# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 11 12:18:13 2022
#   Inital geometry file: a 121 line input string
#   Ligand name: 6-azanyl-11-methyl-2-oxidanylidene-~{N}-(pyridin-3-ylmethyl)-1,7,9-triazatricyclo[8.4.0.0^{3,8}]tetradeca-3(8),4,6,9,11,13-hexaene-5-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1=CC=CN2C(=O)c3cc(c(N)nc3N=C12)C(=O)NCc4cccnc4
#
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
 FXR  FXR  6-azanyl-11-methyl-2-oxidanylidene-~{N}-(pyridin-3-ylmethyl)-1,7,9-triazatricyclo[8.4.0.0^{3,8}]tetradeca-3(8),4,6,9,11,13-hexaene-5-carboxamide  ligand  43  27  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FXR
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
 FXR  CAA  C  CR16  0  -0.383   7.9919  22.2034  -62.1982
 FXR  CAB  C  CR16  0  -0.150   6.9403  23.1423  -62.3355
 FXR  CAC  C  CR6   0  -0.058   6.5772  23.9444  -61.3001
 FXR  CAD  C  CR66  0   0.552   7.2737  23.8367  -60.0479
 FXR  CAF  C  CR16  0   0.045   8.6363  22.1022  -61.0201
 FXR  CAH  C  CR66  0   0.375   7.5671  24.5247  -57.8847
 FXR  CAI  C  CR66  0  -0.252   8.6024  23.5909  -57.6851
 FXR  CAJ  C  CR6   0   0.584   9.0174  22.7217  -58.7402
 FXR  CAL  C  CH3   0  -0.709   5.4719  24.9435  -61.4070
 FXR  CAN  C  CR6   0   0.472   7.7725  25.3313  -55.7383
 FXR  CAO  C  CR6   0  -0.186   8.8050  24.3765  -55.4194
 FXR  CAP  C  CR16  0  -0.197   9.2060  23.5365  -56.4227
 FXR  CAQ  C  C     0   0.567   9.4404  24.3424  -54.0757
 FXR  CAT  C  CH2   0  -0.370  10.5929  22.9905  -52.4095
 FXR  CAU  C  CR6   0   0.022  11.9679  23.6074  -52.4261
 FXR  CAV  C  CR16  0  -0.190  12.3669  24.5365  -51.4768
 FXR  CAW  C  CR16  0  -0.317  13.6536  25.0517  -51.5297
 FXR  CAX  C  CR16  0  -0.074  14.4966  24.6196  -52.5406
 FXR  CAZ  C  CR16  0  -0.083  12.8983  23.2458  -53.3964
 FXR  NAE  N  N     0  -0.638   8.2886  22.8997  -59.9551
 FXR  NAG  N  N     0  -0.479   6.9220  24.6207  -59.0627
 FXR  NAM  N  N     0  -0.481   7.1821  25.3653  -56.9250
 FXR  NAR  N  NH1   0  -0.640   9.8884  23.1453  -53.6620
 FXR  NAY  N  N     0  -0.399  14.1297  23.7327  -53.4602
 FXR  NBA  N  NH2   0  -0.821   7.3372  26.2058  -54.8275
 FXR  OAK  O  O     0  -0.444   9.8960  21.8853  -58.6814
 FXR  OAS  O  O     0  -0.487   9.5532  25.3478  -53.3813
 FXR  H1   H  HCR6  0   0.285   8.2818  21.5672  -63.0209
 FXR  H2   H  HCR6  0   0.279   6.4182  23.2201  -63.2807
 FXR  H3   H  HCR6  0   0.319   9.4409  21.4078  -60.8423
 FXR  H4   H  HCH3  0   0.250   4.6841  24.7403  -60.6811
 FXR  H5   H  HCH3  0   0.250   5.8307  25.9542  -61.2109
 FXR  H6   H  HCH3  0   0.249   5.0337  24.9225  -62.4030
 FXR  H7   H  HCR6  0   0.277  10.0085  22.8267  -56.2625
 FXR  H8   H  HCH2  0   0.267  10.0096  23.4119  -51.5883
 FXR  H9   H  HCH2  0   0.282  10.6714  21.9194  -52.2235
 FXR  H10  H  HCR6  0   0.268  11.6784  24.8556  -50.7034
 FXR  H11  H  HCR6  0   0.269  13.9960  25.7791  -50.8064
 FXR  H12  H  HCR6  0   0.261  15.5081  25.0040  -52.6124
 FXR  H13  H  HCR6  0   0.257  12.6277  22.5245  -54.1624
 FXR  H15  H  HNH1  0   0.415   9.6701  22.3148  -54.1861
 FXR  H16  H  HNH2  0   0.397   6.6602  26.8950  -55.1083
 FXR  H17  H  HNH2  0   0.414   7.8539  26.3517  -53.9762

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
 FXR  CAB  CAA  single    1.417  0.020  1.417
 FXR  CAB  CAC  double    1.359  0.020  1.359
 FXR  CAA  CAF  double    1.347  0.020  1.347
 FXR  CAL  CAC  single    1.494  0.020  1.494
 FXR  CAC  CAD  single    1.437  0.020  1.437
 FXR  CAF  NAE  single    1.375  0.020  1.375
 FXR  CAD  NAE  single    1.384  0.020  1.384
 FXR  CAD  NAG  double    1.307  0.020  1.307
 FXR  NAE  CAJ  single    1.428  0.020  1.428
 FXR  NAG  CAH  single    1.347  0.020  1.347
 FXR  CAJ  OAK  double    1.214  0.020  1.214
 FXR  CAJ  CAI  single    1.429  0.020  1.429
 FXR  CAH  CAI  aromatic  1.408  0.020  1.408
 FXR  CAH  NAM  aromatic  1.333  0.020  1.333
 FXR  CAI  CAP  aromatic  1.400  0.020  1.400
 FXR  NAM  CAN  aromatic  1.326  0.020  1.326
 FXR  CAP  CAO  aromatic  1.369  0.020  1.369
 FXR  CAN  CAO  aromatic  1.442  0.020  1.442
 FXR  CAN  NBA  single    1.336  0.020  1.336
 FXR  CAO  CAQ  single    1.487  0.020  1.487
 FXR  CAQ  NAR  single    1.343  0.020  1.343
 FXR  CAQ  OAS  double    1.227  0.020  1.227
 FXR  NAR  CAT  single    1.445  0.020  1.445
 FXR  CAZ  NAY  aromatic  1.326  0.020  1.326
 FXR  CAZ  CAU  aromatic  1.392  0.020  1.392
 FXR  NAY  CAX  aromatic  1.329  0.020  1.329
 FXR  CAT  CAU  single    1.507  0.020  1.507
 FXR  CAU  CAV  aromatic  1.387  0.020  1.387
 FXR  CAX  CAW  aromatic  1.385  0.020  1.385
 FXR  CAV  CAW  aromatic  1.387  0.020  1.387
 FXR  CAA  H1   single    0.930  0.020  1.080
 FXR  CAB  H2   single    0.930  0.020  1.080
 FXR  CAF  H3   single    0.930  0.020  1.080
 FXR  CAL  H4   single    0.970  0.020  1.090
 FXR  CAL  H5   single    0.970  0.020  1.090
 FXR  CAL  H6   single    0.970  0.020  1.090
 FXR  CAP  H7   single    0.930  0.020  1.080
 FXR  CAT  H8   single    0.970  0.020  1.090
 FXR  CAT  H9   single    0.970  0.020  1.090
 FXR  CAV  H10  single    0.930  0.020  1.080
 FXR  CAW  H11  single    0.930  0.020  1.080
 FXR  CAX  H12  single    0.930  0.020  1.080
 FXR  CAZ  H13  single    0.930  0.020  1.080
 FXR  NAR  H15  single    0.860  0.020  1.020
 FXR  NBA  H16  single    0.860  0.020  1.020
 FXR  NBA  H17  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
 FXR  H1   CAA  CAF  119.60  3.000
 FXR  H1   CAA  CAB  121.06  3.000
 FXR  CAF  CAA  CAB  119.33  3.000
 FXR  H2   CAB  CAC  119.60  3.000
 FXR  H2   CAB  CAA  119.36  3.000
 FXR  CAC  CAB  CAA  121.04  3.000
 FXR  CAL  CAC  CAD  118.11  3.000
 FXR  CAD  CAC  CAB  119.36  3.000
 FXR  CAL  CAC  CAB  122.53  3.000
 FXR  NAG  CAD  NAE  123.54  3.000
 FXR  NAG  CAD  CAC  118.78  3.000
 FXR  NAE  CAD  CAC  117.68  3.000
 FXR  H3   CAF  NAE  115.77  3.000
 FXR  H3   CAF  CAA  123.37  3.000
 FXR  NAE  CAF  CAA  120.86  3.000
 FXR  NAM  CAH  NAG  116.53  3.000
 FXR  NAM  CAH  CAI  121.91  3.000
 FXR  NAG  CAH  CAI  121.56  3.000
 FXR  CAP  CAI  CAJ  121.13  3.000
 FXR  CAP  CAI  CAH  118.06  3.000
 FXR  CAJ  CAI  CAH  120.81  3.000
 FXR  OAK  CAJ  NAE  119.75  3.000
 FXR  OAK  CAJ  CAI  126.40  3.000
 FXR  NAE  CAJ  CAI  113.85  3.000
 FXR  H6   CAL  H5   108.36  3.000
 FXR  H6   CAL  H4   108.34  3.000
 FXR  H5   CAL  H4   106.90  3.000
 FXR  H6   CAL  CAC  110.52  3.000
 FXR  H5   CAL  CAC  111.33  3.000
 FXR  H4   CAL  CAC  111.25  3.000
 FXR  NBA  CAN  NAM  116.64  3.000
 FXR  NBA  CAN  CAO  121.07  3.000
 FXR  NAM  CAN  CAO  122.26  3.000
 FXR  CAQ  CAO  CAP  121.55  3.000
 FXR  CAQ  CAO  CAN  121.40  3.000
 FXR  CAP  CAO  CAN  117.01  3.000
 FXR  H7   CAP  CAO  120.72  3.000
 FXR  H7   CAP  CAI  118.56  3.000
 FXR  CAO  CAP  CAI  120.71  3.000
 FXR  OAS  CAQ  NAR  121.68  3.000
 FXR  OAS  CAQ  CAO  122.14  3.000
 FXR  NAR  CAQ  CAO  116.18  3.000
 FXR  H9   CAT  H8   106.82  3.000
 FXR  H9   CAT  NAR  106.75  3.000
 FXR  H8   CAT  NAR  110.49  3.000
 FXR  H9   CAT  CAU  109.78  3.000
 FXR  H8   CAT  CAU  109.74  3.000
 FXR  NAR  CAT  CAU  113.03  3.000
 FXR  CAZ  CAU  CAV  117.31  3.000
 FXR  CAV  CAU  CAT  121.95  3.000
 FXR  CAZ  CAU  CAT  120.74  3.000
 FXR  H10  CAV  CAW  120.49  3.000
 FXR  H10  CAV  CAU  120.19  3.000
 FXR  CAW  CAV  CAU  119.32  3.000
 FXR  H11  CAW  CAX  120.34  3.000
 FXR  H11  CAW  CAV  121.20  3.000
 FXR  CAX  CAW  CAV  118.46  3.000
 FXR  H12  CAX  NAY  116.62  3.000
 FXR  H12  CAX  CAW  120.36  3.000
 FXR  NAY  CAX  CAW  123.02  3.000
 FXR  H13  CAZ  NAY  116.19  3.000
 FXR  H13  CAZ  CAU  119.83  3.000
 FXR  NAY  CAZ  CAU  123.99  3.000
 FXR  CAJ  NAE  CAF  117.23  3.000
 FXR  CAJ  NAE  CAD  121.04  3.000
 FXR  CAF  NAE  CAD  121.73  3.000
 FXR  CAH  NAG  CAD  119.19  3.000
 FXR  CAN  NAM  CAH  119.98  3.000
 FXR  H15  NAR  CAT  117.95  3.000
 FXR  H15  NAR  CAQ  120.19  3.000
 FXR  CAT  NAR  CAQ  121.66  3.000
 FXR  CAZ  NAY  CAX  117.91  3.000
 FXR  H17  NBA  H16  118.82  3.000
 FXR  H17  NBA  CAN  120.30  3.000
 FXR  H16  NBA  CAN  118.53  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
 FXR  CONST_01  CAO  CAP  CAI  CAH    0.00   0.0  0
 FXR  CONST_02  CAO  CAN  NAM  CAH    0.00   0.0  0
 FXR  CONST_03  CAN  NAM  CAH  CAI    0.00   0.0  0
 FXR  CONST_04  CAN  CAO  CAP  CAI    0.00   0.0  0
 FXR  CONST_05  NAM  CAH  CAI  CAP    0.00   0.0  0
 FXR  CONST_06  NAM  CAN  CAO  CAP    0.00   0.0  0
 FXR  CONST_07  CAX  NAY  CAZ  CAU    0.00   0.0  0
 FXR  CONST_08  CAX  CAW  CAV  CAU    0.00   0.0  0
 FXR  CONST_09  NAY  CAZ  CAU  CAV    0.00   0.0  0
 FXR  CONST_10  NAY  CAX  CAW  CAV    0.00   0.0  0
 FXR  CONST_11  CAZ  NAY  CAX  CAW    0.00   0.0  0
 FXR  CONST_12  CAZ  CAU  CAV  CAW    0.00   0.0  0
 FXR  CONST_13  CAF  NAE  CAD  CAC    0.00   0.0  0
 FXR  CONST_14  CAJ  NAE  CAD  CAC  180.00   0.0  0
 FXR  CONST_15  CAH  NAG  CAD  CAC  180.00   0.0  0
 FXR  CONST_16  CAI  CAJ  NAE  CAD    0.00   0.0  0
 FXR  CONST_17  NAG  CAD  NAE  CAF  180.00   0.0  0
 FXR  CONST_18  CAI  CAJ  NAE  CAF  180.00   0.0  0
 FXR  CONST_19  NAE  CAD  NAG  CAH    0.00   0.0  0
 FXR  CONST_20  NAG  CAD  NAE  CAJ    0.00   0.0  0
 FXR  CONST_21  NBA  CAN  NAM  CAH  180.00   0.0  0
 FXR  CONST_22  CAQ  CAO  CAP  CAI  180.00   0.0  0
 FXR  CONST_23  NBA  CAN  CAO  CAP  180.00   0.0  0
 FXR  CONST_24  NAM  CAN  CAO  CAQ  180.00   0.0  0
 FXR  CONST_25  NAY  CAZ  CAU  CAT  180.00   0.0  0
 FXR  CONST_26  CAW  CAV  CAU  CAT  180.00   0.0  0
 FXR  CONST_27  OAK  CAJ  NAE  CAD  180.00   0.0  0
 FXR  CONST_28  OAK  CAJ  NAE  CAF    0.00   0.0  0
 FXR  CONST_29  H7   CAP  CAI  CAH  180.00   0.0  0
 FXR  CONST_30  H11  CAW  CAV  CAU  180.00   0.0  0
 FXR  CONST_31  H13  CAZ  CAU  CAV  180.00   0.0  0
 FXR  CONST_32  H12  CAX  CAW  CAV  180.00   0.0  0
 FXR  CONST_33  H10  CAV  CAW  CAX  180.00   0.0  0
 FXR  CONST_34  H16  NBA  CAN  CAO  180.00   0.0  0
 FXR  CONST_35  H17  NBA  CAN  CAO    0.00   0.0  0
 FXR  CONST_36  CAT  NAR  CAQ  CAO  180.00   0.0  0
 FXR  CONST_37  H15  NAR  CAQ  CAO    0.00   0.0  0
 FXR  CONST_38  OAS  CAQ  NAR  CAT    0.00   0.0  0
 FXR  Var_01    NAR  CAQ  CAO  CAN  150.55  30.0  2
 FXR  Var_02    NAR  CAT  CAU  CAV  125.60  30.0  3
 FXR  Var_03    H4   CAL  CAC  CAB  120.21  30.0  3
 FXR  Var_04    CAU  CAT  NAR  CAQ  -69.90  30.0  3

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
 FXR  plan-1  CAT  0.020
 FXR  plan-1  CAU  0.020
 FXR  plan-1  CAV  0.020
 FXR  plan-1  CAW  0.020
 FXR  plan-1  CAX  0.020
 FXR  plan-1  CAZ  0.020
 FXR  plan-1  NAY  0.020
 FXR  plan-1  H10  0.020
 FXR  plan-1  H11  0.020
 FXR  plan-1  H12  0.020
 FXR  plan-1  H13  0.020
 FXR  plan-2  CAA  0.020
 FXR  plan-2  CAB  0.020
 FXR  plan-2  CAC  0.020
 FXR  plan-2  CAD  0.020
 FXR  plan-2  CAF  0.020
 FXR  plan-2  CAH  0.020
 FXR  plan-2  CAI  0.020
 FXR  plan-2  CAJ  0.020
 FXR  plan-2  CAL  0.020
 FXR  plan-2  CAN  0.020
 FXR  plan-2  CAO  0.020
 FXR  plan-2  CAP  0.020
 FXR  plan-2  CAQ  0.020
 FXR  plan-2  NAE  0.020
 FXR  plan-2  NAG  0.020
 FXR  plan-2  NAM  0.020
 FXR  plan-2  NBA  0.020
 FXR  plan-2  OAK  0.020
 FXR  plan-2  H1   0.020
 FXR  plan-2  H2   0.020
 FXR  plan-2  H3   0.020
 FXR  plan-2  H7   0.020
 FXR  plan-3  CAO  0.020
 FXR  plan-3  CAQ  0.020
 FXR  plan-3  CAT  0.020
 FXR  plan-3  NAR  0.020
 FXR  plan-3  OAS  0.020
 FXR  plan-3  H15  0.020
 FXR  plan-4  CAN  0.020
 FXR  plan-4  NBA  0.020
 FXR  plan-4  H16  0.020
 FXR  plan-4  H17  0.020

