# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 07:00:05 2020
#   Inital geometry file: a 128 line input string
#   Ligand name: 3-({2-[1-(3-fluoro-4-hydroxyphenyl)-1H-1,2,3-triazol-4-yl]quinolin-5-yl}oxy)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cccc(Oc2cccc3nc(ccc23)c4cn(nn4)c5ccc(O)c(F)c5)c1
#
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
 65V  65V  '3-({2-[1-(3-fluoro-4-hydroxyphenyl)-1H-1,2,3-triazol-4-yl]quinolin-5-yl}oxy)benzoic acid'  ligand  47  33  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_65V
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
 65V  C2   C  C      0   0.369   5.8674   0.0137  -0.1932
 65V  C3   C  C1     0  -0.444   6.8491   0.9274   0.1730
 65V  C4   C  C      0   0.487   8.1501   0.4948   0.2621
 65V  C5   C  C      0   0.217   8.5179  -0.8276   0.0140
 65V  C6   C  C1     0  -0.369   7.5158  -1.7187  -0.3484
 65V  C7   C  C1     0  -0.297   6.1976  -1.3037  -0.4608
 65V  O8   O  OH1    0  -0.613   9.8111  -1.1510   0.1418
 65V  F10  F  F      0  -0.308   9.1068   1.3617   0.6155
 65V  N12  N  NR5    0  -0.390   4.5238   0.4398  -0.2809
 65V  C13  C  CR15   0  -0.055   3.4070  -0.2634  -0.0283
 65V  C14  C  CR5    0   0.124   2.3935   0.6334  -0.2604
 65V  N15  N  N      0  -0.307   2.9543   1.8070  -0.6316
 65V  N16  N  N      0  -0.086   4.2292   1.6847  -0.6464
 65V  C17  C  CR6    0   0.174   0.9537   0.4364  -0.1339
 65V  C18  C  CR16   0  -0.290   0.0640   1.5169  -0.3363
 65V  C19  C  CR16   0  -0.172  -1.2754   1.2985  -0.1974
 65V  C20  C  CR66   0  -0.021  -1.7383   0.0085   0.1390
 65V  C21  C  CR66   0   0.216  -0.7693  -1.0113   0.3169
 65V  N22  N  N      0  -0.476   0.5519  -0.7711   0.1771
 65V  C23  C  CR6    0   0.336  -3.1120  -0.3090   0.3083
 65V  C24  C  CR16   0  -0.360  -3.4958  -1.5851   0.6326
 65V  C25  C  CR16   0  -0.249  -2.5178  -2.5853   0.8028
 65V  C26  C  CR16   0  -0.330  -1.1857  -2.3195   0.6532
 65V  O27  O  O2     0  -0.514  -3.9690   0.7211   0.1154
 65V  C28  C  CR6    0   0.332  -5.2990   0.5612   0.4400
 65V  C29  C  CR16   0  -0.305  -5.6939   0.6428   1.7670
 65V  C30  C  CR16   0  -0.244  -7.0438   0.5289   2.0663
 65V  C31  C  CR16   0  -0.292  -7.9750   0.3382   1.0541
 65V  C32  C  CR6    0  -0.099  -7.5735   0.2612  -0.2764
 65V  C33  C  CR16   0  -0.355  -6.2176   0.3710  -0.5764
 65V  C34  C  C      0   0.405  -8.5929   0.0596  -1.3938
 65V  O35  O  OC    -1  -0.591  -9.7829  -0.0548  -1.0460
 65V  O36  O  O      0  -0.589  -8.1443   0.0277  -2.5550
 65V  H1   H  H      0   0.305   6.6087   1.9581   0.3950
 65V  H2   H  H      0   0.297   7.7659  -2.7510  -0.5592
 65V  H3   H  H      0   0.294   5.4425  -2.0156  -0.7655
 65V  H4   H  HOH1   0   0.484   9.9412  -2.0917  -0.0262
 65V  H5   H  HCR5   0   0.323   3.4096  -1.2866   0.3046
 65V  H6   H  HCR6   0   0.273   0.4443   2.4953  -0.5926
 65V  H7   H  HCR6   0   0.273  -1.9716   2.1125  -0.3443
 65V  H8   H  HCR6   0   0.284  -4.5390  -1.8391   0.7611
 65V  H9   H  HCR6   0   0.268  -2.8437  -3.5847   1.0588
 65V  H10  H  HCR6   0   0.258  -0.4366  -3.0885   0.7853
 65V  H11  H  HCR6   0   0.273  -4.9615   0.7952   2.5499
 65V  H12  H  HCR6   0   0.258  -7.3676   0.5932   3.0973
 65V  H13  H  HCR6   0   0.248  -9.0255   0.2528   1.2966
 65V  H14  H  HCR6   0   0.259  -5.8824   0.3149  -1.6044

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
 65V  O8   C5   single    1.339  0.020  1.339
 65V  C5   C6   aromatic  1.389  0.020  1.389
 65V  C5   C4   aromatic  1.395  0.020  1.395
 65V  C6   C7   aromatic  1.387  0.020  1.387
 65V  F10  C4   single    1.339  0.020  1.339
 65V  C4   C3   aromatic  1.374  0.020  1.374
 65V  C7   C2   aromatic  1.384  0.020  1.384
 65V  C3   C2   aromatic  1.390  0.020  1.390
 65V  C2   N12  single    1.412  0.020  1.412
 65V  N16  N12  aromatic  1.330  0.020  1.330
 65V  N16  N15  aromatic  1.281  0.020  1.281
 65V  N12  C13  aromatic  1.344  0.020  1.344
 65V  N15  C14  aromatic  1.353  0.020  1.353
 65V  C13  C14  aromatic  1.373  0.020  1.373
 65V  C14  C17  single    1.459  0.020  1.459
 65V  C17  N22  aromatic  1.310  0.020  1.310
 65V  C17  C18  aromatic  1.414  0.020  1.414
 65V  N22  C21  aromatic  1.350  0.020  1.350
 65V  C18  C19  aromatic  1.364  0.020  1.364
 65V  C21  C26  aromatic  1.413  0.020  1.413
 65V  C21  C20  aromatic  1.418  0.020  1.418
 65V  C26  C25  aromatic  1.367  0.020  1.367
 65V  C19  C20  aromatic  1.411  0.020  1.411
 65V  C20  C23  aromatic  1.420  0.020  1.420
 65V  C25  C24  aromatic  1.409  0.020  1.409
 65V  C23  C24  aromatic  1.371  0.020  1.371
 65V  C23  O27  single    1.354  0.020  1.354
 65V  C29  C28  aromatic  1.387  0.020  1.387
 65V  C29  C30  aromatic  1.387  0.020  1.387
 65V  O27  C28  single    1.378  0.020  1.378
 65V  C28  C33  aromatic  1.383  0.020  1.383
 65V  C30  C31  aromatic  1.389  0.020  1.389
 65V  C33  C32  aromatic  1.393  0.020  1.393
 65V  C31  C32  aromatic  1.392  0.020  1.392
 65V  C32  C34  single    1.526  0.020  1.526
 65V  C34  O36  deloc     1.245  0.020  1.245
 65V  C34  O35  deloc     1.245  0.020  1.245
 65V  C3   H1   single    0.930  0.020  1.080
 65V  C6   H2   single    0.930  0.020  1.080
 65V  C7   H3   single    0.930  0.020  1.080
 65V  O8   H4   single    0.850  0.020  0.980
 65V  C13  H5   single    0.930  0.020  1.080
 65V  C18  H6   single    0.930  0.020  1.080
 65V  C19  H7   single    0.930  0.020  1.080
 65V  C24  H8   single    0.930  0.020  1.080
 65V  C25  H9   single    0.930  0.020  1.080
 65V  C26  H10  single    0.930  0.020  1.080
 65V  C29  H11  single    0.930  0.020  1.080
 65V  C30  H12  single    0.930  0.020  1.080
 65V  C31  H13  single    0.930  0.020  1.080
 65V  C33  H14  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
 65V  N12  C2   C7   120.14  3.000
 65V  N12  C2   C3   119.33  3.000
 65V  C7   C2   C3   120.53  3.000
 65V  H1   C3   C4   119.83  3.000
 65V  H1   C3   C2   121.56  3.000
 65V  C4   C3   C2   118.60  3.000
 65V  F10  C4   C5   118.20  3.000
 65V  F10  C4   C3   119.34  3.000
 65V  C5   C4   C3   122.46  3.000
 65V  O8   C5   C6   124.51  3.000
 65V  C6   C5   C4   117.67  3.000
 65V  O8   C5   C4   117.82  3.000
 65V  H2   C6   C7   119.29  3.000
 65V  H2   C6   C5   119.72  3.000
 65V  C7   C6   C5   120.99  3.000
 65V  H3   C7   C6   119.31  3.000
 65V  H3   C7   C2   120.95  3.000
 65V  C6   C7   C2   119.73  3.000
 65V  H4   O8   C5   110.44  3.000
 65V  N16  N12  C13  110.93  3.000
 65V  C13  N12  C2   128.40  3.000
 65V  N16  N12  C2   120.67  3.000
 65V  H5   C13  C14  132.47  3.000
 65V  H5   C13  N12  123.63  3.000
 65V  C14  C13  N12  103.88  3.000
 65V  C17  C14  N15  123.38  3.000
 65V  C17  C14  C13  128.73  3.000
 65V  N15  C14  C13  107.88  3.000
 65V  N16  N15  C14  109.45  3.000
 65V  N15  N16  N12  107.85  3.000
 65V  N22  C17  C18  123.05  3.000
 65V  C18  C17  C14  120.35  3.000
 65V  N22  C17  C14  116.60  3.000
 65V  H6   C18  C19  120.97  3.000
 65V  H6   C18  C17  120.29  3.000
 65V  C19  C18  C17  118.74  3.000
 65V  H7   C19  C20  120.62  3.000
 65V  H7   C19  C18  119.86  3.000
 65V  C20  C19  C18  119.52  3.000
 65V  C23  C20  C21  119.04  3.000
 65V  C23  C20  C19  123.37  3.000
 65V  C21  C20  C19  117.59  3.000
 65V  C26  C21  N22  118.53  3.000
 65V  C26  C21  C20  119.61  3.000
 65V  N22  C21  C20  121.86  3.000
 65V  C21  N22  C17  119.25  3.000
 65V  O27  C23  C24  124.37  3.000
 65V  O27  C23  C20  115.17  3.000
 65V  C24  C23  C20  120.46  3.000
 65V  H8   C24  C25  119.24  3.000
 65V  H8   C24  C23  121.11  3.000
 65V  C25  C24  C23  119.65  3.000
 65V  H9   C25  C26  119.95  3.000
 65V  H9   C25  C24  118.37  3.000
 65V  C26  C25  C24  121.68  3.000
 65V  H10  C26  C25  121.56  3.000
 65V  H10  C26  C21  118.88  3.000
 65V  C25  C26  C21  119.55  3.000
 65V  C28  O27  C23  119.27  3.000
 65V  C33  C28  C29  121.47  3.000
 65V  C33  C28  O27  118.93  3.000
 65V  C29  C28  O27  119.56  3.000
 65V  H11  C29  C30  120.91  3.000
 65V  H11  C29  C28  120.49  3.000
 65V  C30  C29  C28  118.60  3.000
 65V  H12  C30  C31  120.12  3.000
 65V  H12  C30  C29  119.45  3.000
 65V  C31  C30  C29  120.43  3.000
 65V  H13  C31  C32  119.35  3.000
 65V  H13  C31  C30  119.92  3.000
 65V  C32  C31  C30  120.73  3.000
 65V  C34  C32  C33  120.19  3.000
 65V  C34  C32  C31  120.97  3.000
 65V  C33  C32  C31  118.83  3.000
 65V  H14  C33  C32  120.12  3.000
 65V  H14  C33  C28  119.94  3.000
 65V  C32  C33  C28  119.94  3.000
 65V  O36  C34  O35  127.05  3.000
 65V  O35  C34  C32  116.49  3.000
 65V  O36  C34  C32  116.46  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
 65V  CONST_01  C5   C6   C7   C2     0.00   0.0  0
 65V  CONST_02  C5   C4   C3   C2     0.00   0.0  0
 65V  CONST_03  N15  N16  N12  C2   180.00   0.0  0
 65V  CONST_04  C14  C13  N12  C2   180.00   0.0  0
 65V  CONST_05  C6   C5   C4   C3     0.00   0.0  0
 65V  CONST_06  C6   C7   C2   C3     0.00   0.0  0
 65V  CONST_09  C7   C6   C5   C4     0.00   0.0  0
 65V  CONST_10  C7   C2   C3   C4     0.00   0.0  0
 65V  CONST_11  N12  C2   C3   C4   180.00   0.0  0
 65V  CONST_12  N12  C2   C7   C6   180.00   0.0  0
 65V  CONST_15  C14  N15  N16  N12    0.00   0.0  0
 65V  CONST_16  N15  C14  C13  N12    0.00   0.0  0
 65V  CONST_17  C17  C14  C13  N12  180.00   0.0  0
 65V  CONST_18  N15  N16  N12  C13    0.00   0.0  0
 65V  CONST_19  N16  N15  C14  C13    0.00   0.0  0
 65V  CONST_20  N22  C17  C14  C13    0.00   0.0  0
 65V  CONST_21  C18  C17  C14  C13  180.00   0.0  0
 65V  CONST_22  N16  N12  C13  C14    0.00   0.0  0
 65V  CONST_23  C21  N22  C17  C14  180.00   0.0  0
 65V  CONST_24  C19  C18  C17  C14  180.00   0.0  0
 65V  CONST_25  N22  C17  C14  N15  180.00   0.0  0
 65V  CONST_26  C18  C17  C14  N15    0.00   0.0  0
 65V  CONST_27  C17  C14  N15  N16  180.00   0.0  0
 65V  CONST_28  C26  C21  N22  C17  180.00   0.0  0
 65V  CONST_29  C20  C21  N22  C17    0.00   0.0  0
 65V  CONST_30  C20  C19  C18  C17    0.00   0.0  0
 65V  CONST_31  C21  N22  C17  C18    0.00   0.0  0
 65V  CONST_32  C21  C20  C19  C18    0.00   0.0  0
 65V  CONST_33  C23  C20  C19  C18  180.00   0.0  0
 65V  CONST_34  N22  C17  C18  C19    0.00   0.0  0
 65V  CONST_35  N22  C21  C20  C19    0.00   0.0  0
 65V  CONST_36  C26  C21  C20  C19  180.00   0.0  0
 65V  CONST_37  C24  C23  C20  C19  180.00   0.0  0
 65V  CONST_38  C25  C26  C21  C20    0.00   0.0  0
 65V  CONST_39  C25  C24  C23  C20    0.00   0.0  0
 65V  CONST_40  C24  C25  C26  C21    0.00   0.0  0
 65V  CONST_41  C24  C23  C20  C21    0.00   0.0  0
 65V  CONST_42  C25  C26  C21  N22  180.00   0.0  0
 65V  CONST_43  C23  C20  C21  N22  180.00   0.0  0
 65V  CONST_44  C26  C21  C20  C23    0.00   0.0  0
 65V  CONST_45  C26  C25  C24  C23    0.00   0.0  0
 65V  CONST_46  C31  C30  C29  C28    0.00   0.0  0
 65V  CONST_47  C31  C32  C33  C28    0.00   0.0  0
 65V  CONST_48  C32  C33  C28  C29    0.00   0.0  0
 65V  CONST_49  C32  C31  C30  C29    0.00   0.0  0
 65V  CONST_50  C33  C28  C29  C30    0.00   0.0  0
 65V  CONST_51  C33  C32  C31  C30    0.00   0.0  0
 65V  CONST_52  F10  C4   C3   C2   180.00   0.0  0
 65V  CONST_53  O8   C5   C4   C3   180.00   0.0  0
 65V  CONST_54  F10  C4   C5   C6   180.00   0.0  0
 65V  CONST_55  O8   C5   C6   C7   180.00   0.0  0
 65V  CONST_56  O27  C23  C20  C19    0.00   0.0  0
 65V  CONST_57  O27  C23  C20  C21  180.00   0.0  0
 65V  CONST_58  O27  C23  C24  C25  180.00   0.0  0
 65V  CONST_59  C30  C29  C28  O27  180.00   0.0  0
 65V  CONST_60  C32  C33  C28  O27  180.00   0.0  0
 65V  CONST_61  C34  C32  C33  C28  180.00   0.0  0
 65V  CONST_62  C34  C32  C31  C30  180.00   0.0  0
 65V  CONST_63  H2   C6   C7   C2   180.00   0.0  0
 65V  CONST_64  H5   C13  N12  C2     0.00   0.0  0
 65V  CONST_65  H3   C7   C2   C3   180.00   0.0  0
 65V  CONST_66  H1   C3   C4   C5   180.00   0.0  0
 65V  CONST_67  H6   C18  C17  C14    0.00   0.0  0
 65V  CONST_68  H7   C19  C18  C17  180.00   0.0  0
 65V  CONST_69  H10  C26  C21  C20  180.00   0.0  0
 65V  CONST_70  H8   C24  C23  C20  180.00   0.0  0
 65V  CONST_71  H9   C25  C26  C21  180.00   0.0  0
 65V  CONST_72  H12  C30  C29  C28  180.00   0.0  0
 65V  CONST_73  H14  C33  C28  C29  180.00   0.0  0
 65V  CONST_74  H13  C31  C30  C29  180.00   0.0  0
 65V  CONST_75  H11  C29  C30  C31  180.00   0.0  0
 65V  Var_01    C29  C28  O27  C23   78.41  30.0  2
 65V  Var_02    O36  C34  C32  C31  178.70  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
 65V  plan-1  C2   0.020
 65V  plan-1  N12  0.020
 65V  plan-1  C13  0.020
 65V  plan-1  C14  0.020
 65V  plan-1  N15  0.020
 65V  plan-1  N16  0.020
 65V  plan-1  C17  0.020
 65V  plan-1  H5   0.020
 65V  plan-2  C2   0.020
 65V  plan-2  C3   0.020
 65V  plan-2  C4   0.020
 65V  plan-2  C5   0.020
 65V  plan-2  C6   0.020
 65V  plan-2  C7   0.020
 65V  plan-2  O8   0.020
 65V  plan-2  F10  0.020
 65V  plan-2  N12  0.020
 65V  plan-2  H1   0.020
 65V  plan-2  H2   0.020
 65V  plan-2  H3   0.020
 65V  plan-3  O27  0.020
 65V  plan-3  C28  0.020
 65V  plan-3  C29  0.020
 65V  plan-3  C30  0.020
 65V  plan-3  C31  0.020
 65V  plan-3  C32  0.020
 65V  plan-3  C33  0.020
 65V  plan-3  C34  0.020
 65V  plan-3  H11  0.020
 65V  plan-3  H12  0.020
 65V  plan-3  H13  0.020
 65V  plan-3  H14  0.020
 65V  plan-4  C14  0.020
 65V  plan-4  C17  0.020
 65V  plan-4  C18  0.020
 65V  plan-4  C19  0.020
 65V  plan-4  C20  0.020
 65V  plan-4  C21  0.020
 65V  plan-4  N22  0.020
 65V  plan-4  C23  0.020
 65V  plan-4  C24  0.020
 65V  plan-4  C25  0.020
 65V  plan-4  C26  0.020
 65V  plan-4  O27  0.020
 65V  plan-4  H6   0.020
 65V  plan-4  H7   0.020
 65V  plan-4  H8   0.020
 65V  plan-4  H9   0.020
 65V  plan-4  H10  0.020
 65V  plan-5  C32  0.020
 65V  plan-5  C34  0.020
 65V  plan-5  O35  0.020
 65V  plan-5  O36  0.020

