# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 11:55:37 2020
#   Inital geometry file: a 143 line input string
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@@]12CC(=C3Nc4cc(OC)c(OC(C)=O)cc4[C@@]35CCN(C[C@@H]6O[C@H]16)[C@@H]25)C(=O)OC
#
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
 EX5  EX5  'None                     '  ligand  60  32  .  2022-07-24  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_EX5
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
 EX5  CAA  C  CR16  0  -0.411  -2.1113   0.6520  -0.0181
 EX5  CAB  C  CR6   0   0.290  -3.2775  -0.0212  -0.3431
 EX5  CAC  C  CR6   0   0.335  -3.3434  -1.4193  -0.3391
 EX5  CAD  C  CR16  0  -0.483  -2.2090  -2.1649  -0.0155
 EX5  CAE  C  CR56  0   0.389  -1.0508  -1.4703   0.2871
 EX5  CAF  C  CR56  0   0.098  -0.9845  -0.0817   0.2901
 EX5  CAH  C  CR5   0   0.475   1.1264  -0.9996   0.6471
 EX5  CAI  C  C     0  -0.295   0.3847   0.3103   0.7744
 EX5  CAJ  C  C     0  -0.235   2.4768  -1.0670   0.5373
 EX5  CAK  C  CH2   0  -0.496   3.2040   0.2329   0.2970
 EX5  CAL  C  CT    0  -0.145   2.3785   1.1536  -0.6216
 EX5  CAM  C  CR15  0   0.033   1.0828   1.5219   0.1088
 EX5  CAN  C  CH1   0   0.044   3.1782   2.4175  -0.8739
 EX5  CAO  C  CH1   0  -0.049   2.8724   3.6778  -0.1955
 EX5  CAP  C  CH2   0  -0.288   1.7559   3.7402   0.8201
 EX5  CAT  C  CH3   0  -0.439  -4.6641  -3.3593  -0.6638
 EX5  CAU  C  C     0   0.546  -5.3980   0.8330   0.1512
 EX5  CAV  C  CH3   0  -0.775  -6.5580   1.5412  -0.4737
 EX5  CAY  C  CH2   0  -0.275   0.3675   2.2377   2.2117
 EX5  CAZ  C  CH2   0  -0.402   0.2975   0.7237   2.2809
 EX5  CBA  C  CH2   0  -0.417   2.0353   0.4985  -1.9717
 EX5  CBB  C  CH3   0  -0.678   3.2149  -0.1198  -2.7109
 EX5  CBC  C  C     0   0.583   3.1257  -2.3633   0.4883
 EX5  CBF  C  CH3   0  -0.419   5.1750  -3.5051   0.2438
 EX5  NAG  N  NR15  0  -0.754   0.1958  -1.9930   0.6045
 EX5  NAQ  N  NR5   0  -0.446   1.3867   2.4088   1.2111
 EX5  OAR  O  O2    0  -0.463  -4.5296  -1.9506  -0.6693
 EX5  OAS  O  O2    0  -0.488  -4.3908   0.6935  -0.7355
 EX5  OAW  O  O     0  -0.423  -5.3303   0.4366   1.2808
 EX5  OAX  O  O2    0  -0.492   2.5018   3.4640  -1.5513
 EX5  OBD  O  O     0  -0.498   2.5511  -3.4369   0.5775
 EX5  OBE  O  O2    0  -0.468   4.4482  -2.2849   0.3397
 EX5  H1   H  HCR6  0   0.264  -2.1007   1.7354  -0.0269
 EX5  H2   H  HCR6  0   0.293  -2.2184  -3.2463  -0.0123
 EX5  H4   H  HCH2  0   0.250   3.4100   0.7669   1.2304
 EX5  H5   H  HCH2  0   0.257   4.1759   0.0400  -0.1574
 EX5  H6   H  HCR5  0   0.233   0.3783   1.9868  -0.6033
 EX5  H7   H  HCH1  0   0.252   4.2041   2.2557  -1.2067
 EX5  H8   H  HCH1  0   0.257   3.6702   4.4056  -0.0646
 EX5  H9   H  HCH2  0   0.245   2.1114   4.2812   1.7002
 EX5  H10  H  HCH2  0   0.210   0.9140   4.3227   0.4071
 EX5  H11  H  HCH3  0   0.233  -4.4708  -3.7809   0.3254
 EX5  H12  H  HCH3  0   0.266  -5.6931  -3.5707  -0.9416
 EX5  H13  H  HCH3  0   0.233  -3.9980  -3.8340  -1.3884
 EX5  H14  H  HCH3  0   0.278  -6.2557   2.5282  -0.8250
 EX5  H15  H  HCH3  0   0.276  -6.9166   0.9850  -1.3401
 EX5  H16  H  HCH3  0   0.266  -7.3671   1.6496   0.2421
 EX5  H17  H  HCH2  0   0.203  -0.6059   2.6722   1.9255
 EX5  H18  H  HCH2  0   0.247   0.6638   2.6915   3.1598
 EX5  H19  H  HCH2  0   0.252  -0.6041   0.3413   2.7572
 EX5  H20  H  HCH2  0   0.254   1.1623   0.3438   2.8271
 EX5  H21  H  HCH2  0   0.236   1.2725  -0.2704  -1.8249
 EX5  H22  H  HCH2  0   0.234   1.5608   1.2563  -2.6010
 EX5  H23  H  HCH3  0   0.236   2.9115  -0.4475  -3.7053
 EX5  H24  H  HCH3  0   0.226   4.0387   0.5845  -2.8370
 EX5  H25  H  HCH3  0   0.223   3.6056  -0.9920  -2.1867
 EX5  H26  H  HCH3  0   0.234   5.0658  -4.1137   1.1417
 EX5  H27  H  HCH3  0   0.234   4.8659  -4.0899  -0.6226
 EX5  H28  H  HCH3  0   0.248   6.2177  -3.2222   0.1293
 EX5  H3   H  HNR5  0   0.407   0.4567  -2.9557   0.4569

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
 EX5  CBF  OBE  single    1.423  0.020  1.423
 EX5  OBE  CBC  single    1.333  0.020  1.333
 EX5  CBC  OBD  double    1.221  0.020  1.221
 EX5  CBC  CAJ  single    1.450  0.020  1.450
 EX5  CAK  CAJ  single    1.509  0.020  1.509
 EX5  CAK  CAL  single    1.540  0.020  1.540
 EX5  CAJ  CAH  double    1.357  0.020  1.357
 EX5  CBB  CBA  single    1.523  0.020  1.523
 EX5  CAN  CAO  single    1.464  0.020  1.464
 EX5  CAN  CAL  single    1.517  0.020  1.517
 EX5  CAN  OAX  single    1.418  0.020  1.418
 EX5  CAO  CAP  single    1.511  0.020  1.511
 EX5  CAO  OAX  single    1.422  0.020  1.422
 EX5  CAL  CBA  single    1.539  0.020  1.539
 EX5  CAL  CAM  single    1.532  0.020  1.532
 EX5  CAH  NAG  single    1.362  0.020  1.362
 EX5  CAH  CAI  single    1.511  0.020  1.511
 EX5  NAQ  CAP  single    1.436  0.020  1.436
 EX5  NAQ  CAM  single    1.447  0.020  1.447
 EX5  NAQ  CAY  single    1.438  0.020  1.438
 EX5  CAM  CAI  single    1.549  0.020  1.549
 EX5  NAG  CAE  single    1.389  0.020  1.389
 EX5  CAZ  CAI  single    1.565  0.020  1.565
 EX5  CAZ  CAY  single    1.517  0.020  1.517
 EX5  CAI  CAF  single    1.504  0.020  1.504
 EX5  CAE  CAF  aromatic  1.390  0.020  1.390
 EX5  CAE  CAD  aromatic  1.384  0.020  1.384
 EX5  CAF  CAA  aromatic  1.379  0.020  1.379
 EX5  CAD  CAC  aromatic  1.396  0.020  1.396
 EX5  CAA  CAB  aromatic  1.385  0.020  1.385
 EX5  CAC  CAB  aromatic  1.400  0.020  1.400
 EX5  CAC  OAR  single    1.341  0.020  1.341
 EX5  CAB  OAS  single    1.380  0.020  1.380
 EX5  CAT  OAR  single    1.415  0.020  1.415
 EX5  OAS  CAU  single    1.349  0.020  1.349
 EX5  OAW  CAU  double    1.199  0.020  1.199
 EX5  CAU  CAV  single    1.496  0.020  1.496
 EX5  CAA  H1   single    0.930  0.020  1.080
 EX5  CAD  H2   single    0.930  0.020  1.080
 EX5  CAK  H4   single    0.970  0.020  1.090
 EX5  CAK  H5   single    0.970  0.020  1.090
 EX5  CAM  H6   single    0.970  0.020  1.090
 EX5  CAN  H7   single    0.970  0.020  1.090
 EX5  CAO  H8   single    0.970  0.020  1.090
 EX5  CAP  H9   single    0.970  0.020  1.090
 EX5  CAP  H10  single    0.970  0.020  1.090
 EX5  CAT  H11  single    0.970  0.020  1.090
 EX5  CAT  H12  single    0.970  0.020  1.090
 EX5  CAT  H13  single    0.970  0.020  1.090
 EX5  CAV  H14  single    0.970  0.020  1.090
 EX5  CAV  H15  single    0.970  0.020  1.090
 EX5  CAV  H16  single    0.970  0.020  1.090
 EX5  CAY  H17  single    0.970  0.020  1.090
 EX5  CAY  H18  single    0.970  0.020  1.090
 EX5  CAZ  H19  single    0.970  0.020  1.090
 EX5  CAZ  H20  single    0.970  0.020  1.090
 EX5  CBA  H21  single    0.970  0.020  1.090
 EX5  CBA  H22  single    0.970  0.020  1.090
 EX5  CBB  H23  single    0.970  0.020  1.090
 EX5  CBB  H24  single    0.970  0.020  1.090
 EX5  CBB  H25  single    0.970  0.020  1.090
 EX5  CBF  H26  single    0.970  0.020  1.090
 EX5  CBF  H27  single    0.970  0.020  1.090
 EX5  CBF  H28  single    0.970  0.020  1.090
 EX5  NAG  H3   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
 EX5  H1   CAA  CAF  121.71  3.000
 EX5  H1   CAA  CAB  119.49  3.000
 EX5  CAF  CAA  CAB  118.79  3.000
 EX5  OAS  CAB  CAC  118.69  3.000
 EX5  OAS  CAB  CAA  119.62  3.000
 EX5  CAC  CAB  CAA  121.63  3.000
 EX5  OAR  CAC  CAD  124.36  3.000
 EX5  OAR  CAC  CAB  115.90  3.000
 EX5  CAD  CAC  CAB  119.74  3.000
 EX5  H2   CAD  CAE  120.56  3.000
 EX5  H2   CAD  CAC  121.86  3.000
 EX5  CAE  CAD  CAC  117.57  3.000
 EX5  NAG  CAE  CAF  109.43  3.000
 EX5  CAF  CAE  CAD  122.80  3.000
 EX5  NAG  CAE  CAD  127.76  3.000
 EX5  CAI  CAF  CAE  107.73  3.000
 EX5  CAE  CAF  CAA  119.46  3.000
 EX5  CAI  CAF  CAA  132.59  3.000
 EX5  NAG  CAH  CAJ  129.90  3.000
 EX5  NAG  CAH  CAI  107.44  3.000
 EX5  CAJ  CAH  CAI  122.59  3.000
 EX5  CAZ  CAI  CAM  103.43  3.000
 EX5  CAZ  CAI  CAH  109.73  3.000
 EX5  CAM  CAI  CAH  114.88  3.000
 EX5  CAZ  CAI  CAF  109.15  3.000
 EX5  CAM  CAI  CAF  118.42  3.000
 EX5  CAH  CAI  CAF  101.17  3.000
 EX5  CBC  CAJ  CAK  123.30  3.000
 EX5  CAK  CAJ  CAH  116.73  3.000
 EX5  CBC  CAJ  CAH  119.51  3.000
 EX5  H5   CAK  H4   105.90  3.000
 EX5  H5   CAK  CAL  109.57  3.000
 EX5  H4   CAK  CAL  108.52  3.000
 EX5  H5   CAK  CAJ  110.10  3.000
 EX5  H4   CAK  CAJ  112.03  3.000
 EX5  CAL  CAK  CAJ  110.59  3.000
 EX5  CBA  CAL  CAN  109.04  3.000
 EX5  CBA  CAL  CAM  109.38  3.000
 EX5  CAN  CAL  CAM  108.95  3.000
 EX5  CAM  CAL  CAK  108.21  3.000
 EX5  CBA  CAL  CAK  112.84  3.000
 EX5  CAN  CAL  CAK  108.34  3.000
 EX5  H6   CAM  NAQ  111.54  3.000
 EX5  H6   CAM  CAL  109.47  3.000
 EX5  NAQ  CAM  CAL  109.44  3.000
 EX5  H6   CAM  CAI  108.59  3.000
 EX5  NAQ  CAM  CAI  104.29  3.000
 EX5  CAL  CAM  CAI  113.45  3.000
 EX5  H7   CAN  OAX  114.35  3.000
 EX5  H7   CAN  CAO  117.76  3.000
 EX5  OAX  CAN  CAO   59.10  3.000
 EX5  H7   CAN  CAL  115.03  3.000
 EX5  OAX  CAN  CAL  116.28  3.000
 EX5  CAO  CAN  CAL  122.03  3.000
 EX5  H8   CAO  OAX  113.99  3.000
 EX5  H8   CAO  CAP  115.69  3.000
 EX5  OAX  CAO  CAP  117.04  3.000
 EX5  H8   CAO  CAN  118.60  3.000
 EX5  OAX  CAO  CAN   58.87  3.000
 EX5  CAP  CAO  CAN  120.11  3.000
 EX5  H10  CAP  H9   106.75  3.000
 EX5  H10  CAP  NAQ  113.27  3.000
 EX5  H9   CAP  NAQ  108.87  3.000
 EX5  H10  CAP  CAO  109.51  3.000
 EX5  H9   CAP  CAO  108.76  3.000
 EX5  NAQ  CAP  CAO  109.56  3.000
 EX5  H13  CAT  H12  108.85  3.000
 EX5  H13  CAT  H11  108.97  3.000
 EX5  H12  CAT  H11  108.91  3.000
 EX5  H13  CAT  OAR  111.83  3.000
 EX5  H12  CAT  OAR  106.42  3.000
 EX5  H11  CAT  OAR  111.76  3.000
 EX5  OAW  CAU  OAS  122.87  3.000
 EX5  OAW  CAU  CAV  126.44  3.000
 EX5  OAS  CAU  CAV  110.69  3.000
 EX5  H16  CAV  H15  109.25  3.000
 EX5  H16  CAV  H14  109.19  3.000
 EX5  H15  CAV  H14  107.28  3.000
 EX5  H16  CAV  CAU  110.47  3.000
 EX5  H15  CAV  CAU  110.22  3.000
 EX5  H14  CAV  CAU  110.38  3.000
 EX5  H18  CAY  H17  107.51  3.000
 EX5  H18  CAY  NAQ  111.24  3.000
 EX5  H17  CAY  NAQ  113.43  3.000
 EX5  H18  CAY  CAZ  112.80  3.000
 EX5  H17  CAY  CAZ  111.34  3.000
 EX5  NAQ  CAY  CAZ  100.55  3.000
 EX5  H20  CAZ  H19  108.36  3.000
 EX5  H20  CAZ  CAY  109.49  3.000
 EX5  H19  CAZ  CAY  114.12  3.000
 EX5  H20  CAZ  CAI  110.23  3.000
 EX5  H19  CAZ  CAI  111.99  3.000
 EX5  CAY  CAZ  CAI  102.54  3.000
 EX5  H22  CBA  H21  105.18  3.000
 EX5  H22  CBA  CBB  109.76  3.000
 EX5  H21  CBA  CBB  108.67  3.000
 EX5  H22  CBA  CAL  107.86  3.000
 EX5  H21  CBA  CAL  109.70  3.000
 EX5  CBB  CBA  CAL  115.20  3.000
 EX5  H25  CBB  H24  107.55  3.000
 EX5  H25  CBB  H23  107.33  3.000
 EX5  H24  CBB  H23  107.39  3.000
 EX5  H25  CBB  CBA  111.65  3.000
 EX5  H24  CBB  CBA  112.25  3.000
 EX5  H23  CBB  CBA  110.44  3.000
 EX5  OBE  CBC  OBD  121.78  3.000
 EX5  OBD  CBC  CAJ  124.95  3.000
 EX5  OBE  CBC  CAJ  113.27  3.000
 EX5  H28  CBF  H27  109.15  3.000
 EX5  H28  CBF  H26  109.17  3.000
 EX5  H27  CBF  H26  109.07  3.000
 EX5  H28  CBF  OBE  105.90  3.000
 EX5  H27  CBF  OBE  111.63  3.000
 EX5  H26  CBF  OBE  111.83  3.000
 EX5  H3   NAG  CAH  121.61  3.000
 EX5  H3   NAG  CAE  123.94  3.000
 EX5  CAH  NAG  CAE  110.25  3.000
 EX5  CAY  NAQ  CAP  118.81  3.000
 EX5  CAY  NAQ  CAM  107.95  3.000
 EX5  CAP  NAQ  CAM  114.51  3.000
 EX5  CAT  OAR  CAC  118.52  3.000
 EX5  CAU  OAS  CAB  117.97  3.000
 EX5  CAO  OAX  CAN   62.04  3.000
 EX5  CBF  OBE  CBC  117.62  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
 EX5  CONST_01  CAD  CAE  CAF  CAA     0.00   0.0  0
 EX5  CONST_02  CAD  CAC  CAB  CAA     0.00   0.0  0
 EX5  CONST_03  CAE  CAF  CAA  CAB     0.00   0.0  0
 EX5  CONST_04  CAE  CAD  CAC  CAB     0.00   0.0  0
 EX5  CONST_05  CAF  CAE  CAD  CAC     0.00   0.0  0
 EX5  CONST_06  CAF  CAA  CAB  CAC     0.00   0.0  0
 EX5  CONST_07  OAR  CAC  CAB  CAA   180.00   0.0  0
 EX5  CONST_08  OAS  CAB  CAC  CAD   180.00   0.0  0
 EX5  CONST_09  OAR  CAC  CAD  CAE   180.00   0.0  0
 EX5  CONST_10  OAS  CAB  CAA  CAF   180.00   0.0  0
 EX5  CONST_11  H2   CAD  CAC  CAB   180.00   0.0  0
 EX5  CONST_12  H1   CAA  CAB  CAC   180.00   0.0  0
 EX5  Var_01    CAH  NAG  CAE  CAD   171.13  30.0  1
 EX5  Var_02    CAJ  CAH  NAG  CAE  -159.01  30.0  1
 EX5  Var_03    CAL  CAK  CAJ  CAH   -36.37  30.0  1
 EX5  Var_04    CAK  CAJ  CAH  CAI   -10.72  30.0  1
 EX5  Var_05    NAQ  CAY  CAZ  CAI   -41.60  30.0  1
 EX5  Var_06    CAP  CAO  CAN  CAL     1.74  30.0  1
 EX5  Var_07    CAO  CAP  NAQ  CAM   -52.57  30.0  1
 EX5  Var_08    CAZ  CAY  NAQ  CAM    46.56  30.0  1
 EX5  Var_09    NAQ  CAP  CAO  CAN    15.25  30.0  1
 EX5  Var_10    H7   CAN  OAX  CAO  -108.96  30.0  1
 EX5  Var_11    OBE  CBC  CAJ  CAH   178.10  30.0  2
 EX5  Var_12    OAW  CAU  OAS  CAB     4.72  30.0  3
 EX5  Var_13    H11  CAT  OAR  CAC    60.36  30.0  3
 EX5  Var_14    H23  CBB  CBA  CAL  -172.90  30.0  3
 EX5  Var_15    H26  CBF  OBE  CBC   -61.18  30.0  3
 EX5  Var_16    H14  CAV  CAU  OAS   -59.27  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
 EX5  chir_01  CAI  CAM  CAZ  CAF  negativ
 EX5  chir_02  CAL  CAM  CAN  CAK  negativ
 EX5  chir_03  CAM  NAQ  CAL  CAI  negativ
 EX5  chir_04  CAN  CAO  CAL  OAX  both
 EX5  chir_05  CAO  OAX  CAN  CAP  both

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
 EX5  plan-1  CAE  0.020
 EX5  plan-1  CAH  0.020
 EX5  plan-1  NAG  0.020
 EX5  plan-1  H3   0.020
 EX5  plan-2  CAA  0.020
 EX5  plan-2  CAB  0.020
 EX5  plan-2  CAC  0.020
 EX5  plan-2  CAD  0.020
 EX5  plan-2  CAE  0.020
 EX5  plan-2  CAF  0.020
 EX5  plan-2  CAI  0.020
 EX5  plan-2  NAG  0.020
 EX5  plan-2  OAR  0.020
 EX5  plan-2  OAS  0.020
 EX5  plan-2  H1   0.020
 EX5  plan-2  H2   0.020
 EX5  plan-3  CAJ  0.020
 EX5  plan-3  CBC  0.020
 EX5  plan-3  OBD  0.020
 EX5  plan-3  OBE  0.020
 EX5  plan-4  CAU  0.020
 EX5  plan-4  CAV  0.020
 EX5  plan-4  OAS  0.020
 EX5  plan-4  OAW  0.020

