# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 12 00:46:10 2020
#   Inital geometry file: a 105 line input string
#   Ligand name: 4-[2-(4-fluorophenyl)-5-hydroxy-6-oxo-1,6-dihydropyridin-3-yl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(cc1)C2=C(NC(=O)C(=C2)O)c3ccc(F)cc3
#
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
 KKV  KKV  '4-[2-(4-fluorophenyl)-5-hydroxy-6-oxo-1,6-dihydropyridin-3-yl]benzoic acid'  ligand  35  24  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_KKV
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
 KKV  O01   O  O      0  -0.529   5.2014  -0.3300   0.0730
 KKV  C02   C  CR6    0   0.433   3.9809  -0.5257   0.0420
 KKV  C03   C  CR6    0   0.188   3.4024  -1.8455  -0.0056
 KKV  O04   O  OH1    0  -0.625   4.2547  -2.8854  -0.0111
 KKV  C05   C  CR16   0  -0.270   2.0576  -2.0105  -0.0458
 KKV  C06   C  CR6    0  -0.035   1.1586  -0.9071  -0.0219
 KKV  C07   C  CR6    0  -0.028  -0.2921  -1.1735   0.0052
 KKV  C08   C  CR16   0  -0.281  -0.8689  -1.9963  -0.9625
 KKV  C09   C  CR16   0  -0.264  -2.2309  -2.2520  -0.9460
 KKV  C10   C  CR6    0  -0.098  -3.0511  -1.7048   0.0354
 KKV  C11   C  C      0   0.441  -4.5687  -1.9906   0.0434
 KKV  O12   O  O      0  -0.545  -4.9596  -2.7373  -0.8641
 KKV  O13   O  OC    -1  -0.547  -5.1958  -1.4356   0.9561
 KKV  C14   C  CR16   0  -0.241  -2.4674  -0.8967   1.0069
 KKV  C15   C  CR16   0  -0.250  -1.1084  -0.6321   0.9969
 KKV  C16   C  CR6    0   0.361   1.6962   0.3498  -0.0029
 KKV  C17   C  CR6    0   0.017   0.9417   1.6125  -0.0332
 KKV  C18   C  CR16   0  -0.276   1.2987   2.6752   0.7954
 KKV  C19   C  CR16   0  -0.382   0.6157   3.8808   0.7485
 KKV  C20   C  CR6    0   0.545  -0.4345   4.0114  -0.1377
 KKV  F21   F  F      0  -0.300  -1.0976   5.1697  -0.1922
 KKV  C22   C  CR16   0  -0.374  -0.8197   2.9756  -0.9690
 KKV  C23   C  CR16   0  -0.231  -0.1280   1.7807  -0.9138
 KKV  N24   N  NR16   0  -0.711   3.0657   0.4795   0.0309
 KKV  H041  H  HOH1   0   0.451   5.1524  -2.5262   0.0238
 KKV  H051  H  HCR6   0   0.264   1.6424  -3.0116  -0.0825
 KKV  H081  H  HCR6   0   0.194  -0.2483  -2.4193  -1.7465
 KKV  H091  H  HCR6   0   0.248  -2.6899  -2.8788  -1.6997
 KKV  H141  H  HCR6   0   0.240  -3.1054  -0.4813   1.7756
 KKV  H151  H  HCR6   0   0.196  -0.6711  -0.0078   1.7677
 KKV  H181  H  HCR6   0   0.230   2.0983   2.5616   1.5176
 KKV  H191  H  HCR6   0   0.250   0.8856   4.7002   1.4008
 KKV  H221  H  HCR6   0   0.265  -1.6545   3.0962  -1.6455
 KKV  H231  H  HCR6   0   0.275  -0.4298   0.9672  -1.5587
 KKV  H241  H  HNR6   0   0.388   3.4468   1.4150  -0.0056

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
 KKV  F21  C20   single    1.336  0.020  1.336
 KKV  C20  C19   aromatic  1.380  0.020  1.380
 KKV  C20  C22   aromatic  1.383  0.020  1.383
 KKV  C19  C18   aromatic  1.386  0.020  1.386
 KKV  O12  C11   deloc     1.239  0.020  1.239
 KKV  O13  C11   deloc     1.239  0.020  1.239
 KKV  C11  C10   single    1.544  0.020  1.544
 KKV  C22  C23   aromatic  1.382  0.020  1.382
 KKV  C18  C17   aromatic  1.394  0.020  1.394
 KKV  C10  C09   aromatic  1.391  0.020  1.391
 KKV  C10  C14   aromatic  1.392  0.020  1.392
 KKV  C09  C08   aromatic  1.386  0.020  1.386
 KKV  C14  C15   aromatic  1.385  0.020  1.385
 KKV  C23  C17   aromatic  1.396  0.020  1.396
 KKV  C17  C16   single    1.471  0.020  1.471
 KKV  C08  C07   aromatic  1.395  0.020  1.395
 KKV  C15  C07   aromatic  1.394  0.020  1.394
 KKV  C07  C06   single    1.475  0.020  1.475
 KKV  C16  C06   double    1.367  0.020  1.367
 KKV  C16  N24   single    1.376  0.020  1.376
 KKV  C06  C05   single    1.423  0.020  1.423
 KKV  N24  C02   single    1.359  0.020  1.359
 KKV  C05  C03   double    1.356  0.020  1.356
 KKV  C02  C03   single    1.442  0.020  1.442
 KKV  C02  O01   double    1.237  0.020  1.237
 KKV  C03  O04   single    1.345  0.020  1.345
 KKV  O04  H041  single    0.850  0.020  0.980
 KKV  C05  H051  single    0.930  0.020  1.080
 KKV  C08  H081  single    0.930  0.020  1.080
 KKV  C09  H091  single    0.930  0.020  1.080
 KKV  C14  H141  single    0.930  0.020  1.080
 KKV  C15  H151  single    0.930  0.020  1.080
 KKV  C18  H181  single    0.930  0.020  1.080
 KKV  C19  H191  single    0.930  0.020  1.080
 KKV  C22  H221  single    0.930  0.020  1.080
 KKV  C23  H231  single    0.930  0.020  1.080
 KKV  N24  H241  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
 KKV  N24   C02  C03  113.98  3.000
 KKV  C03   C02  O01  122.80  3.000
 KKV  N24   C02  O01  123.21  3.000
 KKV  C05   C03  O04  122.32  3.000
 KKV  O04   C03  C02  116.99  3.000
 KKV  C05   C03  C02  120.69  3.000
 KKV  H041  O04  C03  107.51  3.000
 KKV  H051  C05  C06  118.32  3.000
 KKV  H051  C05  C03  119.55  3.000
 KKV  C06   C05  C03  122.12  3.000
 KKV  C16   C06  C07  123.54  3.000
 KKV  C16   C06  C05  117.68  3.000
 KKV  C07   C06  C05  118.78  3.000
 KKV  C15   C07  C08  118.71  3.000
 KKV  C15   C07  C06  121.25  3.000
 KKV  C08   C07  C06  120.03  3.000
 KKV  H081  C08  C09  119.90  3.000
 KKV  H081  C08  C07  119.63  3.000
 KKV  C09   C08  C07  120.46  3.000
 KKV  H091  C09  C10  117.97  3.000
 KKV  H091  C09  C08  121.02  3.000
 KKV  C10   C09  C08  121.01  3.000
 KKV  C14   C10  C11  121.06  3.000
 KKV  C14   C10  C09  118.26  3.000
 KKV  C11   C10  C09  120.68  3.000
 KKV  O13   C11  O12  130.55  3.000
 KKV  O13   C11  C10  114.74  3.000
 KKV  O12   C11  C10  114.71  3.000
 KKV  H141  C14  C15  120.70  3.000
 KKV  H141  C14  C10  118.13  3.000
 KKV  C15   C14  C10  121.16  3.000
 KKV  H151  C15  C14  120.06  3.000
 KKV  H151  C15  C07  119.56  3.000
 KKV  C14   C15  C07  120.38  3.000
 KKV  N24   C16  C17  115.46  3.000
 KKV  N24   C16  C06  118.58  3.000
 KKV  C17   C16  C06  125.95  3.000
 KKV  C23   C17  C18  118.65  3.000
 KKV  C23   C17  C16  120.62  3.000
 KKV  C18   C17  C16  120.71  3.000
 KKV  H181  C18  C19  118.50  3.000
 KKV  H181  C18  C17  120.35  3.000
 KKV  C19   C18  C17  121.11  3.000
 KKV  H191  C19  C20  120.36  3.000
 KKV  H191  C19  C18  121.03  3.000
 KKV  C20   C19  C18  118.61  3.000
 KKV  C22   C20  F21  119.12  3.000
 KKV  C22   C20  C19  121.80  3.000
 KKV  F21   C20  C19  119.07  3.000
 KKV  H221  C22  C23  120.53  3.000
 KKV  H221  C22  C20  120.51  3.000
 KKV  C23   C22  C20  118.96  3.000
 KKV  H231  C23  C22  119.15  3.000
 KKV  H231  C23  C17  119.98  3.000
 KKV  C22   C23  C17  120.87  3.000
 KKV  H241  N24  C16  117.49  3.000
 KKV  H241  N24  C02  115.52  3.000
 KKV  C16   N24  C02  126.90  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
 KKV  CONST_01  C10   C09  C08  C07    0.00   0.0  0
 KKV  CONST_02  C10   C14  C15  C07    0.00   0.0  0
 KKV  CONST_03  C14   C10  C09  C08    0.00   0.0  0
 KKV  CONST_04  C14   C15  C07  C08    0.00   0.0  0
 KKV  CONST_05  C15   C14  C10  C09    0.00   0.0  0
 KKV  CONST_06  C15   C07  C08  C09    0.00   0.0  0
 KKV  CONST_07  C20   C19  C18  C17    0.00   0.0  0
 KKV  CONST_08  C20   C22  C23  C17    0.00   0.0  0
 KKV  CONST_09  C22   C20  C19  C18    0.00   0.0  0
 KKV  CONST_10  C22   C23  C17  C18    0.00   0.0  0
 KKV  CONST_11  C23   C22  C20  C19    0.00   0.0  0
 KKV  CONST_12  C23   C17  C18  C19    0.00   0.0  0
 KKV  CONST_13  C09   C08  C07  C06  180.00   0.0  0
 KKV  CONST_14  C14   C15  C07  C06  180.00   0.0  0
 KKV  CONST_15  C19   C18  C17  C16  180.00   0.0  0
 KKV  CONST_16  C22   C23  C17  C16  180.00   0.0  0
 KKV  CONST_17  C16   N24  C02  C03    0.00   0.0  0
 KKV  CONST_18  C11   C10  C09  C08  180.00   0.0  0
 KKV  CONST_19  C15   C14  C10  C11  180.00   0.0  0
 KKV  CONST_20  F21   C20  C19  C18  180.00   0.0  0
 KKV  CONST_21  C23   C22  C20  F21  180.00   0.0  0
 KKV  CONST_22  C16   N24  C02  O01  180.00   0.0  0
 KKV  CONST_23  H081  C08  C07  C06    0.00   0.0  0
 KKV  CONST_24  H151  C15  C07  C06    0.00   0.0  0
 KKV  CONST_25  H091  C09  C08  C07  180.00   0.0  0
 KKV  CONST_26  H141  C14  C15  C07  180.00   0.0  0
 KKV  CONST_27  H181  C18  C17  C16    0.00   0.0  0
 KKV  CONST_28  H231  C23  C17  C16    0.00   0.0  0
 KKV  CONST_29  H191  C19  C18  C17  180.00   0.0  0
 KKV  CONST_30  H221  C22  C23  C17  180.00   0.0  0
 KKV  CONST_31  H241  N24  C02  C03  180.00   0.0  0
 KKV  Var_01    C08   C07  C06  C05  -53.76  30.0  2
 KKV  Var_02    C18   C17  C16  C06  137.11  30.0  2
 KKV  Var_03    O12   C11  C10  C09    0.82  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
 KKV  plan-1  C06   0.020
 KKV  plan-1  C07   0.020
 KKV  plan-1  C08   0.020
 KKV  plan-1  C09   0.020
 KKV  plan-1  C10   0.020
 KKV  plan-1  C11   0.020
 KKV  plan-1  C14   0.020
 KKV  plan-1  C15   0.020
 KKV  plan-1  H081  0.020
 KKV  plan-1  H091  0.020
 KKV  plan-1  H141  0.020
 KKV  plan-1  H151  0.020
 KKV  plan-2  O01   0.020
 KKV  plan-2  C02   0.020
 KKV  plan-2  C03   0.020
 KKV  plan-2  O04   0.020
 KKV  plan-2  C05   0.020
 KKV  plan-2  C06   0.020
 KKV  plan-2  C07   0.020
 KKV  plan-2  C16   0.020
 KKV  plan-2  C17   0.020
 KKV  plan-2  N24   0.020
 KKV  plan-2  H051  0.020
 KKV  plan-2  H241  0.020
 KKV  plan-3  C16   0.020
 KKV  plan-3  C17   0.020
 KKV  plan-3  C18   0.020
 KKV  plan-3  C19   0.020
 KKV  plan-3  C20   0.020
 KKV  plan-3  F21   0.020
 KKV  plan-3  C22   0.020
 KKV  plan-3  C23   0.020
 KKV  plan-3  H181  0.020
 KKV  plan-3  H191  0.020
 KKV  plan-3  H221  0.020
 KKV  plan-3  H231  0.020
 KKV  plan-4  C10   0.020
 KKV  plan-4  C11   0.020
 KKV  plan-4  O12   0.020
 KKV  plan-4  O13   0.020

