# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 22:25:56 2020
#   Inital geometry file: a 118 line input string
#   Ligand name: 2-[4-(2-chloro-6-methylpyridin-3-yl)phenyl]-6-fluoro-3-methylquinoline-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc(c(Cl)n1)c2ccc(cc2)c3nc4ccc(F)cc4c(C(O)=O)c3C
#
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
 F54  F54  '2-[4-(2-chloro-6-methylpyridin-3-yl)phenyl]-6-fluoro-3-methylquinoline-4-carboxylic acid'  ligand  44  29  .  2022-07-25  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_F54
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
 F54  C09   C   CR6    0   0.054  -2.8767  -0.2260  -0.0348
 F54  C10   C   CR16   0  -0.272  -2.1763   0.5424  -0.9637
 F54  C11   C   CR16   0  -0.278  -0.7925   0.5514  -0.9694
 F54  C12   C   CR16   0  -0.281  -2.1552  -0.9930   0.8767
 F54  C13   C   CR16   0  -0.270  -0.7687  -0.9919   0.8625
 F54  C14   C   CR6    0   0.035  -0.0690  -0.2197  -0.0607
 F54  C15   C   CR6    0   0.152   1.4134  -0.1498  -0.0553
 F54  C17   C   CR66   0   0.170   3.2382   1.2369  -0.0109
 F54  C18   C   CR16   0  -0.284   3.7436   2.5582   0.0158
 F54  C19   C   CR16   0  -0.420   5.0888   2.7918   0.0609
 F54  C20   C   CR6    0   0.553   5.9616   1.6928   0.0762
 F54  C22   C   CR16   0  -0.506   5.5297   0.4024   0.0446
 F54  C23   C   CR66   0   0.085   4.1382   0.1459   0.0047
 F54  C24   C   CR6    0   0.052   3.5908  -1.1619  -0.0259
 F54  C25   C   C      0   0.328   4.5168  -2.3687  -0.0148
 F54  C28   C   CR6    0  -0.013   2.2236  -1.3216  -0.0735
 F54  C29   C   CH3    0  -0.751   1.6211  -2.6948  -0.1766
 F54  F21   F   F      0  -0.317   7.2800   1.9456   0.1201
 F54  N16   N   N      0  -0.457   1.9019   1.0657  -0.0413
 F54  O26   O   O      0  -0.590   5.1285  -2.5906  -1.0736
 F54  O27   O   OC    -1  -0.577   4.5663  -2.9970   1.0539
 F54  C02   C   CR6    0   0.245  -7.1175  -0.3578  -0.0531
 F54  C03   C   CR16   0  -0.330  -6.4008  -1.5425  -0.1615
 F54  C04   C   CR16   0  -0.170  -5.0177  -1.4928  -0.1498
 F54  C06   C   CR6    0   0.080  -5.1812   0.8381   0.0886
 F54  C08   C   CR6    0   0.060  -4.3513  -0.2766  -0.0327
 F54  N05   N   N      0  -0.403  -6.4884   0.8110   0.0780
 F54  H101  H   HCR6   0   0.257  -2.7142   1.1280  -1.6977
 F54  H111  H   HCR6   0   0.254  -0.2655   1.1534  -1.6984
 F54  H121  H   HCR6   0   0.259  -2.6796  -1.5847   1.6169
 F54  H131  H   HCR6   0   0.259  -0.2341  -1.5810   1.5968
 F54  H181  H   HCR6   0   0.270   3.0397   3.3799   0.0030
 F54  H191  H   HCR6   0   0.283   5.4841   3.7989   0.0852
 F54  H221  H   HCR6   0   0.277   6.2484  -0.4060   0.0442
 F54  H291  H   HCH3   0   0.252   1.4832  -3.1514   0.8050
 F54  H293  H   HCH3   0   0.250   0.6499  -2.6727  -0.6666
 F54  H292  H   HCH3   0   0.253   2.2614  -3.3594  -0.7550
 F54  H013  H   HCH3   0   0.256  -8.9796   0.3991  -0.7882
 F54  H011  H   HCH3   0   0.248  -9.0298  -1.3013  -0.3090
 F54  H012  H   HCH3   0   0.259  -8.9965  -0.0310   0.9147
 F54  H031  H   HCR6   0   0.274  -6.9163  -2.4875  -0.2638
 F54  H041  H   HCR6   0   0.277  -4.4411  -2.4040  -0.2489
 F54  C01   C   CH3    0  -0.714  -8.6124  -0.3270  -0.0629
 F54  CL07  CL  CL     0  -0.110  -4.4766   2.4135   0.3162

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
 F54  O26  C25   deloc     1.243  0.020  1.243
 F54  O27  C25   deloc     1.241  0.020  1.241
 F54  C25  C24   single    1.521  0.020  1.521
 F54  C29  C28   single    1.503  0.020  1.503
 F54  C24  C28   aromatic  1.377  0.020  1.377
 F54  C24  C23   aromatic  1.418  0.020  1.418
 F54  C28  C15   aromatic  1.425  0.020  1.425
 F54  C04  C03   aromatic  1.384  0.020  1.384
 F54  C04  C08   aromatic  1.392  0.020  1.392
 F54  C03  C02   aromatic  1.389  0.020  1.389
 F54  C13  C12   aromatic  1.387  0.020  1.387
 F54  C13  C14   aromatic  1.392  0.020  1.392
 F54  C12  C09   aromatic  1.393  0.020  1.393
 F54  C22  C23   aromatic  1.415  0.020  1.415
 F54  C22  C20   aromatic  1.361  0.020  1.361
 F54  C23  C17   aromatic  1.414  0.020  1.414
 F54  C15  C14   single    1.484  0.020  1.484
 F54  C15  N16   aromatic  1.310  0.020  1.310
 F54  C14  C11   aromatic  1.394  0.020  1.394
 F54  C09  C08   single    1.475  0.020  1.475
 F54  C09  C10   aromatic  1.394  0.020  1.394
 F54  C08  C06   aromatic  1.395  0.020  1.395
 F54  C02  C01   single    1.495  0.020  1.495
 F54  C02  N05   aromatic  1.334  0.020  1.334
 F54  C11  C10   aromatic  1.384  0.020  1.384
 F54  C20  F21   single    1.343  0.020  1.343
 F54  C20  C19   aromatic  1.403  0.020  1.403
 F54  C17  N16   aromatic  1.348  0.020  1.348
 F54  C17  C18   aromatic  1.415  0.020  1.415
 F54  C06  N05   aromatic  1.308  0.020  1.308
 F54  C06  CL07  single    1.741  0.020  1.741
 F54  C19  C18   aromatic  1.366  0.020  1.366
 F54  C10  H101  single    0.930  0.020  1.080
 F54  C11  H111  single    0.930  0.020  1.080
 F54  C12  H121  single    0.930  0.020  1.080
 F54  C13  H131  single    0.930  0.020  1.080
 F54  C18  H181  single    0.930  0.020  1.080
 F54  C19  H191  single    0.930  0.020  1.080
 F54  C22  H221  single    0.930  0.020  1.080
 F54  C29  H291  single    0.970  0.020  1.090
 F54  C29  H293  single    0.970  0.020  1.090
 F54  C29  H292  single    0.970  0.020  1.090
 F54  C01  H013  single    0.970  0.020  1.090
 F54  C01  H011  single    0.970  0.020  1.090
 F54  C01  H012  single    0.970  0.020  1.090
 F54  C03  H031  single    0.930  0.020  1.080
 F54  C04  H041  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
 F54  C08   C09  C12   119.86  3.000
 F54  C08   C09  C10   121.46  3.000
 F54  C12   C09  C10   118.64  3.000
 F54  H101  C10  C11   119.38  3.000
 F54  H101  C10  C09   120.04  3.000
 F54  C11   C10  C09   120.57  3.000
 F54  H111  C11  C14   119.60  3.000
 F54  H111  C11  C10   119.56  3.000
 F54  C14   C11  C10   120.84  3.000
 F54  H121  C12  C13   119.44  3.000
 F54  H121  C12  C09   119.83  3.000
 F54  C13   C12  C09   120.72  3.000
 F54  H131  C13  C14   120.23  3.000
 F54  H131  C13  C12   119.10  3.000
 F54  C14   C13  C12   120.65  3.000
 F54  C15   C14  C13   121.72  3.000
 F54  C15   C14  C11   119.65  3.000
 F54  C13   C14  C11   118.57  3.000
 F54  N16   C15  C28   123.45  3.000
 F54  N16   C15  C14   114.60  3.000
 F54  C28   C15  C14   121.96  3.000
 F54  N16   C17  C23   122.23  3.000
 F54  N16   C17  C18   118.25  3.000
 F54  C23   C17  C18   119.53  3.000
 F54  H181  C18  C19   120.74  3.000
 F54  H181  C18  C17   118.46  3.000
 F54  C19   C18  C17   120.80  3.000
 F54  H191  C19  C20   120.09  3.000
 F54  H191  C19  C18   121.30  3.000
 F54  C20   C19  C18   118.61  3.000
 F54  F21   C20  C22   119.38  3.000
 F54  F21   C20  C19   117.60  3.000
 F54  C22   C20  C19   123.01  3.000
 F54  H221  C22  C23   121.18  3.000
 F54  H221  C22  C20   119.84  3.000
 F54  C23   C22  C20   118.97  3.000
 F54  C24   C23  C22   123.17  3.000
 F54  C22   C23  C17   119.08  3.000
 F54  C24   C23  C17   117.74  3.000
 F54  C28   C24  C25   120.84  3.000
 F54  C28   C24  C23   119.39  3.000
 F54  C25   C24  C23   119.77  3.000
 F54  O27   C25  O26   128.59  3.000
 F54  O27   C25  C24   115.61  3.000
 F54  O26   C25  C24   115.79  3.000
 F54  C29   C28  C24   120.41  3.000
 F54  C24   C28  C15   117.95  3.000
 F54  C29   C28  C15   121.62  3.000
 F54  H292  C29  H293  107.34  3.000
 F54  H292  C29  H291  107.26  3.000
 F54  H293  C29  H291  107.50  3.000
 F54  H292  C29  C28   110.99  3.000
 F54  H293  C29  C28   111.72  3.000
 F54  H291  C29  C28   111.78  3.000
 F54  C17   N16  C15   119.20  3.000
 F54  N05   C02  C03   120.77  3.000
 F54  N05   C02  C01   117.01  3.000
 F54  C03   C02  C01   122.21  3.000
 F54  H031  C03  C04   120.57  3.000
 F54  H031  C03  C02   120.45  3.000
 F54  C04   C03  C02   118.98  3.000
 F54  H041  C04  C08   119.21  3.000
 F54  H041  C04  C03   120.08  3.000
 F54  C08   C04  C03   120.70  3.000
 F54  CL07  C06  N05   115.12  3.000
 F54  CL07  C06  C08   119.59  3.000
 F54  N05   C06  C08   125.27  3.000
 F54  C06   C08  C04   114.88  3.000
 F54  C06   C08  C09   124.56  3.000
 F54  C04   C08  C09   120.56  3.000
 F54  C06   N05  C02   119.38  3.000
 F54  H012  C01  H011  108.09  3.000
 F54  H012  C01  H013  107.27  3.000
 F54  H011  C01  H013  108.47  3.000
 F54  H012  C01  C02   110.59  3.000
 F54  H011  C01  C02   111.50  3.000
 F54  H013  C01  C02   110.78  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
 F54  CONST_01  C14   C13  C12  C09     0.00   0.0  0
 F54  CONST_02  C03   C04  C08  C09   180.00   0.0  0
 F54  CONST_03  N05   C06  C08  C09   180.00   0.0  0
 F54  CONST_04  C14   C11  C10  C09     0.00   0.0  0
 F54  CONST_05  C13   C12  C09  C10     0.00   0.0  0
 F54  CONST_08  C13   C14  C11  C10     0.00   0.0  0
 F54  CONST_09  C15   C14  C11  C10   180.00   0.0  0
 F54  CONST_10  C12   C13  C14  C11     0.00   0.0  0
 F54  CONST_13  C12   C09  C10  C11     0.00   0.0  0
 F54  CONST_14  C08   C09  C10  C11   180.00   0.0  0
 F54  CONST_15  C15   C14  C13  C12   180.00   0.0  0
 F54  CONST_18  C08   C09  C12  C13   180.00   0.0  0
 F54  CONST_21  C24   C28  C15  C14   180.00   0.0  0
 F54  CONST_22  C17   N16  C15  C14   180.00   0.0  0
 F54  CONST_23  C23   C24  C28  C15     0.00   0.0  0
 F54  CONST_24  C23   C17  N16  C15     0.00   0.0  0
 F54  CONST_25  C18   C17  N16  C15   180.00   0.0  0
 F54  CONST_26  C28   C24  C23  C17     0.00   0.0  0
 F54  CONST_27  C20   C22  C23  C17     0.00   0.0  0
 F54  CONST_28  C28   C15  N16  C17     0.00   0.0  0
 F54  CONST_29  C20   C19  C18  C17     0.00   0.0  0
 F54  CONST_30  C24   C23  C17  C18   180.00   0.0  0
 F54  CONST_31  C22   C23  C17  C18     0.00   0.0  0
 F54  CONST_32  C22   C20  C19  C18     0.00   0.0  0
 F54  CONST_33  C23   C22  C20  C19     0.00   0.0  0
 F54  CONST_34  C23   C17  C18  C19     0.00   0.0  0
 F54  CONST_35  N16   C17  C18  C19   180.00   0.0  0
 F54  CONST_36  C24   C23  C22  C20   180.00   0.0  0
 F54  CONST_37  C28   C24  C23  C22   180.00   0.0  0
 F54  CONST_38  N16   C17  C23  C22   180.00   0.0  0
 F54  CONST_39  N16   C15  C28  C24     0.00   0.0  0
 F54  CONST_40  N16   C17  C23  C24     0.00   0.0  0
 F54  CONST_41  C08   C04  C03  C02     0.00   0.0  0
 F54  CONST_42  C08   C06  N05  C02     0.00   0.0  0
 F54  CONST_43  C06   C08  C04  C03     0.00   0.0  0
 F54  CONST_44  C06   N05  C02  C03     0.00   0.0  0
 F54  CONST_45  N05   C02  C03  C04     0.00   0.0  0
 F54  CONST_46  N05   C06  C08  C04     0.00   0.0  0
 F54  CONST_47  CL07  C06  C08  C09     0.00   0.0  0
 F54  CONST_48  C29   C28  C15  C14     0.00   0.0  0
 F54  CONST_49  C25   C24  C28  C15   180.00   0.0  0
 F54  CONST_50  C25   C24  C23  C17   180.00   0.0  0
 F54  CONST_51  F21   C20  C19  C18   180.00   0.0  0
 F54  CONST_52  C25   C24  C23  C22     0.00   0.0  0
 F54  CONST_53  C29   C28  C24  C23   180.00   0.0  0
 F54  CONST_54  F21   C20  C22  C23   180.00   0.0  0
 F54  CONST_55  N16   C15  C28  C29   180.00   0.0  0
 F54  CONST_56  C04   C03  C02  C01   180.00   0.0  0
 F54  CONST_57  C06   N05  C02  C01   180.00   0.0  0
 F54  CONST_58  CL07  C06  N05  C02   180.00   0.0  0
 F54  CONST_59  CL07  C06  C08  C04   180.00   0.0  0
 F54  CONST_60  H131  C13  C12  C09   180.00   0.0  0
 F54  CONST_61  H041  C04  C08  C09     0.00   0.0  0
 F54  CONST_62  H111  C11  C10  C09   180.00   0.0  0
 F54  CONST_63  H121  C12  C09  C10   180.00   0.0  0
 F54  CONST_64  H101  C10  C09  C12   180.00   0.0  0
 F54  CONST_65  H221  C22  C23  C17   180.00   0.0  0
 F54  CONST_66  H191  C19  C18  C17   180.00   0.0  0
 F54  CONST_67  H181  C18  C19  C20   180.00   0.0  0
 F54  CONST_68  H031  C03  C04  C08   180.00   0.0  0
 F54  Var_01    O26   C25  C24  C23   -73.42  30.0  2
 F54  Var_02    H291  C29  C28  C15   -94.80  30.0  2
 F54  Var_03    H013  C01  C02  C03  -129.30  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
 F54  plan-1  C09   0.020
 F54  plan-1  C10   0.020
 F54  plan-1  C11   0.020
 F54  plan-1  C12   0.020
 F54  plan-1  C13   0.020
 F54  plan-1  C14   0.020
 F54  plan-1  C15   0.020
 F54  plan-1  C08   0.020
 F54  plan-1  H101  0.020
 F54  plan-1  H111  0.020
 F54  plan-1  H121  0.020
 F54  plan-1  H131  0.020
 F54  plan-2  C09   0.020
 F54  plan-2  C02   0.020
 F54  plan-2  C03   0.020
 F54  plan-2  C04   0.020
 F54  plan-2  C06   0.020
 F54  plan-2  C08   0.020
 F54  plan-2  N05   0.020
 F54  plan-2  H031  0.020
 F54  plan-2  H041  0.020
 F54  plan-2  C01   0.020
 F54  plan-2  CL07  0.020
 F54  plan-3  C14   0.020
 F54  plan-3  C15   0.020
 F54  plan-3  C17   0.020
 F54  plan-3  C18   0.020
 F54  plan-3  C19   0.020
 F54  plan-3  C20   0.020
 F54  plan-3  C22   0.020
 F54  plan-3  C23   0.020
 F54  plan-3  C24   0.020
 F54  plan-3  C25   0.020
 F54  plan-3  C28   0.020
 F54  plan-3  C29   0.020
 F54  plan-3  F21   0.020
 F54  plan-3  N16   0.020
 F54  plan-3  H181  0.020
 F54  plan-3  H191  0.020
 F54  plan-3  H221  0.020
 F54  plan-4  C24   0.020
 F54  plan-4  C25   0.020
 F54  plan-4  O26   0.020
 F54  plan-4  O27   0.020

