# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 21:19:33 2020
#   Inital geometry file: a 125 line input string
#   Ligand name: 3-({[(3S)-3,4-dihydroxybutyl]oxy}amino)-1H,2'H-2,3'-biindol-2'-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC[C@@H](O)CCONc1c([nH]c2ccccc12)C3=C4C=CC=CC4=NC3=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
 DRK  DRK  3-({[(3S)-3,4-dihydroxybutyl]oxy}amino)-1H,2'H-2,3'-biindol-2'-one  ligand  46  27  .  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_DRK
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
 DRK  OAA   O  O     0  -0.610  -0.3165   2.5626  -0.1167
 DRK  CAS   C  CR5   0   0.384  -1.5698   2.1934   0.0338
 DRK  NAP   N  N     0  -0.507  -2.5098   3.0787  -0.0612
 DRK  CAW   C  CR56  0   0.205  -3.7042   2.4082   0.1371
 DRK  CAH   C  CR16  0  -0.322  -4.9720   2.9660   0.1108
 DRK  CAE   C  CR16  0  -0.276  -6.0686   2.1360   0.3176
 DRK  CAG   C  CR16  0  -0.258  -5.8951   0.7744   0.5411
 DRK  CAK   C  CR16  0  -0.413  -4.6222   0.2117   0.5678
 DRK  CAZ   C  CR56  0   0.164  -3.5135   1.0285   0.3729
 DRK  CAV   C  CR5   0  -0.198  -2.0693   0.8370   0.3207
 DRK  CAT   C  CR5   0   0.393  -1.3748  -0.3256   0.5285
 DRK  NAQ   N  NR15  0  -0.820  -1.9570  -1.5077   0.8517
 DRK  CAX   C  CR56  0   0.363  -1.0412  -2.5294   1.0108
 DRK  CAI   C  CR16  0  -0.318  -1.2799  -3.8480   1.3467
 DRK  CAD   C  CR16  0  -0.248  -0.1745  -4.6852   1.4468
 DRK  CAF   C  CR16  0  -0.261   1.1170  -4.2165   1.2190
 DRK  CAJ   C  CR16  0  -0.304   1.3418  -2.8877   0.8818
 DRK  CAY   C  CR56  0   0.043   0.2462  -2.0382   0.7782
 DRK  CAU   C  CR5   0   0.180   0.0820  -0.6270   0.4648
 DRK  NAO   N  NH1   0  -0.191   0.9399   0.2725   0.1701
 DRK  OAR   O  O2    0  -0.372   2.2020  -0.1549   0.1418
 DRK  CAM   C  CH2   0  -0.130   3.1125   0.9046  -0.1776
 DRK  CAN   C  CH2   0  -0.521   4.4953   0.2928  -0.2302
 DRK  CBA   C  CH1   0  -0.011   5.5756   1.3498  -0.4493
 DRK  OAC   O  OH1   0  -0.661   5.3387   2.1269  -1.6030
 DRK  CAL   C  CH2   0  -0.154   6.9458   0.6926  -0.4680
 DRK  OAB   O  OH1   0  -0.669   7.9363   1.6889  -0.5331
 DRK  HAH   H  HCR6  0   0.249  -5.1008   4.0258  -0.0690
 DRK  HAE   H  HCR6  0   0.252  -7.0674   2.5531   0.2997
 DRK  HAG   H  HCR6  0   0.254  -6.7569   0.1385   0.6942
 DRK  HAK   H  HCR6  0   0.236  -4.5561  -0.8557   0.7294
 DRK  HAI   H  HCR6  0   0.280  -2.2817  -4.2146   1.5253
 DRK  HAD   H  HCR6  0   0.273  -0.3256  -5.7245   1.7068
 DRK  HAF   H  HCR6  0   0.267   1.9553  -4.8937   1.3057
 DRK  HAJ   H  HCR6  0   0.272   2.3481  -2.5396   0.7082
 DRK  HNAO  H  HNH1  0   0.492   0.2989   1.7919  -0.0456
 DRK  HAM   H  HCH2  0   0.240   2.8316   1.3461  -1.1359
 DRK  HAMA  H  HCH2  0   0.237   3.0543   1.6770   0.5953
 DRK  HAN   H  HCH2  0   0.250   4.6986  -0.2215   0.7127
 DRK  HANA  H  HCH2  0   0.246   4.5409  -0.4603  -1.0240
 DRK  HBA   H  HCH1  0   0.234   5.5441   2.0561   0.3874
 DRK  HOAC  H  HOH1  0   0.444   5.3767   1.5499  -2.3741
 DRK  HAL   H  HCH2  0   0.200   7.0467   0.0756   0.4346
 DRK  HALA  H  HCH2  0   0.194   7.0010   0.0061  -1.3264
 DRK  HOAB  H  HOH1  0   0.456   8.7940   1.2556  -0.5562
 DRK  HNAQ  H  HNR5  0   0.440  -2.9400  -1.6315   1.0163

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
 DRK  OAA  CAS   double    1.315  0.020  1.315
 DRK  CAS  NAP   single    1.295  0.020  1.295
 DRK  NAP  CAW   double    1.384  0.020  1.384
 DRK  CAW  CAH   single    1.385  0.020  1.385
 DRK  CAH  CAE   double    1.391  0.020  1.391
 DRK  CAH  HAH   single    0.930  0.020  1.080
 DRK  CAE  HAE   single    0.930  0.020  1.080
 DRK  CAG  CAE   single    1.391  0.020  1.391
 DRK  CAG  HAG   single    0.930  0.020  1.080
 DRK  CAK  CAG   double    1.392  0.020  1.392
 DRK  CAK  HAK   single    0.930  0.020  1.080
 DRK  CAZ  CAW   single    1.413  0.020  1.413
 DRK  CAZ  CAK   single    1.391  0.020  1.391
 DRK  CAV  CAS   single    1.474  0.020  1.474
 DRK  CAV  CAZ   double    1.458  0.020  1.458
 DRK  CAT  CAV   single    1.370  0.020  1.370
 DRK  NAQ  CAT   aromatic  1.357  0.020  1.357
 DRK  NAQ  HNAQ  single    0.860  0.020  1.020
 DRK  CAX  NAQ   aromatic  1.381  0.020  1.381
 DRK  CAX  CAY   aromatic  1.397  0.020  1.397
 DRK  CAI  CAX   aromatic  1.382  0.020  1.382
 DRK  CAI  HAI   single    0.930  0.020  1.080
 DRK  CAD  CAI   aromatic  1.390  0.020  1.390
 DRK  CAD  CAF   aromatic  1.393  0.020  1.393
 DRK  CAD  HAD   single    0.930  0.020  1.080
 DRK  CAF  CAJ   aromatic  1.389  0.020  1.389
 DRK  CAF  HAF   single    0.930  0.020  1.080
 DRK  CAJ  CAY   aromatic  1.390  0.020  1.390
 DRK  CAJ  HAJ   single    0.930  0.020  1.080
 DRK  CAY  CAU   aromatic  1.455  0.020  1.455
 DRK  CAU  CAT   aromatic  1.489  0.020  1.489
 DRK  CAU  NAO   single    1.277  0.020  1.277
 DRK  NAO  HNAO  single    0.860  0.020  1.020
 DRK  OAR  NAO   single    1.333  0.020  1.333
 DRK  OAR  CAM   single    1.433  0.020  1.433
 DRK  CAM  CAN   single    1.513  0.020  1.513
 DRK  CAM  HAM   single    0.970  0.020  1.090
 DRK  CAM  HAMA  single    0.970  0.020  1.090
 DRK  CAN  HAN   single    0.970  0.020  1.090
 DRK  CAN  HANA  single    0.970  0.020  1.090
 DRK  CBA  CAN   single    1.527  0.020  1.527
 DRK  CBA  OAC   single    1.411  0.020  1.411
 DRK  CBA  HBA   single    0.970  0.020  1.090
 DRK  OAC  HOAC  single    0.850  0.020  0.980
 DRK  CAL  CBA   single    1.520  0.020  1.520
 DRK  CAL  HAL   single    0.970  0.020  1.090
 DRK  CAL  HALA  single    0.970  0.020  1.090
 DRK  OAB  CAL   single    1.406  0.020  1.406
 DRK  OAB  HOAB  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
 DRK  CAV   CAS  NAP  113.43  3.000
 DRK  CAV   CAS  OAA  127.13  3.000
 DRK  NAP   CAS  OAA  119.44  3.000
 DRK  CAW   NAP  CAS  106.54  3.000
 DRK  CAZ   CAW  CAH  121.33  3.000
 DRK  CAZ   CAW  NAP  112.37  3.000
 DRK  CAH   CAW  NAP  126.30  3.000
 DRK  HAH   CAH  CAE  121.00  3.000
 DRK  HAH   CAH  CAW  120.41  3.000
 DRK  CAE   CAH  CAW  118.59  3.000
 DRK  HAE   CAE  CAG  119.67  3.000
 DRK  CAG   CAE  CAH  120.65  3.000
 DRK  HAE   CAE  CAH  119.68  3.000
 DRK  HAG   CAG  CAK  119.22  3.000
 DRK  CAK   CAG  CAE  120.86  3.000
 DRK  HAG   CAG  CAE  119.92  3.000
 DRK  HAK   CAK  CAZ  123.49  3.000
 DRK  CAZ   CAK  CAG  119.27  3.000
 DRK  HAK   CAK  CAG  117.24  3.000
 DRK  CAV   CAZ  CAK  135.86  3.000
 DRK  CAV   CAZ  CAW  104.84  3.000
 DRK  CAK   CAZ  CAW  119.30  3.000
 DRK  CAT   CAV  CAZ  127.46  3.000
 DRK  CAT   CAV  CAS  129.70  3.000
 DRK  CAZ   CAV  CAS  102.82  3.000
 DRK  CAU   CAT  NAQ  104.70  3.000
 DRK  CAU   CAT  CAV  131.39  3.000
 DRK  NAQ   CAT  CAV  123.92  3.000
 DRK  HNAQ  NAQ  CAX  122.61  3.000
 DRK  CAX   NAQ  CAT  112.79  3.000
 DRK  HNAQ  NAQ  CAT  124.50  3.000
 DRK  CAY   CAX  CAI  122.35  3.000
 DRK  CAI   CAX  NAQ  128.28  3.000
 DRK  CAY   CAX  NAQ  109.37  3.000
 DRK  HAI   CAI  CAD  121.37  3.000
 DRK  CAD   CAI  CAX  117.06  3.000
 DRK  HAI   CAI  CAX  121.58  3.000
 DRK  HAD   CAD  CAF  119.48  3.000
 DRK  HAD   CAD  CAI  118.99  3.000
 DRK  CAF   CAD  CAI  121.53  3.000
 DRK  HAF   CAF  CAJ  119.54  3.000
 DRK  HAF   CAF  CAD  119.68  3.000
 DRK  CAJ   CAF  CAD  120.77  3.000
 DRK  HAJ   CAJ  CAY  121.73  3.000
 DRK  HAJ   CAJ  CAF  119.91  3.000
 DRK  CAY   CAJ  CAF  118.36  3.000
 DRK  CAU   CAY  CAJ  134.24  3.000
 DRK  CAU   CAY  CAX  105.83  3.000
 DRK  CAJ   CAY  CAX  119.92  3.000
 DRK  NAO   CAU  CAY  131.06  3.000
 DRK  NAO   CAU  CAT  121.63  3.000
 DRK  CAY   CAU  CAT  107.31  3.000
 DRK  HNAO  NAO  OAR  130.94  3.000
 DRK  OAR   NAO  CAU  114.52  3.000
 DRK  HNAO  NAO  CAU  114.48  3.000
 DRK  CAM   OAR  NAO  111.67  3.000
 DRK  HAMA  CAM  HAM  108.71  3.000
 DRK  HAMA  CAM  CAN  111.01  3.000
 DRK  HAM   CAM  CAN  111.60  3.000
 DRK  HAMA  CAM  OAR  109.31  3.000
 DRK  HAM   CAM  OAR  109.34  3.000
 DRK  CAN   CAM  OAR  106.83  3.000
 DRK  HANA  CAN  HAN  107.10  3.000
 DRK  HANA  CAN  CBA  110.03  3.000
 DRK  HAN   CAN  CBA  108.53  3.000
 DRK  CBA   CAN  CAM  111.82  3.000
 DRK  HANA  CAN  CAM  109.95  3.000
 DRK  HAN   CAN  CAM  109.28  3.000
 DRK  HBA   CBA  CAL  108.31  3.000
 DRK  CAL   CBA  OAC  112.30  3.000
 DRK  HBA   CBA  OAC  105.34  3.000
 DRK  CAL   CBA  CAN  109.89  3.000
 DRK  HBA   CBA  CAN  108.44  3.000
 DRK  OAC   CBA  CAN  112.32  3.000
 DRK  HOAC  OAC  CBA  108.53  3.000
 DRK  HALA  CAL  HAL  106.62  3.000
 DRK  HALA  CAL  OAB  111.74  3.000
 DRK  HAL   CAL  OAB  111.80  3.000
 DRK  OAB   CAL  CBA  109.22  3.000
 DRK  HALA  CAL  CBA  108.94  3.000
 DRK  HAL   CAL  CBA  108.41  3.000
 DRK  HOAB  OAB  CAL  108.07  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
 DRK  CONST_01  CAY   CAX  NAQ  CAT     0.00   0.0  0
 DRK  CONST_02  CAI   CAX  NAQ  CAT   180.00   0.0  0
 DRK  CONST_03  CAX   CAY  CAU  CAT     0.00   0.0  0
 DRK  CONST_04  CAJ   CAY  CAU  CAT   180.00   0.0  0
 DRK  CONST_05  CAY   CAU  CAT  NAQ     0.00   0.0  0
 DRK  CONST_06  CAJ   CAY  CAX  NAQ   180.00   0.0  0
 DRK  CONST_07  CAU   CAY  CAX  NAQ     0.00   0.0  0
 DRK  CONST_08  CAD   CAI  CAX  NAQ   180.00   0.0  0
 DRK  CONST_09  CAU   CAT  NAQ  CAX     0.00   0.0  0
 DRK  CONST_10  CAF   CAJ  CAY  CAX     0.00   0.0  0
 DRK  CONST_11  CAF   CAD  CAI  CAX     0.00   0.0  0
 DRK  CONST_12  CAJ   CAY  CAX  CAI     0.00   0.0  0
 DRK  CONST_13  CAU   CAY  CAX  CAI   180.00   0.0  0
 DRK  CONST_14  CAJ   CAF  CAD  CAI     0.00   0.0  0
 DRK  CONST_15  CAY   CAX  CAI  CAD     0.00   0.0  0
 DRK  CONST_16  CAY   CAJ  CAF  CAD     0.00   0.0  0
 DRK  CONST_17  CAU   CAY  CAJ  CAF   180.00   0.0  0
 DRK  CONST_18  CAX   NAQ  CAT  CAV   180.00   0.0  0
 DRK  CONST_19  CAY   CAU  CAT  CAV   180.00   0.0  0
 DRK  CONST_20  NAO   CAU  CAT  CAV     0.00   0.0  0
 DRK  CONST_21  NAO   CAU  CAT  NAQ   180.00   0.0  0
 DRK  CONST_22  NAO   CAU  CAY  CAX   180.00   0.0  0
 DRK  CONST_23  NAO   CAU  CAY  CAJ     0.00   0.0  0
 DRK  CONST_24  HNAQ  NAQ  CAT  CAV     0.00   0.0  0
 DRK  CONST_25  HAI   CAI  CAX  NAQ     0.00   0.0  0
 DRK  CONST_26  HAJ   CAJ  CAY  CAX   180.00   0.0  0
 DRK  CONST_27  HAD   CAD  CAI  CAX   180.00   0.0  0
 DRK  CONST_28  HAF   CAF  CAD  CAI   180.00   0.0  0
 DRK  CONST_29  OAR   NAO  CAU  CAT   180.00   0.0  0
 DRK  CONST_30  OAR   NAO  CAU  CAY     0.00   0.0  0
 DRK  CONST_31  HNAO  NAO  CAU  CAT     0.00   0.0  0
 DRK  CONST_32  CAM   OAR  NAO  CAU   180.00   0.0  0
 DRK  Var_01    NAQ   CAT  CAV  CAS   176.60  30.0  2
 DRK  Var_02    CAN   CAM  OAR  NAO  -177.97  30.0  3
 DRK  Var_03    CBA   CAN  CAM  OAR  -175.24  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
 DRK  chir_01  CBA  CAN  OAC  CAL  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
 DRK  plan-1  OAA   0.020
 DRK  plan-1  CAS   0.020
 DRK  plan-1  NAP   0.020
 DRK  plan-1  CAW   0.020
 DRK  plan-1  CAH   0.020
 DRK  plan-1  CAE   0.020
 DRK  plan-1  CAG   0.020
 DRK  plan-1  CAK   0.020
 DRK  plan-1  CAZ   0.020
 DRK  plan-1  CAV   0.020
 DRK  plan-1  CAT   0.020
 DRK  plan-1  HAH   0.020
 DRK  plan-1  HAE   0.020
 DRK  plan-1  HAG   0.020
 DRK  plan-1  HAK   0.020
 DRK  plan-2  CAV   0.020
 DRK  plan-2  CAT   0.020
 DRK  plan-2  NAQ   0.020
 DRK  plan-2  CAX   0.020
 DRK  plan-2  CAI   0.020
 DRK  plan-2  CAD   0.020
 DRK  plan-2  CAF   0.020
 DRK  plan-2  CAJ   0.020
 DRK  plan-2  CAY   0.020
 DRK  plan-2  CAU   0.020
 DRK  plan-2  NAO   0.020
 DRK  plan-2  HAI   0.020
 DRK  plan-2  HAD   0.020
 DRK  plan-2  HAF   0.020
 DRK  plan-2  HAJ   0.020
 DRK  plan-2  HNAQ  0.020
 DRK  plan-3  CAU   0.020
 DRK  plan-3  NAO   0.020
 DRK  plan-3  OAR   0.020
 DRK  plan-3  HNAO  0.020

