# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 13 14:20:24 2020
#   Inital geometry file: a 131 line input string
#   Ligand name: N-{2-fluoro-5-[(5-oxo-6,7,8,9-tetrahydro-5H-benzo[7]annulen-2-yl)amino]phenyl}benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1ccc(Nc2ccc3C(=O)CCCCc3c2)cc1NC(=O)c4ccccc4
#
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
 048  048  N-{2-fluoro-5-[(5-oxo-6,7,8,9-tetrahydro-5H-benzo[7]annulen-2-yl)amino]phenyl}benzamide  ligand  50  29  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_048
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
 048  OAA   O  O     0  -0.404  -4.6809  -2.1432   1.9385
 048  OAB   O  O     0  -0.452   2.0823  -1.1340   0.9555
 048  CAD   C  CR16  0  -0.249   6.2146  -3.8728   0.3303
 048  CAE   C  CR16  0  -0.241   4.8742  -4.2369   0.3673
 048  CAF   C  CR16  0  -0.240   6.5669  -2.5303   0.3140
 048  CAG   C  CR16  0  -0.267   3.8897  -3.2620   0.3885
 048  CAH   C  CR16  0  -0.291   5.5824  -1.5527   0.3193
 048  CAI   C  CR16  0  -0.405   2.3064   3.7719   0.0200
 048  CAJ   C  CR16  0  -0.331   0.9404   3.6519  -0.1730
 048  CAK   C  CR16  0  -0.346  -1.5393   0.2821   0.5864
 048  CAL   C  CR16  0  -0.261  -2.4991  -0.6555   0.9145
 048  CAM   C  CR16  0  -0.436  -3.1875   1.3936  -0.7600
 048  CAN   C  CR16  0  -0.355   1.1910   1.2801  -0.4844
 048  CAO   C  CH2   0  -0.446  -6.6724  -1.6037  -0.8525
 048  CAP   C  CH2   0  -0.432  -6.2353  -0.4240  -1.7044
 048  CAQ   C  CH2   0  -0.557  -5.5260  -2.4213  -0.2597
 048  CAR   C  CH2   0  -0.535  -5.5588   0.6988  -0.9252
 048  NAT   N  NH1   0  -0.802  -0.9994   2.3222  -0.6573
 048  CAU   C  C     0   0.342  -4.6981  -1.7295   0.7951
 048  CAV   C  C     0   0.514   3.1364  -0.9046   0.3906
 048  CAW   C  CR6   0   0.477   3.0918   2.6397   0.0114
 048  CAX   C  CR6   0   0.399  -1.8722   1.3286  -0.2794
 048  CAY   C  CR6   0   0.361   0.3682   2.4030  -0.4188
 048  CAZ   C  CR6   0  -0.031   4.2362  -1.9126   0.3492
 048  CBA   C  CR6   0   0.168  -4.1513   0.4497  -0.4424
 048  CBB   C  CR6   0   0.194   2.5529   1.3832  -0.2334
 048  CBC   C  CR6   0  -0.093  -3.7936  -0.6193   0.3954
 048  HAD   H  HCR6  0   0.267   6.9831  -4.6343   0.3208
 048  HAE   H  HCR6  0   0.265   4.5967  -5.2825   0.3833
 048  HAF   H  HCR6  0   0.267   7.6095  -2.2419   0.3029
 048  HAG   H  HCR6  0   0.264   2.8473  -3.5498   0.4251
 048  HAH   H  HCR6  0   0.260   5.8835  -0.5122   0.3346
 048  HAI   H  HCR6  0   0.287   2.7521   4.7393   0.2097
 048  HAJ   H  HCR6  0   0.278   0.3155   4.5350  -0.1327
 048  HAK   H  HCR6  0   0.280  -0.5523   0.1934   1.0176
 048  HAL   H  HCR6  0   0.261  -2.2215  -1.4588   1.5852
 048  HAM   H  HCR6  0   0.260  -3.4645   2.2267  -1.3973
 048  HAN   H  HCR6  0   0.297   0.7794   0.3189  -0.7526
 048  HAO   H  HCH2  0   0.230  -7.3306  -1.2555  -0.0510
 048  HAOA  H  HCH2  0   0.249  -7.2705  -2.2818  -1.4644
 048  HAP   H  HCH2  0   0.227  -5.5815  -0.7664  -2.5123
 048  HAPA  H  HCH2  0   0.243  -7.1214  -0.0042  -2.1864
 048  HAQ   H  HCH2  0   0.258  -5.9265  -3.3333   0.1857
 048  HAQA  H  HCH2  0   0.256  -4.8536  -2.7220  -1.0706
 048  HAR   H  HCH2  0   0.256  -5.5446   1.5942  -1.5488
 048  HARA  H  HCH2  0   0.246  -6.1830   0.9527  -0.0610
 048  HNAS  H  HNH1  0   0.417   4.2852   0.3656  -0.7189
 048  HNAT  H  HNH1  0   0.404  -1.4242   3.1549  -1.0337
 048  FAC   F  F     0  -0.308   4.4126   2.7425   0.2357
 048  NAS   N  NH1   0  -0.747   3.3979   0.2646  -0.2509

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
 048  OAA  CAU   double    1.216  0.020  1.216
 048  OAB  CAV   double    1.218  0.020  1.218
 048  FAC  CAW   single    1.344  0.020  1.344
 048  CAD  CAE   aromatic  1.389  0.020  1.389
 048  CAD  CAF   aromatic  1.388  0.020  1.388
 048  CAE  CAG   aromatic  1.386  0.020  1.386
 048  CAF  CAH   aromatic  1.387  0.020  1.387
 048  CAG  CAZ   aromatic  1.394  0.020  1.394
 048  CAH  CAZ   aromatic  1.394  0.020  1.394
 048  CAI  CAJ   aromatic  1.385  0.020  1.385
 048  CAI  CAW   aromatic  1.378  0.020  1.378
 048  CAJ  CAY   aromatic  1.396  0.020  1.396
 048  CAK  CAL   aromatic  1.381  0.020  1.381
 048  CAK  CAX   aromatic  1.398  0.020  1.398
 048  CAL  CBC   aromatic  1.395  0.020  1.395
 048  CAM  CAX   aromatic  1.402  0.020  1.402
 048  CAM  CBA   aromatic  1.386  0.020  1.386
 048  CAN  CAY   aromatic  1.394  0.020  1.394
 048  CAN  CBB   aromatic  1.389  0.020  1.389
 048  CAO  CAP   single    1.519  0.020  1.519
 048  CAO  CAQ   single    1.528  0.020  1.528
 048  CAP  CAR   single    1.525  0.020  1.525
 048  CAQ  CAU   single    1.509  0.020  1.509
 048  CAR  CBA   single    1.509  0.020  1.509
 048  NAS  CAV   single    1.359  0.020  1.359
 048  NAS  CBB   single    1.402  0.020  1.402
 048  NAT  CAX   single    1.375  0.020  1.375
 048  NAT  CAY   single    1.391  0.020  1.391
 048  CAU  CBC   single    1.487  0.020  1.487
 048  CAV  CAZ   single    1.492  0.020  1.492
 048  CAW  CBB   aromatic  1.389  0.020  1.389
 048  CBA  CBC   aromatic  1.405  0.020  1.405
 048  CAD  HAD   single    0.930  0.020  1.080
 048  CAE  HAE   single    0.930  0.020  1.080
 048  CAF  HAF   single    0.930  0.020  1.080
 048  CAG  HAG   single    0.930  0.020  1.080
 048  CAH  HAH   single    0.930  0.020  1.080
 048  CAI  HAI   single    0.930  0.020  1.080
 048  CAJ  HAJ   single    0.930  0.020  1.080
 048  CAK  HAK   single    0.930  0.020  1.080
 048  CAL  HAL   single    0.930  0.020  1.080
 048  CAM  HAM   single    0.930  0.020  1.080
 048  CAN  HAN   single    0.930  0.020  1.080
 048  CAO  HAO   single    0.970  0.020  1.090
 048  CAO  HAOA  single    0.970  0.020  1.090
 048  CAP  HAP   single    0.970  0.020  1.090
 048  CAP  HAPA  single    0.970  0.020  1.090
 048  CAQ  HAQ   single    0.970  0.020  1.090
 048  CAQ  HAQA  single    0.970  0.020  1.090
 048  CAR  HAR   single    0.970  0.020  1.090
 048  CAR  HARA  single    0.970  0.020  1.090
 048  NAS  HNAS  single    0.860  0.020  1.020
 048  NAT  HNAT  single    0.860  0.020  1.020

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
 048  HAD   CAD  CAF  120.03  3.000
 048  HAD   CAD  CAE  120.07  3.000
 048  CAF   CAD  CAE  119.91  3.000
 048  HAE   CAE  CAG  119.83  3.000
 048  HAE   CAE  CAD  120.07  3.000
 048  CAG   CAE  CAD  120.10  3.000
 048  HAF   CAF  CAH  119.74  3.000
 048  HAF   CAF  CAD  120.17  3.000
 048  CAH   CAF  CAD  120.09  3.000
 048  HAG   CAG  CAZ  119.86  3.000
 048  HAG   CAG  CAE  119.86  3.000
 048  CAZ   CAG  CAE  120.27  3.000
 048  HAH   CAH  CAZ  121.08  3.000
 048  HAH   CAH  CAF  118.66  3.000
 048  CAZ   CAH  CAF  120.23  3.000
 048  HAI   CAI  CAW  120.07  3.000
 048  HAI   CAI  CAJ  120.55  3.000
 048  CAW   CAI  CAJ  119.35  3.000
 048  HAJ   CAJ  CAY  120.00  3.000
 048  HAJ   CAJ  CAI  119.57  3.000
 048  CAY   CAJ  CAI  120.43  3.000
 048  HAK   CAK  CAX  121.72  3.000
 048  HAK   CAK  CAL  118.96  3.000
 048  CAX   CAK  CAL  119.32  3.000
 048  HAL   CAL  CBC  119.18  3.000
 048  HAL   CAL  CAK  118.21  3.000
 048  CBC   CAL  CAK  122.60  3.000
 048  HAM   CAM  CBA  118.69  3.000
 048  HAM   CAM  CAX  118.46  3.000
 048  CBA   CAM  CAX  122.85  3.000
 048  HAN   CAN  CBB  119.01  3.000
 048  HAN   CAN  CAY  120.27  3.000
 048  CBB   CAN  CAY  120.71  3.000
 048  HAOA  CAO  HAO  106.18  3.000
 048  HAOA  CAO  CAQ  107.23  3.000
 048  HAO   CAO  CAQ  109.72  3.000
 048  HAOA  CAO  CAP  109.00  3.000
 048  HAO   CAO  CAP  109.68  3.000
 048  CAQ   CAO  CAP  114.66  3.000
 048  HAPA  CAP  HAP  106.21  3.000
 048  HAPA  CAP  CAR  107.60  3.000
 048  HAP   CAP  CAR  110.03  3.000
 048  HAPA  CAP  CAO  108.20  3.000
 048  HAP   CAP  CAO  110.05  3.000
 048  CAR   CAP  CAO  114.38  3.000
 048  HAQA  CAQ  HAQ  107.34  3.000
 048  HAQA  CAQ  CAU  107.85  3.000
 048  HAQ   CAQ  CAU  107.41  3.000
 048  HAQA  CAQ  CAO  108.68  3.000
 048  HAQ   CAQ  CAO  109.28  3.000
 048  CAU   CAQ  CAO  115.95  3.000
 048  HARA  CAR  HAR  105.54  3.000
 048  HARA  CAR  CBA  108.50  3.000
 048  HAR   CAR  CBA  107.83  3.000
 048  HARA  CAR  CAP  108.72  3.000
 048  HAR   CAR  CAP  108.53  3.000
 048  CBA   CAR  CAP  117.12  3.000
 048  HNAT  NAT  CAY  115.51  3.000
 048  HNAT  NAT  CAX  115.60  3.000
 048  CAY   NAT  CAX  128.23  3.000
 048  CBC   CAU  CAQ  119.23  3.000
 048  CBC   CAU  OAA  119.88  3.000
 048  CAQ   CAU  OAA  120.60  3.000
 048  CAZ   CAV  NAS  115.22  3.000
 048  CAZ   CAV  OAB  121.57  3.000
 048  NAS   CAV  OAB  123.20  3.000
 048  CBB   CAW  CAI  121.55  3.000
 048  CBB   CAW  FAC  118.69  3.000
 048  CAI   CAW  FAC  119.76  3.000
 048  NAT   CAX  CAM  117.88  3.000
 048  NAT   CAX  CAK  124.03  3.000
 048  CAM   CAX  CAK  118.05  3.000
 048  NAT   CAY  CAN  121.72  3.000
 048  NAT   CAY  CAJ  119.04  3.000
 048  CAN   CAY  CAJ  119.17  3.000
 048  CAV   CAZ  CAH  122.55  3.000
 048  CAV   CAZ  CAG  118.03  3.000
 048  CAH   CAZ  CAG  119.39  3.000
 048  CBC   CBA  CAR  123.65  3.000
 048  CBC   CBA  CAM  118.55  3.000
 048  CAR   CBA  CAM  117.58  3.000
 048  CAW   CBB  NAS  119.35  3.000
 048  CAW   CBB  CAN  118.66  3.000
 048  NAS   CBB  CAN  121.98  3.000
 048  CBA   CBC  CAU  125.01  3.000
 048  CBA   CBC  CAL  118.55  3.000
 048  CAU   CBC  CAL  116.43  3.000
 048  HNAS  NAS  CBB  117.15  3.000
 048  HNAS  NAS  CAV  118.34  3.000
 048  CBB   NAS  CAV  124.37  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
 048  CONST_01  CAZ  CAG  CAE  CAD     0.00   0.0  0
 048  CONST_02  CAZ  CAH  CAF  CAD     0.00   0.0  0
 048  CONST_03  CAH  CAF  CAD  CAE     0.00   0.0  0
 048  CONST_04  CAH  CAZ  CAG  CAE     0.00   0.0  0
 048  CONST_05  CAG  CAE  CAD  CAF     0.00   0.0  0
 048  CONST_06  CAG  CAZ  CAH  CAF     0.00   0.0  0
 048  CONST_07  CAN  CAY  CAJ  CAI     0.00   0.0  0
 048  CONST_08  CAN  CBB  CAW  CAI     0.00   0.0  0
 048  CONST_09  CBB  CAW  CAI  CAJ     0.00   0.0  0
 048  CONST_10  CBB  CAN  CAY  CAJ     0.00   0.0  0
 048  CONST_11  CBA  CAM  CAX  CAK     0.00   0.0  0
 048  CONST_12  CAM  CAX  CAK  CAL     0.00   0.0  0
 048  CONST_13  CAY  CAJ  CAI  CAW     0.00   0.0  0
 048  CONST_14  CAY  CAN  CBB  CAW     0.00   0.0  0
 048  CONST_15  CBC  CAL  CAK  CAX     0.00   0.0  0
 048  CONST_16  CAJ  CAI  CAW  FAC   180.00   0.0  0
 048  CONST_17  CAN  CBB  CAW  FAC   180.00   0.0  0
 048  CONST_18  CAV  CAZ  CAG  CAE   180.00   0.0  0
 048  CONST_19  CAV  CAZ  CAH  CAF   180.00   0.0  0
 048  CONST_20  NAT  CAY  CAJ  CAI   180.00   0.0  0
 048  CONST_21  NAS  CBB  CAW  CAI   180.00   0.0  0
 048  CONST_22  NAT  CAX  CAK  CAL   180.00   0.0  0
 048  CONST_23  CAY  CAN  CBB  NAS   180.00   0.0  0
 048  CONST_24  CBA  CAM  CAX  NAT   180.00   0.0  0
 048  CONST_25  CBB  CAN  CAY  NAT   180.00   0.0  0
 048  CONST_26  HAG  CAG  CAE  CAD   180.00   0.0  0
 048  CONST_27  HAH  CAH  CAF  CAD   180.00   0.0  0
 048  CONST_28  HAF  CAF  CAD  CAE   180.00   0.0  0
 048  CONST_29  HAE  CAE  CAD  CAF   180.00   0.0  0
 048  CONST_30  HAD  CAD  CAE  CAG   180.00   0.0  0
 048  CONST_31  HAN  CAN  CAY  CAJ   180.00   0.0  0
 048  CONST_32  HAM  CAM  CAX  CAK   180.00   0.0  0
 048  CONST_33  HAK  CAK  CAX  CAM   180.00   0.0  0
 048  CONST_34  HAJ  CAJ  CAY  CAN   180.00   0.0  0
 048  CONST_35  HAL  CAL  CAK  CAX   180.00   0.0  0
 048  CONST_36  HAI  CAI  CAJ  CAY   180.00   0.0  0
 048  CONST_37  CBB  NAS  CAV  CAZ   180.00   0.0  0
 048  CONST_41  CBB  NAS  CAV  OAB     0.00   0.0  0
 048  Var_01    CAX  NAT  CAY  CAJ  -144.32  30.0  2
 048  Var_02    CAY  NAT  CAX  CAK     8.85  30.0  2
 048  Var_03    CAG  CAZ  CAV  OAB    29.17  30.0  2

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
 048  plan-1  CAD   0.020
 048  plan-1  CAE   0.020
 048  plan-1  CAF   0.020
 048  plan-1  CAG   0.020
 048  plan-1  CAH   0.020
 048  plan-1  CAV   0.020
 048  plan-1  CAZ   0.020
 048  plan-1  HAD   0.020
 048  plan-1  HAE   0.020
 048  plan-1  HAF   0.020
 048  plan-1  HAG   0.020
 048  plan-1  HAH   0.020
 048  plan-2  CAI   0.020
 048  plan-2  CAJ   0.020
 048  plan-2  CAN   0.020
 048  plan-2  NAT   0.020
 048  plan-2  CAW   0.020
 048  plan-2  CAY   0.020
 048  plan-2  CBB   0.020
 048  plan-2  HAI   0.020
 048  plan-2  HAJ   0.020
 048  plan-2  HAN   0.020
 048  plan-2  FAC   0.020
 048  plan-2  NAS   0.020
 048  plan-3  CAK   0.020
 048  plan-3  CAL   0.020
 048  plan-3  CAM   0.020
 048  plan-3  CAR   0.020
 048  plan-3  NAT   0.020
 048  plan-3  CAU   0.020
 048  plan-3  CAX   0.020
 048  plan-3  CBA   0.020
 048  plan-3  CBC   0.020
 048  plan-3  HAK   0.020
 048  plan-3  HAL   0.020
 048  plan-3  HAM   0.020
 048  plan-4  OAB   0.020
 048  plan-4  CAV   0.020
 048  plan-4  CAZ   0.020
 048  plan-4  CBB   0.020
 048  plan-4  HNAS  0.020
 048  plan-4  NAS   0.020
 048  plan-5  OAA   0.020
 048  plan-5  CAQ   0.020
 048  plan-5  CAU   0.020
 048  plan-5  CBC   0.020

