FH9  C26  H262  single  0.970  0.020  1.090
 FH9  C26  H263  single  0.970  0.020  1.090
 FH9  C27  H271  single  0.970  0.020  1.090
 FH9  C27  H272  single  0.970  0.020  1.090
 FH9  C27  H273  single  0.970  0.020  1.090
 FH9  N10  H10   single  0.890  0.020  1.040
 FH9  C6   H6    single  0.970  0.020  1.090
 FH9  C5   H51C  single  0.970  0.020  1.090
 FH9  C5   H52C  single  0.970  0.020  1.090
 FH9  O8   H8    single  0.850  0.020  0.980
 FH9  C4   H41C  single  0.970  0.020  1.090
 FH9  C4   H42C  single  0.970  0.020  1.090
 FH9  C3   H31C  single  0.970  0.020  1.090
 FH9  C3   H32C  single  0.970  0.020  1.090
 FH9  C2   H21C  single  0.970  0.020  1.090
 FH9  C2   H22C  single  0.970  0.020  1.090
 FH9  N1   H11N  single  0.890  0.020  1.040
 FH9  N1   H12N  single  0.890  0.020  1.040

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
 FH9  H232  C23  H231  106.32  3.000
 FH9  H232  C23  C22   109.73  3.000
 FH9  H231  C23  C22   108.88  3.000
 FH9  H232  C23  C24   109.88  3.000
 FH9  H231  C23  C24   109.29  3.000
 FH9  C22   C23  C24   112.54  3.000
 FH9  H242  C24  H241  106.44  3.000
 FH9  H242  C24  C25   110.37  3.000
 FH9  H241  C24  C25   109.39  3.000
 FH9  H242  C24  C23   109.99  3.000
 FH9  H241  C24  C23   109.23  3.000
 FH9  C25   C24  C23   111.29  3.000
 FH9  H252  C25  H251  106.51  3.000
 FH9  H252  C25  C28   109.35  3.000
 FH9  H251  C25  C28   110.39  3.000
 FH9  H252  C25  C24   109.30  3.000
 FH9  H251  C25  C24   110.46  3.000
 FH9  C28   C25  C24   110.74  3.000
 FH9  H282  C28  H281  106.38  3.000
 FH9  H282  C28  C29   109.78  3.000
 FH9  H281  C28  C29   109.01  3.000
 FH9  H282  C28  C25   110.52  3.000
 FH9  H281  C28  C25   109.24  3.000
 FH9  C29   C28  C25   111.76  3.000
 FH9  H292  C29  H291  106.58  3.000
 FH9  H292  C29  C22   109.02  3.000
 FH9  H291  C29  C22   111.16  3.000
 FH9  H292  C29  C28   109.39  3.000
 FH9  H291  C29  C28   108.71  3.000
 FH9  C22   C29  C28   111.83  3.000
 FH9  H22   C22  C21   108.08  3.000
 FH9  H22   C22  C29   108.03  3.000
 FH9  C21   C22  C29   114.17  3.000
 FH9  H22   C22  C23   107.51  3.000
 FH9  C21   C22  C23   109.25  3.000
 FH9  C29   C22  C23   109.59  3.000
 FH9  H212  C21  H211  105.56  3.000
 FH9  H212  C21  C14   106.06  3.000
 FH9  H211  C21  C14   109.41  3.000
 FH9  H212  C21  C22   108.42  3.000
 FH9  H211  C21  C22   109.73  3.000
 FH9  C14   C21  C22   117.01  3.000
 FH9  H14   C14  N13   108.72  3.000
 FH9  H14   C14  C15   106.71  3.000
 FH9  N13   C14  C15   107.95  3.000
 FH9  H14   C14  C21   106.78  3.000
 FH9  N13   C14  C21   112.86  3.000
 FH9  C15   C14  C21   113.55  3.000
 FH9  N17   C15  O16   123.00  3.000
 FH9  N17   C15  C14   114.91  3.000
 FH9  O16   C15  C14   122.09  3.000
 FH9  H17   N17  C18   117.80  3.000
 FH9  H17   N17  C15   118.94  3.000
 FH9  C18   N17  C15   123.26  3.000
 FH9  H182  C18  H181  106.98  3.000
 FH9  H182  C18  C19   110.60  3.000
 FH9  H181  C18  C19   109.99  3.000
 FH9  H182  C18  N17   108.35  3.000
 FH9  H181  C18  N17   110.55  3.000
 FH9  C19   C18  N17   110.31  3.000
 FH9  H192  C19  H191  106.56  3.000
 FH9  H192  C19  C20   108.86  3.000
 FH9  H191  C19  C20   109.29  3.000
 FH9  H192  C19  C18   108.88  3.000
 FH9  H191  C19  C18   109.32  3.000
 FH9  C20   C19  C18   113.69  3.000
 FH9  H20   C20  C27   108.07  3.000
 FH9  H20   C20  C26   108.20  3.000
 FH9  C27   C20  C26   110.43  3.000
 FH9  H20   C20  C19   107.96  3.000
 FH9  C27   C20  C19   109.94  3.000
 FH9  C26   C20  C19   112.11  3.000
 FH9  H263  C26  H262  107.23  3.000
 FH9  H263  C26  H261  107.71  3.000
 FH9  H262  C26  H261  107.58  3.000
 FH9  H263  C26  C20   112.46  3.000
 FH9  H262  C26  C20   110.95  3.000
 FH9  H261  C26  C20   110.70  3.000
 FH9  H273  C27  H272  107.52  3.000
 FH9  H273  C27  H271  107.71  3.000
 FH9  H272  C27  H271  107.78  3.000
 FH9  H273  C27  C20   110.79  3.000
 FH9  H272  C27  C20   111.28  3.000
 FH9  H271  C27  C20   111.58  3.000
 FH9  H13   N13  C11   120.34  3.000
 FH9  H13   N13  C14   116.96  3.000
 FH9  C11   N13  C14   122.69  3.000
 FH9  N10   C11  O12   121.81  3.000
 FH9  N10   C11  N13   114.83  3.000
 FH9  O12   C11  N13   123.35  3.000
 FH9  H10   N10  C6    116.80  3.000
 FH9  H10   N10  C11   118.30  3.000
 FH9  C6    N10  C11   119.96  3.000
 FH9  H6    C6   C5    108.16  3.000
 FH9  H6    C6   C7    108.05  3.000
 FH9  C5    C6   C7    109.85  3.000
 FH9  H6    C6   N10   109.56  3.000
 FH9  C5    C6   N10   110.00  3.000
 FH9  C7    C6   N10   111.15  3.000
 FH9  O9    C7   O8    123.86  3.000
 FH9  O9    C7   C6    124.56  3.000
 FH9  O8    C7   C6    111.55  3.000
 FH9  H8    O8   C7    110.23  3.000
 FH9  H52C  C5   H51C  106.41  3.000
 FH9  H52C  C5   C4    109.16  3.000
 FH9  H51C  C5   C4    110.12  3.000
 FH9  H52C  C5   C6    108.89  3.000
 FH9  H51C  C5   C6    109.19  3.000
 FH9  C4    C5   C6    112.85  3.000
 FH9  H42C  C4   H41C  106.38  3.000
 FH9  H42C  C4   C3    109.39  3.000
 FH9  H41C  C4   C3    109.70  3.000
 FH9  H42C  C4   C5    110.10  3.000
 FH9  H41C  C4   C5    108.98  3.000
 FH9  C3    C4   C5    112.12  3.000
 FH9  H32C  C3   H31C  106.48  3.000
 FH9  H32C  C3   C2    109.17  3.000
 FH9  H31C  C3   C2    109.13  3.000
 FH9  H32C  C3   C4    109.45  3.000
 FH9  H31C  C3   C4    109.80  3.000
 FH9  C2    C3   C4    112.62  3.000
 FH9  H22C  C2   H21C  106.17  3.000
 FH9  H22C  C2   N1    108.22  3.000
 FH9  H21C  C2   N1    113.47  3.000
 FH9  H22C  C2   C3    109.07  3.000
 FH9  H21C  C2   C3    108.76  3.000
 FH9  N1    C2   C3    110.97  3.000
 FH9  H12N  N1   H11N  105.37  3.000
 FH9  H12N  N1   C2    109.41  3.000
 FH9  H11N  N1   C2    109.09  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
 FH9  CONST_01  C18   N17  C15  C14  180.00   0.0  0
 FH9  CONST_02  O12   C11  N13  C14    0.00   0.0  0
 FH9  CONST_03  C18   N17  C15  O16    0.00   0.0  0
 FH9  CONST_04  C6    N10  C11  O12    0.00   0.0  0
 FH9  CONST_05  N10   C11  N13  C14  180.00   0.0  0
 FH9  CONST_06  C6    N10  C11  N13  180.00   0.0  0
 FH9  CONST_07  H17   N17  C15  C14    0.00   0.0  0
 FH9  CONST_08  H13   N13  C11  O12  180.00   0.0  0
 FH9  CONST_10  H8    O8   C7   C6   180.00   0.0  0
 FH9  Var_01    C28   C25  C24  C23   54.71  30.0  1
 FH9  Var_02    C29   C28  C25  C24  -55.17  30.0  1
 FH9  Var_03    C22   C23  C24  C25  -55.72  30.0  1
 FH9  Var_04    C22   C29  C28  C25   56.03  30.0  1
 FH9  Var_05    C19   C18  N17  C15  160.32  30.0  3
 FH9  Var_06    C20   C19  C18  N17  178.21  30.0  3
 FH9  Var_07    C26   C20  C19  C18   62.82  30.0  3
 FH9  Var_08    C3    C4   C5   C6   179.38  30.0  3
 FH9  Var_09    C2    C3   C4   C5   177.46  30.0  3
 FH9  Var_10    N1    C2   C3   C4   178.50  30.0  3
 FH9  Var_11    H261  C26  C20  C19   59.38  30.0  3
 FH9  Var_12    H271  C27  C20  C19   58.65  30.0  3
 FH9  Var_13    H11N  N1   C2   C3    65.91  30.0  3

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
 FH9  chir_01  C22  C23  C29  C21  negativ
 FH9  chir_02  C14  N13  C15  C21  negativ
 FH9  chir_03  C6   N10  C7   C5   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
 FH9  plan-1  C14  0.020
 FH9  plan-1  C15  0.020
 FH9  plan-1  O16  0.020
 FH9  plan-1  N17  0.020
 FH9  plan-1  C18  0.020
 FH9  plan-1  H17  0.020
 FH9  plan-2  C14  0.020
 FH9  plan-2  N13  0.020
 FH9  plan-2  C11  0.020
 FH9  plan-2  O12  0.020
 FH9  plan-2  N10  0.020
 FH9  plan-2  C6   0.020
 FH9  plan-2  H13  0.020
 FH9  plan-2  H10  0.020
 FH9  plan-3  C6   0.020
 FH9  plan-3  C7   0.020
 FH9  plan-3  O8   0.020
 FH9  plan-3  O9   0.020
 FH9  plan-3  H8   0.020

