# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 03:06:51 2020
#   Inital geometry file: a 113 line input string
#   Ligand name: [(1S)-1-(5-chloro-1-benzothiophen-3-yl)-2-(naphthalen-2-ylamino)-2-oxoethyl]phosphonic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[P](O)(=O)[C@H](C(=O)Nc1ccc2ccccc2c1)c3csc4ccc(Cl)cc34
#
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
 DRX  DRX  '[(1S)-1-(5-chloro-1-benzothiophen-3-yl)-2-(naphthalen-2-ylamino)-2-oxoethyl]phosphonic acid'  ligand  43  28  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_DRX
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
 DRX  CAO   C   CR56  0   0.193   8.6578   -6.5702  -0.3547
 DRX  CAP   C   CR16  0  -0.308   8.4685   -7.6322  -1.2451
 DRX  CAQ   C   CR6   0  -0.032   9.0078   -8.8594  -0.9304
 DRX  CLR   CL  CL    0  -0.123   8.7805  -10.1871  -2.0221
 DRX  CBB   C   CR16  0  -0.231   9.7379   -9.0748   0.2430
 DRX  CBA   C   CR16  0  -0.275   9.9354   -8.0334   1.1255
 DRX  CAZ   C   CR56  0  -0.215   9.3964   -6.7871   0.8202
 DRX  SBC   S   S2    0   0.244   9.5204   -5.3395   1.7594
 DRX  CAY   C   CR15  0  -0.525   8.5978   -4.4617   0.5993
 DRX  CAN   C   CR5   0   0.227   8.1895   -5.2119  -0.4523
 DRX  CAM   C   CH1   0  -0.788   7.3854   -4.7025  -1.6146
 DRX  PAD   P   P     0   1.405   8.4619   -3.6898  -2.6841
 DRX  OAB   O   OH1   0  -0.740   7.4186   -3.2931  -3.8355
 DRX  OAE   O   O     0  -0.692   9.1988   -2.5664  -2.0643
 DRX  OAC   O   OH1   0  -0.738   9.3912   -4.8375  -3.3118
 DRX  CAL   C   C     0   0.590   6.1819   -3.8895  -1.1571
 DRX  OAX   O   O     0  -0.448   6.3165   -2.7761  -0.6883
 DRX  NAK   N   NH1   0  -0.742   5.0056   -4.5350  -1.3102
 DRX  CAW   C   CR6   0   0.392   3.7075   -4.1196  -0.9857
 DRX  CAV   C   CR16  0  -0.438   2.6862   -4.9969  -1.2684
 DRX  CAU   C   CR66  0   0.142   1.3448   -4.6769  -0.9803
 DRX  CAT   C   CR16  0  -0.315   0.2844   -5.5701  -1.2698
 DRX  CAS   C   CR16  0  -0.256  -1.0080   -5.2315  -0.9771
 DRX  CAF   C   CR16  0  -0.263  -1.3058   -3.9858  -0.3823
 DRX  CAG   C   CR16  0  -0.305  -0.3011   -3.1040  -0.0920
 DRX  CAH   C   CR66  0   0.102   1.0446   -3.4264  -0.3831
 DRX  CAI   C   CR16  0  -0.301   2.1124   -2.5459  -0.1035
 DRX  CAJ   C   CR16  0  -0.312   3.4098   -2.8681  -0.3912
 DRX  HAP   H   HCR6  0   0.277   7.9099   -7.5029  -2.1626
 DRX  HBB   H   HCR6  0   0.286  10.1462  -10.0526   0.4577
 DRX  HBA   H   HCR6  0   0.281  10.5004   -8.1914   2.0344
 DRX  HAY   H   HCR5  0   0.306   8.4017   -3.4143   0.7674
 DRX  HAM   H   HCH1  0   0.337   7.0597   -5.5527  -2.2201
 DRX  HOAB  H   HOH1  0   0.498   7.6499   -2.4896  -4.3213
 DRX  HOAC  H   HOH1  0   0.497  10.3173   -4.5795  -3.4114
 DRX  HNAK  H   HNH1  0   0.425   5.0531   -5.4573  -1.7157
 DRX  HAV   H   HCR6  0   0.270   2.9078   -5.9569  -1.7224
 DRX  HAT   H   HCR6  0   0.255   0.5116   -6.5253  -1.7276
 DRX  HAS   H   HCR6  0   0.259  -1.8119   -5.9203  -1.2022
 DRX  HAF   H   HCR6  0   0.259  -2.3335   -3.7315  -0.1590
 DRX  HAG   H   HCR6  0   0.256  -0.5269   -2.1468   0.3626
 DRX  HAI   H   HCR6  0   0.261   1.8951   -1.5875   0.3524
 DRX  HAJ   H   HCR6  0   0.285   4.1934   -2.1650  -0.1643

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
 DRX  CAO  CAN   aromatic  1.440  0.020  1.440
 DRX  CAO  CAZ   aromatic  1.405  0.020  1.405
 DRX  CAO  CAP   aromatic  1.399  0.020  1.399
 DRX  CAP  CAQ   aromatic  1.377  0.020  1.377
 DRX  CAP  HAP   single    0.930  0.020  1.080
 DRX  CAQ  CBB   aromatic  1.399  0.020  1.399
 DRX  CAQ  CLR   single    1.734  0.020  1.734
 DRX  CBB  CBA   aromatic  1.379  0.020  1.379
 DRX  CBB  HBB   single    0.930  0.020  1.080
 DRX  CBA  CAZ   aromatic  1.392  0.020  1.392
 DRX  CBA  HBA   single    0.930  0.020  1.080
 DRX  CAZ  SBC   aromatic  1.730  0.020  1.730
 DRX  SBC  CAY   aromatic  1.723  0.020  1.723
 DRX  CAY  CAN   aromatic  1.355  0.020  1.355
 DRX  CAY  HAY   single    0.930  0.020  1.080
 DRX  CAN  CAM   single    1.502  0.020  1.502
 DRX  CAM  CAL   single    1.523  0.020  1.523
 DRX  CAM  PAD   single    1.824  0.020  1.824
 DRX  CAM  HAM   single    0.970  0.020  1.090
 DRX  PAD  OAE   double    1.480  0.020  1.480
 DRX  PAD  OAB   single    1.604  0.020  1.604
 DRX  PAD  OAC   single    1.605  0.020  1.605
 DRX  OAB  HOAB  single    0.850  0.020  0.980
 DRX  OAC  HOAC  single    0.850  0.020  0.980
 DRX  CAL  OAX   double    1.216  0.020  1.216
 DRX  CAL  NAK   single    1.351  0.020  1.351
 DRX  NAK  CAW   single    1.401  0.020  1.401
 DRX  NAK  HNAK  single    0.860  0.020  1.020
 DRX  CAW  CAJ   aromatic  1.417  0.020  1.417
 DRX  CAW  CAV   aromatic  1.376  0.020  1.376
 DRX  CAV  CAU   aromatic  1.409  0.020  1.409
 DRX  CAV  HAV   single    0.930  0.020  1.080
 DRX  CAU  CAH   aromatic  1.418  0.020  1.418
 DRX  CAU  CAT   aromatic  1.416  0.020  1.416
 DRX  CAT  CAS   aromatic  1.368  0.020  1.368
 DRX  CAT  HAT   single    0.930  0.020  1.080
 DRX  CAS  CAF   aromatic  1.412  0.020  1.412
 DRX  CAS  HAS   single    0.930  0.020  1.080
 DRX  CAF  CAG   aromatic  1.368  0.020  1.368
 DRX  CAF  HAF   single    0.930  0.020  1.080
 DRX  CAG  CAH   aromatic  1.414  0.020  1.414
 DRX  CAG  HAG   single    0.930  0.020  1.080
 DRX  CAH  CAI   aromatic  1.412  0.020  1.412
 DRX  CAI  CAJ   aromatic  1.367  0.020  1.367
 DRX  CAI  HAI   single    0.930  0.020  1.080
 DRX  CAJ  HAJ   single    0.930  0.020  1.080

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
 DRX  CAN   CAO  CAZ  111.92  3.000
 DRX  CAZ   CAO  CAP  119.10  3.000
 DRX  CAN   CAO  CAP  128.97  3.000
 DRX  HAP   CAP  CAQ  120.17  3.000
 DRX  HAP   CAP  CAO  121.27  3.000
 DRX  CAQ   CAP  CAO  118.57  3.000
 DRX  CBB   CAQ  CLR  118.60  3.000
 DRX  CLR   CAQ  CAP  119.16  3.000
 DRX  CBB   CAQ  CAP  122.24  3.000
 DRX  HBB   CBB  CBA  120.12  3.000
 DRX  HBB   CBB  CAQ  120.20  3.000
 DRX  CBA   CBB  CAQ  119.68  3.000
 DRX  HBA   CBA  CAZ  121.15  3.000
 DRX  HBA   CBA  CBB  120.14  3.000
 DRX  CAZ   CBA  CBB  118.71  3.000
 DRX  SBC   CAZ  CBA  127.04  3.000
 DRX  SBC   CAZ  CAO  111.26  3.000
 DRX  CBA   CAZ  CAO  121.70  3.000
 DRX  CAY   SBC  CAZ   91.28  3.000
 DRX  HAY   CAY  CAN  127.14  3.000
 DRX  HAY   CAY  SBC  119.15  3.000
 DRX  CAN   CAY  SBC  113.70  3.000
 DRX  CAM   CAN  CAY  125.03  3.000
 DRX  CAM   CAN  CAO  123.12  3.000
 DRX  CAY   CAN  CAO  111.82  3.000
 DRX  HAM   CAM  CAL  110.24  3.000
 DRX  HAM   CAM  PAD  106.42  3.000
 DRX  CAL   CAM  PAD  110.25  3.000
 DRX  HAM   CAM  CAN  108.92  3.000
 DRX  PAD   CAM  CAN  109.02  3.000
 DRX  CAL   CAM  CAN  111.82  3.000
 DRX  OAC   PAD  OAE  114.74  3.000
 DRX  OAC   PAD  OAB  105.83  3.000
 DRX  OAE   PAD  OAB  115.91  3.000
 DRX  OAC   PAD  CAM  100.02  3.000
 DRX  OAB   PAD  CAM  100.04  3.000
 DRX  OAE   PAD  CAM  118.02  3.000
 DRX  HOAB  OAB  PAD  114.25  3.000
 DRX  HOAC  OAC  PAD  113.85  3.000
 DRX  NAK   CAL  OAX  125.31  3.000
 DRX  NAK   CAL  CAM  113.53  3.000
 DRX  OAX   CAL  CAM  121.16  3.000
 DRX  HNAK  NAK  CAW  114.07  3.000
 DRX  HNAK  NAK  CAL  116.20  3.000
 DRX  CAW   NAK  CAL  129.72  3.000
 DRX  CAJ   CAW  CAV  119.57  3.000
 DRX  CAV   CAW  NAK  116.82  3.000
 DRX  CAJ   CAW  NAK  123.62  3.000
 DRX  HAV   CAV  CAU  118.75  3.000
 DRX  HAV   CAV  CAW  119.92  3.000
 DRX  CAU   CAV  CAW  121.33  3.000
 DRX  CAH   CAU  CAT  118.93  3.000
 DRX  CAT   CAU  CAV  121.86  3.000
 DRX  CAH   CAU  CAV  119.21  3.000
 DRX  HAT   CAT  CAS  120.46  3.000
 DRX  HAT   CAT  CAU  119.04  3.000
 DRX  CAS   CAT  CAU  120.51  3.000
 DRX  HAS   CAS  CAF  119.50  3.000
 DRX  HAS   CAS  CAT  119.98  3.000
 DRX  CAF   CAS  CAT  120.52  3.000
 DRX  HAF   CAF  CAG  120.15  3.000
 DRX  HAF   CAF  CAS  119.64  3.000
 DRX  CAG   CAF  CAS  120.21  3.000
 DRX  HAG   CAG  CAH  119.08  3.000
 DRX  HAG   CAG  CAF  120.37  3.000
 DRX  CAH   CAG  CAF  120.55  3.000
 DRX  CAI   CAH  CAG  122.46  3.000
 DRX  CAI   CAH  CAU  118.25  3.000
 DRX  CAG   CAH  CAU  119.29  3.000
 DRX  HAI   CAI  CAJ  119.16  3.000
 DRX  HAI   CAI  CAH  118.91  3.000
 DRX  CAJ   CAI  CAH  121.93  3.000
 DRX  HAJ   CAJ  CAI  119.49  3.000
 DRX  HAJ   CAJ  CAW  120.80  3.000
 DRX  CAI   CAJ  CAW  119.71  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
 DRX  CONST_01  SBC   CAY  CAN  CAO    0.00  0.0  0
 DRX  CONST_02  CBB   CBA  CAZ  CAO    0.00  0.0  0
 DRX  CONST_03  CAY   SBC  CAZ  CAO    0.00  0.0  0
 DRX  CONST_04  CBB   CAQ  CAP  CAO    0.00  0.0  0
 DRX  CONST_05  CAY   CAN  CAO  CAP  180.00  0.0  0
 DRX  CONST_06  CBA   CAZ  CAO  CAP    0.00  0.0  0
 DRX  CONST_07  SBC   CAZ  CAO  CAP  180.00  0.0  0
 DRX  CONST_08  CBA   CBB  CAQ  CAP    0.00  0.0  0
 DRX  CONST_09  CAN   CAO  CAP  CAQ  180.00  0.0  0
 DRX  CONST_10  CAZ   CAO  CAP  CAQ    0.00  0.0  0
 DRX  CONST_11  CAZ   CBA  CBB  CAQ    0.00  0.0  0
 DRX  CONST_12  SBC   CAZ  CBA  CBB  180.00  0.0  0
 DRX  CONST_13  CAN   CAO  CAZ  CBA  180.00  0.0  0
 DRX  CONST_14  CAY   SBC  CAZ  CBA  180.00  0.0  0
 DRX  CONST_15  CAY   CAN  CAO  CAZ    0.00  0.0  0
 DRX  CONST_16  CAN   CAY  SBC  CAZ    0.00  0.0  0
 DRX  CONST_17  CAN   CAO  CAZ  SBC    0.00  0.0  0
 DRX  CONST_18  CAH   CAI  CAJ  CAW    0.00  0.0  0
 DRX  CONST_19  CAH   CAU  CAV  CAW    0.00  0.0  0
 DRX  CONST_20  CAT   CAU  CAV  CAW  180.00  0.0  0
 DRX  CONST_21  CAI   CAJ  CAW  CAV    0.00  0.0  0
 DRX  CONST_22  CAG   CAH  CAU  CAV  180.00  0.0  0
 DRX  CONST_23  CAI   CAH  CAU  CAV    0.00  0.0  0
 DRX  CONST_24  CAS   CAT  CAU  CAV  180.00  0.0  0
 DRX  CONST_25  CAJ   CAW  CAV  CAU    0.00  0.0  0
 DRX  CONST_26  CAF   CAG  CAH  CAU    0.00  0.0  0
 DRX  CONST_27  CAJ   CAI  CAH  CAU    0.00  0.0  0
 DRX  CONST_28  CAF   CAS  CAT  CAU    0.00  0.0  0
 DRX  CONST_29  CAG   CAH  CAU  CAT    0.00  0.0  0
 DRX  CONST_30  CAI   CAH  CAU  CAT  180.00  0.0  0
 DRX  CONST_31  CAG   CAF  CAS  CAT    0.00  0.0  0
 DRX  CONST_32  CAH   CAU  CAT  CAS    0.00  0.0  0
 DRX  CONST_33  CAH   CAG  CAF  CAS    0.00  0.0  0
 DRX  CONST_34  CAI   CAH  CAG  CAF  180.00  0.0  0
 DRX  CONST_35  CAJ   CAI  CAH  CAG  180.00  0.0  0
 DRX  CONST_36  CLR   CAQ  CAP  CAO  180.00  0.0  0
 DRX  CONST_37  CAM   CAN  CAO  CAP    0.00  0.0  0
 DRX  CONST_38  CBA   CBB  CAQ  CLR  180.00  0.0  0
 DRX  CONST_39  CAM   CAN  CAO  CAZ  180.00  0.0  0
 DRX  CONST_40  CAM   CAN  CAY  SBC  180.00  0.0  0
 DRX  CONST_41  CAI   CAJ  CAW  NAK  180.00  0.0  0
 DRX  CONST_42  CAU   CAV  CAW  NAK  180.00  0.0  0
 DRX  CONST_43  HAY   CAY  CAN  CAO  180.00  0.0  0
 DRX  CONST_44  HBA   CBA  CAZ  CAO  180.00  0.0  0
 DRX  CONST_45  HBB   CBB  CAQ  CAP  180.00  0.0  0
 DRX  CONST_46  HAP   CAP  CAQ  CBB  180.00  0.0  0
 DRX  CONST_47  HAI   CAI  CAJ  CAW  180.00  0.0  0
 DRX  CONST_48  HAJ   CAJ  CAW  CAV  180.00  0.0  0
 DRX  CONST_49  HAT   CAT  CAU  CAV    0.00  0.0  0
 DRX  CONST_50  HAG   CAG  CAH  CAU  180.00  0.0  0
 DRX  CONST_51  HAS   CAS  CAT  CAU  180.00  0.0  0
 DRX  CONST_52  HAV   CAV  CAU  CAT    0.00  0.0  0
 DRX  CONST_53  HAF   CAF  CAS  CAT  180.00  0.0  0
 DRX  CONST_54  CAJ   CAW  NAK  CAL    0.00  0.0  0
 DRX  CONST_55  CAV   CAW  NAK  CAL  180.00  0.0  0
 DRX  CONST_56  HNAK  NAK  CAW  CAV    0.00  0.0  0
 DRX  CONST_57  CAW   NAK  CAL  CAM  180.00  0.0  0
 DRX  CONST_58  CAW   NAK  CAL  OAX    0.00  0.0  0

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
 DRX  chir_01  CAM  CAN  CAL  PAD  negativ

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
 DRX  plan-1  CAO   0.020
 DRX  plan-1  CAP   0.020
 DRX  plan-1  CAQ   0.020
 DRX  plan-1  CLR   0.020
 DRX  plan-1  CBB   0.020
 DRX  plan-1  CBA   0.020
 DRX  plan-1  CAZ   0.020
 DRX  plan-1  SBC   0.020
 DRX  plan-1  CAY   0.020
 DRX  plan-1  CAN   0.020
 DRX  plan-1  CAM   0.020
 DRX  plan-1  HAP   0.020
 DRX  plan-1  HBB   0.020
 DRX  plan-1  HBA   0.020
 DRX  plan-1  HAY   0.020
 DRX  plan-2  NAK   0.020
 DRX  plan-2  CAW   0.020
 DRX  plan-2  CAV   0.020
 DRX  plan-2  CAU   0.020
 DRX  plan-2  CAT   0.020
 DRX  plan-2  CAS   0.020
 DRX  plan-2  CAF   0.020
 DRX  plan-2  CAG   0.020
 DRX  plan-2  CAH   0.020
 DRX  plan-2  CAI   0.020
 DRX  plan-2  CAJ   0.020
 DRX  plan-2  HAV   0.020
 DRX  plan-2  HAT   0.020
 DRX  plan-2  HAS   0.020
 DRX  plan-2  HAF   0.020
 DRX  plan-2  HAG   0.020
 DRX  plan-2  HAI   0.020
 DRX  plan-2  HAJ   0.020
 DRX  plan-3  CAM   0.020
 DRX  plan-3  CAL   0.020
 DRX  plan-3  OAX   0.020
 DRX  plan-3  NAK   0.020
 DRX  plan-3  CAW   0.020
 DRX  plan-3  HNAK  0.020

