# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 10:28:52 2020
#   Inital geometry file: a 129 line input string
#   Ligand name: methyl ({[(3aR,4R,7R,7aR)-2-(4-aminophenyl)-1,3-dioxooctahydro-4H-4,7-ethanoisoindol-4-yl]carbamoyl}oxy)acetate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)COC(=O)NC12CCC(CC1)[C@@H]3[C@H]2C(=O)N(C3=O)c4ccc(N)cc4
#
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
 O2W  O2W  'methyl ({[(3aR,4R,7R,7aR)-2-(4-aminophenyl)-1,3-dioxooctahydro-4H-4,7-ethanoisoindol-4-yl]carbamoyl}oxy)acetate'  ligand  52  29  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_O2W
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
 O2W  CAA   C  CH3   0  -0.421  -7.6188   2.8188   0.4937
 O2W  NAB   N  NH2   0  -0.858   6.0973   3.9550  -0.5651
 O2W  OAC   O  O     0  -0.433  -5.0886   2.2592   1.1947
 O2W  OAD   O  O     0  -0.507  -3.3138  -1.4314  -1.2616
 O2W  CAG   C  CH2   0  -0.463   1.0687  -2.4827  -1.7469
 O2W  CAH   C  CH2   0  -0.451  -0.1167  -1.5183  -1.5241
 O2W  CAI   C  CR16  0  -0.332   4.4390   2.3892  -1.3514
 O2W  CAJ   C  CR16  0  -0.333   4.9967   2.4750   0.9882
 O2W  CAK   C  CR16  0  -0.256   3.5576   1.3551  -1.0979
 O2W  CAL   C  CR16  0  -0.260   4.1121   1.4417   1.2341
 O2W  CAM   C  CH2   0  -0.439   0.0679  -4.0768  -0.1246
 O2W  CAN   C  CH2   0  -0.265  -4.9478   0.4841  -0.4326
 O2W  CAO   C  CH2   0  -0.437  -1.0848  -3.0973   0.1776
 O2W  NAP   N  NH1   0  -0.715  -1.7120  -0.7025   0.2015
 O2W  OAQ   O  O2    0  -0.453  -6.8396   1.7866  -0.1156
 O2W  OAR   O  O2    0  -0.481  -3.6443   0.3424   0.0824
 O2W  CAS   C  C     0   0.542  -5.6049   1.6140   0.3234
 O2W  CAT   C  C     0   0.769  -2.9098  -0.6729  -0.4054
 O2W  CAU   C  CR5   0   0.568   2.8679  -1.5240   0.4314
 O2W  CAV   C  CR5   0   0.575   1.1504  -0.0081   0.7180
 O2W  CAW   C  CR6   0   0.329   5.1806   2.9688  -0.3118
 O2W  CAX   C  CR6   0   0.283   3.3898   0.8750   0.1934
 O2W  CAY   C  CH1   0  -0.254   1.3308  -3.3007  -0.4839
 O2W  CAZ   C  CR15  0  -0.386   1.6473  -2.3685   0.6886
 O2W  CBA   C  CR15  0  -0.436   0.5058  -1.3647   0.8988
 O2W  NBB   N  NR5   0  -0.649   2.4885  -0.1926   0.4396
 O2W  CBC   C  CT    0   0.158  -0.6459  -1.6488  -0.0886
 O2W  HAA   H  HCH3  0   0.255  -8.5870   2.7887   0.0032
 O2W  HAAA  H  HCH3  0   0.243  -7.7473   2.6402   1.5607
 O2W  HAAB  H  HCH3  0   0.243  -7.1660   3.7981   0.3423
 O2W  HNAB  H  HNH2  0   0.385   5.9992   4.4541  -1.4338
 O2W  HNAA  H  HNH2  0   0.385   6.3435   4.5562   0.2041
 O2W  HAG   H  HCH2  0   0.256   0.8533  -3.1676  -2.5686
 O2W  HAGA  H  HCH2  0   0.242   1.9656  -1.9371  -2.0511
 O2W  HAH   H  HCH2  0   0.240   0.1753  -0.4817  -1.7130
 O2W  HAHA  H  HCH2  0   0.267  -0.9232  -1.7361  -2.2231
 O2W  HAJ   H  HCR6  0   0.265   5.5586   2.9043   1.8086
 O2W  HAK   H  HCR6  0   0.259   2.9949   0.9200  -1.9148
 O2W  HAL   H  HCR6  0   0.267   3.9844   1.0741   2.2445
 O2W  HAM   H  HCH2  0   0.247   0.2554  -4.7235   0.7347
 O2W  HAMA  H  HCH2  0   0.245  -0.1919  -4.7352  -0.9555
 O2W  HAN   H  HCH2  0   0.279  -4.9411   0.7203  -1.5009
 O2W  HANA  H  HCH2  0   0.279  -5.5408  -0.4256  -0.3020
 O2W  HAO   H  HCH2  0   0.261  -1.9546  -3.3349  -0.4316
 O2W  HAOA  H  HCH2  0   0.243  -1.3993  -3.1745   1.2210
 O2W  HNAP  H  HNH1  0   0.401  -1.5030   0.0551   0.8335
 O2W  HAY   H  HCH1  0   0.260   2.1646  -3.9875  -0.6411
 O2W  HAZ   H  HCR5  0   0.322   1.8268  -2.9621   1.5883
 O2W  HBA   H  HCR5  0   0.336   0.1147  -1.4128   1.9205
 O2W  OAE   O  O     0  -0.409   3.9935  -1.9028   0.2323
 O2W  OAF   O  O     0  -0.427   0.6222   1.0737   0.8049
 O2W  HAI   H  HCR6  0   0.261   4.5578   2.7548  -2.3641

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
 O2W  OAQ  CAA   single    1.430  0.020  1.430
 O2W  CAA  HAA   single    0.970  0.020  1.090
 O2W  CAA  HAAA  single    0.970  0.020  1.090
 O2W  CAA  HAAB  single    0.970  0.020  1.090
 O2W  CAW  NAB   single    1.370  0.020  1.370
 O2W  NAB  HNAB  single    0.890  0.020  1.040
 O2W  NAB  HNAA  single    0.890  0.020  1.040
 O2W  OAC  CAS   double    1.201  0.020  1.201
 O2W  OAD  CAT   double    1.213  0.020  1.213
 O2W  CAU  OAE   double    1.204  0.020  1.204
 O2W  CAV  OAF   double    1.207  0.020  1.207
 O2W  CAY  CAG   single    1.527  0.020  1.527
 O2W  CAH  CAG   single    1.544  0.020  1.544
 O2W  CAG  HAG   single    0.970  0.020  1.090
 O2W  CAG  HAGA  single    0.970  0.020  1.090
 O2W  CBC  CAH   single    1.536  0.020  1.536
 O2W  CAH  HAH   single    0.970  0.020  1.090
 O2W  CAH  HAHA  single    0.970  0.020  1.090
 O2W  CAK  CAI   aromatic  1.382  0.020  1.382
 O2W  CAI  CAW   aromatic  1.402  0.020  1.402
 O2W  CAI  HAI   single    0.930  0.020  1.080
 O2W  CAL  CAJ   aromatic  1.382  0.020  1.382
 O2W  CAJ  CAW   aromatic  1.403  0.020  1.403
 O2W  CAJ  HAJ   single    0.930  0.020  1.080
 O2W  CAX  CAK   aromatic  1.388  0.020  1.388
 O2W  CAK  HAK   single    0.930  0.020  1.080
 O2W  CAX  CAL   aromatic  1.388  0.020  1.388
 O2W  CAL  HAL   single    0.930  0.020  1.080
 O2W  CAO  CAM   single    1.543  0.020  1.543
 O2W  CAM  CAY   single    1.525  0.020  1.525
 O2W  CAM  HAM   single    0.970  0.020  1.090
 O2W  CAM  HAMA  single    0.970  0.020  1.090
 O2W  CAN  CAS   single    1.510  0.020  1.510
 O2W  CAN  OAR   single    1.409  0.020  1.409
 O2W  CAN  HAN   single    0.970  0.020  1.090
 O2W  CAN  HANA  single    0.970  0.020  1.090
 O2W  CAO  CBC   single    1.537  0.020  1.537
 O2W  CAO  HAO   single    0.970  0.020  1.090
 O2W  CAO  HAOA  single    0.970  0.020  1.090
 O2W  CAT  NAP   single    1.343  0.020  1.343
 O2W  NAP  CBC   single    1.455  0.020  1.455
 O2W  NAP  HNAP  single    0.860  0.020  1.020
 O2W  CAS  OAQ   single    1.322  0.020  1.322
 O2W  CAT  OAR   single    1.345  0.020  1.345
 O2W  CAZ  CAU   single    1.506  0.020  1.506
 O2W  CAU  NBB   single    1.384  0.020  1.384
 O2W  CBA  CAV   single    1.513  0.020  1.513
 O2W  CAV  NBB   single    1.379  0.020  1.379
 O2W  NBB  CAX   single    1.419  0.020  1.419
 O2W  CAZ  CAY   single    1.531  0.020  1.531
 O2W  CAY  HAY   single    0.970  0.020  1.090
 O2W  CBA  CAZ   single    1.535  0.020  1.535
 O2W  CAZ  HAZ   single    0.970  0.020  1.090
 O2W  CBC  CBA   single    1.543  0.020  1.543
 O2W  CBA  HBA   single    0.970  0.020  1.090

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
 O2W  HAAB  CAA  HAAA  109.42  3.000
 O2W  HAAB  CAA  HAA   109.44  3.000
 O2W  HAAA  CAA  HAA   109.44  3.000
 O2W  HAAB  CAA  OAQ   111.29  3.000
 O2W  HAAA  CAA  OAQ   111.30  3.000
 O2W  HAA   CAA  OAQ   105.87  3.000
 O2W  HNAA  NAB  HNAB  112.77  3.000
 O2W  HNAA  NAB  CAW   116.88  3.000
 O2W  HNAB  NAB  CAW   116.82  3.000
 O2W  HAGA  CAG  HAG   105.41  3.000
 O2W  HAGA  CAG  CAY   110.89  3.000
 O2W  HAG   CAG  CAY   108.69  3.000
 O2W  HAGA  CAG  CAH   111.00  3.000
 O2W  HAG   CAG  CAH   110.43  3.000
 O2W  CAY   CAG  CAH   110.30  3.000
 O2W  HAHA  CAH  HAH   106.05  3.000
 O2W  HAHA  CAH  CBC   109.13  3.000
 O2W  HAH   CAH  CBC   109.52  3.000
 O2W  HAHA  CAH  CAG   110.54  3.000
 O2W  HAH   CAH  CAG   111.23  3.000
 O2W  CBC   CAH  CAG   110.26  3.000
 O2W  HAI   CAI  CAW   119.71  3.000
 O2W  HAI   CAI  CAK   119.60  3.000
 O2W  CAW   CAI  CAK   120.69  3.000
 O2W  HAJ   CAJ  CAW   119.64  3.000
 O2W  HAJ   CAJ  CAL   119.57  3.000
 O2W  CAW   CAJ  CAL   120.79  3.000
 O2W  HAK   CAK  CAX   120.00  3.000
 O2W  HAK   CAK  CAI   119.57  3.000
 O2W  CAX   CAK  CAI   120.43  3.000
 O2W  HAL   CAL  CAX   119.99  3.000
 O2W  HAL   CAL  CAJ   119.69  3.000
 O2W  CAX   CAL  CAJ   120.32  3.000
 O2W  HAMA  CAM  HAM   106.42  3.000
 O2W  HAMA  CAM  CAY   108.95  3.000
 O2W  HAM   CAM  CAY   110.16  3.000
 O2W  HAMA  CAM  CAO   110.75  3.000
 O2W  HAM   CAM  CAO   110.50  3.000
 O2W  CAY   CAM  CAO   109.99  3.000
 O2W  HANA  CAN  HAN   107.42  3.000
 O2W  HANA  CAN  CAS   109.06  3.000
 O2W  HAN   CAN  CAS   109.27  3.000
 O2W  HANA  CAN  OAR   111.98  3.000
 O2W  HAN   CAN  OAR   111.90  3.000
 O2W  CAS   CAN  OAR   107.16  3.000
 O2W  HAOA  CAO  HAO   106.81  3.000
 O2W  HAOA  CAO  CBC   108.32  3.000
 O2W  HAO   CAO  CBC   109.70  3.000
 O2W  HAOA  CAO  CAM   110.94  3.000
 O2W  HAO   CAO  CAM   110.42  3.000
 O2W  CBC   CAO  CAM   110.55  3.000
 O2W  HNAP  NAP  CBC   117.50  3.000
 O2W  HNAP  NAP  CAT   116.83  3.000
 O2W  CBC   NAP  CAT   125.30  3.000
 O2W  CAS   OAQ  CAA   117.51  3.000
 O2W  CAT   OAR  CAN   116.67  3.000
 O2W  OAQ   CAS  CAN   109.75  3.000
 O2W  OAQ   CAS  OAC   124.92  3.000
 O2W  CAN   CAS  OAC   125.33  3.000
 O2W  OAR   CAT  NAP   109.87  3.000
 O2W  OAR   CAT  OAD   123.11  3.000
 O2W  NAP   CAT  OAD   127.01  3.000
 O2W  NBB   CAU  CAZ   108.42  3.000
 O2W  NBB   CAU  OAE   124.03  3.000
 O2W  CAZ   CAU  OAE   127.54  3.000
 O2W  NBB   CAV  CBA   108.51  3.000
 O2W  NBB   CAV  OAF   123.99  3.000
 O2W  CBA   CAV  OAF   127.49  3.000
 O2W  CAJ   CAW  CAI   118.18  3.000
 O2W  CAJ   CAW  NAB   120.83  3.000
 O2W  CAI   CAW  NAB   120.95  3.000
 O2W  NBB   CAX  CAL   120.51  3.000
 O2W  NBB   CAX  CAK   119.91  3.000
 O2W  CAL   CAX  CAK   119.58  3.000
 O2W  HAY   CAY  CAZ   109.60  3.000
 O2W  HAY   CAY  CAM   110.26  3.000
 O2W  CAZ   CAY  CAM   107.49  3.000
 O2W  HAY   CAY  CAG   110.42  3.000
 O2W  CAZ   CAY  CAG   110.04  3.000
 O2W  CAM   CAY  CAG   108.98  3.000
 O2W  HAZ   CAZ  CBA   111.39  3.000
 O2W  HAZ   CAZ  CAY   109.50  3.000
 O2W  CBA   CAZ  CAY   110.45  3.000
 O2W  HAZ   CAZ  CAU   108.18  3.000
 O2W  CBA   CAZ  CAU   105.04  3.000
 O2W  CAY   CAZ  CAU   112.21  3.000
 O2W  HBA   CBA  CBC   108.80  3.000
 O2W  HBA   CBA  CAZ   111.39  3.000
 O2W  CBC   CBA  CAZ   110.31  3.000
 O2W  HBA   CBA  CAV   107.64  3.000
 O2W  CBC   CBA  CAV   113.99  3.000
 O2W  CAZ   CBA  CAV   104.67  3.000
 O2W  CAX   NBB  CAV   123.42  3.000
 O2W  CAX   NBB  CAU   123.26  3.000
 O2W  CAV   NBB  CAU   113.32  3.000
 O2W  CBA   CBC  NAP   107.43  3.000
 O2W  CBA   CBC  CAO   106.01  3.000
 O2W  NAP   CBC  CAO   111.67  3.000
 O2W  CBA   CBC  CAH   108.98  3.000
 O2W  NAP   CBC  CAH   112.56  3.000
 O2W  CAO   CBC  CAH   109.91  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
 O2W  CONST_01  CAL  CAX  CAK  CAI     0.00   0.0  0
 O2W  CONST_02  CAL  CAJ  CAW  CAI     0.00   0.0  0
 O2W  CONST_03  CAK  CAX  CAL  CAJ     0.00   0.0  0
 O2W  CONST_04  CAK  CAI  CAW  CAJ     0.00   0.0  0
 O2W  CONST_05  CAX  CAK  CAI  CAW     0.00   0.0  0
 O2W  CONST_06  CAX  CAL  CAJ  CAW     0.00   0.0  0
 O2W  CONST_07  NBB  CAX  CAK  CAI   180.00   0.0  0
 O2W  CONST_08  NBB  CAX  CAL  CAJ   180.00   0.0  0
 O2W  CONST_09  CAZ  CAU  NBB  CAV     0.00   0.0  0
 O2W  CONST_10  CAZ  CAU  NBB  CAX   180.00   0.0  0
 O2W  CONST_11  CAK  CAI  CAW  NAB   180.00   0.0  0
 O2W  CONST_12  CAL  CAJ  CAW  NAB   180.00   0.0  0
 O2W  CONST_13  CAV  NBB  CAU  OAE   180.00   0.0  0
 O2W  CONST_14  CAX  NBB  CAU  OAE     0.00   0.0  0
 O2W  CONST_15  HAJ  CAJ  CAW  CAI   180.00   0.0  0
 O2W  CONST_16  HAI  CAI  CAW  CAJ   180.00   0.0  0
 O2W  CONST_17  HAL  CAL  CAX  CAK   180.00   0.0  0
 O2W  CONST_18  HAK  CAK  CAX  CAL   180.00   0.0  0
 O2W  Var_01    CAU  NBB  CAX  CAK    91.62  30.0  2
 O2W  Var_02    CBA  CAV  NBB  CAU    -1.29  30.0  1
 O2W  Var_03    CBC  CAH  CAG  CAY     1.53  30.0  1
 O2W  Var_04    CBC  CAO  CAM  CAY     4.74  30.0  3
 O2W  Var_05    CBC  NAP  CAT  OAD     1.71  30.0  2
 O2W  Var_06    OAC  CAS  OAQ  CAA    -0.04  30.0  2
 O2W  Var_07    OAR  CAN  CAS  OAC     0.23  30.0  1
 O2W  Var_08    NAP  CAT  OAR  CAN  -178.37  30.0  1
 O2W  Var_09    HAA  CAA  OAQ  CAS  -179.53  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
 O2W  chir_01  CAY  CAG  CAM  CAZ  positiv
 O2W  chir_02  CAZ  CAU  CAY  CBA  positiv
 O2W  chir_03  CBA  CBC  CAZ  CAV  negativ
 O2W  chir_04  CBC  CAH  CAO  CBA  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
 O2W  plan-1  NAB   0.020
 O2W  plan-1  CAI   0.020
 O2W  plan-1  CAJ   0.020
 O2W  plan-1  CAK   0.020
 O2W  plan-1  CAL   0.020
 O2W  plan-1  CAW   0.020
 O2W  plan-1  CAX   0.020
 O2W  plan-1  NBB   0.020
 O2W  plan-1  HAJ   0.020
 O2W  plan-1  HAK   0.020
 O2W  plan-1  HAL   0.020
 O2W  plan-1  HAI   0.020
 O2W  plan-2  NAB   0.020
 O2W  plan-2  CAW   0.020
 O2W  plan-2  HNAB  0.020
 O2W  plan-2  HNAA  0.020
 O2W  plan-3  CAV   0.020
 O2W  plan-3  CBA   0.020
 O2W  plan-3  NBB   0.020
 O2W  plan-3  OAF   0.020
 O2W  plan-4  CAU   0.020
 O2W  plan-4  CAV   0.020
 O2W  plan-4  CAX   0.020
 O2W  plan-4  CAZ   0.020
 O2W  plan-4  NBB   0.020
 O2W  plan-4  OAE   0.020
 O2W  plan-5  OAC   0.020
 O2W  plan-5  CAN   0.020
 O2W  plan-5  OAQ   0.020
 O2W  plan-5  CAS   0.020
 O2W  plan-6  OAD   0.020
 O2W  plan-6  NAP   0.020
 O2W  plan-6  OAR   0.020
 O2W  plan-6  CAT   0.020

