# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar 23 23:36:25 2022
#   Inital geometry file: a 95 line input string
#   Ligand name: 4,5-difluoro-2-{[6-(1H-imidazol-1-yl)pyridazine-3-carbonyl]amino}benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cc(F)c(F)cc1NC(=O)c2ccc(nn2)n3ccnc3
#
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
 V67  V67  '4,5-difluoro-2-{[6-(1H-imidazol-1-yl)pyridazine-3-carbonyl]amino}benzoic acid'  ligand  33  25  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_V67
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
 V67  N1   N  NR5    0  -0.535  16.7996   -7.8837  -15.8186
 V67  C4   C  CR16   0  -0.220  16.7002   -4.5708  -17.3509
 V67  C5   C  CR6    0   0.098  17.1723   -3.8888  -16.2280
 V67  C8   C  C      0   0.544  17.3592   -2.3996  -16.2818
 V67  C13  C  CR6    0   0.430  18.2180    1.8007  -15.5059
 V67  C15  C  CR6    0   0.399  18.7083    2.1295  -14.2579
 V67  C17  C  CR16   0  -0.455  18.8884    1.1415  -13.3203
 V67  C22  C  CR15   0   0.119  16.8553   -8.5108  -14.6052
 V67  C24  C  CR15   0  -0.197  16.6144  -10.0371  -16.0729
 V67  C2   C  CR6    0   0.524  16.8966   -6.5098  -16.0336
 V67  C3   C  CR16   0  -0.258  16.5479   -5.9284  -17.2534
 V67  N6   N  N      0  -0.269  17.4610   -4.5138  -15.1039
 V67  N7   N  N      0  -0.281  17.3368   -5.8078  -15.0048
 V67  O9   O  O      0  -0.459  17.0949   -1.8081  -17.3172
 V67  N10  N  NH1    0  -0.786  17.8194   -1.8519  -15.1457
 V67  C11  C  CR6    0   0.362  18.0991   -0.5145  -14.8838
 V67  C12  C  CR16   0  -0.499  17.9131    0.4987  -15.8310
 V67  C18  C  CR6    0  -0.215  18.5920   -0.1876  -13.6019
 V67  C19  C  C      0   0.474  18.8260   -1.2108  -12.4900
 V67  O20  O  OC    -1  -0.547  19.2537   -0.7814  -11.4127
 V67  O21  O  O      0  -0.593  18.5653   -2.4110  -12.7584
 V67  N23  N  N      0  -0.436  16.7429   -9.7983  -14.7280
 V67  C25  C  CR15   0  -0.102  16.6415   -8.8713  -16.7677
 V67  H1   H  HCR6   0   0.297  16.4547   -4.0436  -18.2612
 V67  H2   H  HCR6   0   0.283  19.2689    1.4015  -12.3418
 V67  H3   H  HCR5   0   0.298  16.9671   -7.9649  -13.6826
 V67  H4   H  HCR5   0   0.264  16.5103  -11.0350  -16.4687
 V67  H5   H  HCR6   0   0.311  16.1655   -6.5072  -18.0818
 V67  H6   H  HNH1   0   0.456  18.0227   -2.4422  -14.3100
 V67  H7   H  HCR6   0   0.309  17.5346    0.2850  -16.8173
 V67  H9   H  HCR5   0   0.306  16.5876   -8.6718  -17.8238
 V67  F14  F  F      0  -0.308  18.0389    2.7676  -16.4122
 V67  F16  F  F      0  -0.311  19.0027    3.4061  -13.9770

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
 V67  C4   C3   aromatic  1.370  0.020  1.370
 V67  C4   C5   aromatic  1.396  0.020  1.396
 V67  O9   C8   double    1.221  0.020  1.221
 V67  C3   C2   aromatic  1.396  0.020  1.396
 V67  C25  C24  aromatic  1.357  0.020  1.357
 V67  C25  N1   aromatic  1.379  0.020  1.379
 V67  F14  C13  single    1.337  0.020  1.337
 V67  C8   C5   single    1.502  0.020  1.502
 V67  C8   N10  single    1.343  0.020  1.343
 V67  C5   N6   aromatic  1.318  0.020  1.318
 V67  C24  N23  aromatic  1.372  0.020  1.372
 V67  C2   N1   single    1.394  0.020  1.394
 V67  C2   N7   aromatic  1.321  0.020  1.321
 V67  N1   C22  aromatic  1.367  0.020  1.367
 V67  C12  C13  aromatic  1.376  0.020  1.376
 V67  C12  C11  aromatic  1.399  0.020  1.399
 V67  C13  C15  aromatic  1.381  0.020  1.381
 V67  N10  C11  single    1.391  0.020  1.391
 V67  N6   N7   aromatic  1.304  0.020  1.304
 V67  C11  C18  aromatic  1.412  0.020  1.412
 V67  N23  C22  aromatic  1.298  0.020  1.298
 V67  C15  F16  single    1.340  0.020  1.340
 V67  C15  C17  aromatic  1.374  0.020  1.374
 V67  C18  C17  aromatic  1.391  0.020  1.391
 V67  C18  C19  single    1.529  0.020  1.529
 V67  O21  C19  deloc     1.257  0.020  1.257
 V67  C19  O20  deloc     1.236  0.020  1.236
 V67  C4   H1   single    0.930  0.020  1.080
 V67  C17  H2   single    0.930  0.020  1.080
 V67  C22  H3   single    0.930  0.020  1.080
 V67  C24  H4   single    0.930  0.020  1.080
 V67  C3   H5   single    0.930  0.020  1.080
 V67  N10  H6   single    0.860  0.020  1.020
 V67  C12  H7   single    0.930  0.020  1.080
 V67  C25  H9   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
 V67  C25  N1   C2   127.43  3.000
 V67  C2   N1   C22  125.88  3.000
 V67  C25  N1   C22  106.68  3.000
 V67  H1   C4   C3   121.23  3.000
 V67  H1   C4   C5   121.08  3.000
 V67  C3   C4   C5   117.68  3.000
 V67  N6   C5   C8   118.26  3.000
 V67  N6   C5   C4   121.90  3.000
 V67  C8   C5   C4   119.85  3.000
 V67  N10  C8   O9   126.44  3.000
 V67  N10  C8   C5   114.63  3.000
 V67  O9   C8   C5   118.93  3.000
 V67  F14  C13  C12  119.62  3.000
 V67  C12  C13  C15  121.17  3.000
 V67  F14  C13  C15  119.21  3.000
 V67  F16  C15  C17  120.89  3.000
 V67  C17  C15  C13  119.49  3.000
 V67  F16  C15  C13  119.63  3.000
 V67  H2   C17  C18  119.21  3.000
 V67  H2   C17  C15  119.38  3.000
 V67  C18  C17  C15  121.41  3.000
 V67  H3   C22  N23  126.32  3.000
 V67  H3   C22  N1   122.12  3.000
 V67  N23  C22  N1   111.56  3.000
 V67  H4   C24  C25  127.50  3.000
 V67  H4   C24  N23  121.99  3.000
 V67  C25  C24  N23  110.52  3.000
 V67  N7   C2   C3   122.86  3.000
 V67  N7   C2   N1   115.27  3.000
 V67  C3   C2   N1   121.87  3.000
 V67  H5   C3   C2   122.37  3.000
 V67  H5   C3   C4   121.05  3.000
 V67  C2   C3   C4   116.58  3.000
 V67  N7   N6   C5   120.97  3.000
 V67  N6   N7   C2   120.00  3.000
 V67  H6   N10  C11  110.73  3.000
 V67  H6   N10  C8   120.92  3.000
 V67  C11  N10  C8   128.34  3.000
 V67  C18  C11  C12  119.57  3.000
 V67  C18  C11  N10  117.62  3.000
 V67  C12  C11  N10  122.81  3.000
 V67  H7   C12  C11  121.50  3.000
 V67  H7   C12  C13  118.79  3.000
 V67  C11  C12  C13  119.71  3.000
 V67  C19  C18  C11  123.98  3.000
 V67  C19  C18  C17  117.37  3.000
 V67  C11  C18  C17  118.66  3.000
 V67  O21  C19  O20  126.12  3.000
 V67  O20  C19  C18  117.02  3.000
 V67  O21  C19  C18  116.86  3.000
 V67  C24  N23  C22  105.87  3.000
 V67  H9   C25  C24  131.34  3.000
 V67  H9   C25  N1   123.26  3.000
 V67  C24  C25  N1   105.38  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
 V67  CONST_01  N23  C24  C25  N1      0.00   0.0  0
 V67  CONST_02  C4   C3   C2   N1    180.00   0.0  0
 V67  CONST_03  N6   N7   C2   N1    180.00   0.0  0
 V67  CONST_04  C24  N23  C22  N1      0.00   0.0  0
 V67  CONST_05  N7   C2   C3   C4      0.00   0.0  0
 V67  CONST_06  N7   N6   C5   C4      0.00   0.0  0
 V67  CONST_07  C2   C3   C4   C5      0.00   0.0  0
 V67  CONST_08  C2   N7   N6   C5      0.00   0.0  0
 V67  CONST_09  C18  C11  C12  C13     0.00   0.0  0
 V67  CONST_10  C18  C17  C15  C13     0.00   0.0  0
 V67  CONST_11  C11  C12  C13  C15     0.00   0.0  0
 V67  CONST_12  C11  C18  C17  C15     0.00   0.0  0
 V67  CONST_13  C12  C13  C15  C17     0.00   0.0  0
 V67  CONST_14  C12  C11  C18  C17     0.00   0.0  0
 V67  CONST_15  C24  C25  N1   C22     0.00   0.0  0
 V67  CONST_16  C3   C2   N1   C22   180.00   0.0  0
 V67  CONST_17  N7   C2   N1   C22     0.00   0.0  0
 V67  CONST_18  C25  C24  N23  C22     0.00   0.0  0
 V67  CONST_19  C2   N1   C25  C24   180.00   0.0  0
 V67  CONST_20  N23  C22  N1   C2    180.00   0.0  0
 V67  CONST_21  N6   C5   C4   C3      0.00   0.0  0
 V67  CONST_22  C25  N1   C2   C3      0.00   0.0  0
 V67  CONST_23  N6   N7   C2   C3      0.00   0.0  0
 V67  CONST_24  C25  N1   C2   N7    180.00   0.0  0
 V67  CONST_25  C25  N1   C22  N23     0.00   0.0  0
 V67  CONST_26  C3   C4   C5   C8    180.00   0.0  0
 V67  CONST_27  N7   N6   C5   C8    180.00   0.0  0
 V67  CONST_28  N10  C11  C12  C13   180.00   0.0  0
 V67  CONST_29  C19  C18  C17  C15   180.00   0.0  0
 V67  CONST_30  F14  C13  C15  C17   180.00   0.0  0
 V67  CONST_31  N10  C11  C18  C17   180.00   0.0  0
 V67  CONST_32  F14  C13  C12  C11   180.00   0.0  0
 V67  CONST_33  F16  C15  C13  C12   180.00   0.0  0
 V67  CONST_34  C19  C18  C11  C12   180.00   0.0  0
 V67  CONST_35  C18  C17  C15  F16   180.00   0.0  0
 V67  CONST_36  H4   C24  C25  N1    180.00   0.0  0
 V67  CONST_37  H5   C3   C2   N1      0.00   0.0  0
 V67  CONST_38  H2   C17  C15  C13   180.00   0.0  0
 V67  CONST_39  H7   C12  C13  C15   180.00   0.0  0
 V67  CONST_40  H9   C25  N1   C22   180.00   0.0  0
 V67  CONST_41  H3   C22  N23  C24   180.00   0.0  0
 V67  CONST_42  H1   C4   C3   C2    180.00   0.0  0
 V67  CONST_43  C11  N10  C8   C5    180.00   0.0  0
 V67  CONST_44  C12  C11  N10  C8      0.00   0.0  0
 V67  CONST_45  C18  C11  N10  C8    180.00   0.0  0
 V67  CONST_46  H6   N10  C11  C12   180.00   0.0  0
 V67  CONST_47  C11  N10  C8   O9      0.00   0.0  0
 V67  Var_01    O9   C8   C5   C4     -0.14  30.0  2
 V67  Var_02    O21  C19  C18  C17  -179.43  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
 V67  plan-1  N1   0.020
 V67  plan-1  C22  0.020
 V67  plan-1  C24  0.020
 V67  plan-1  C2   0.020
 V67  plan-1  N23  0.020
 V67  plan-1  C25  0.020
 V67  plan-1  H3   0.020
 V67  plan-1  H4   0.020
 V67  plan-1  H9   0.020
 V67  plan-2  N1   0.020
 V67  plan-2  C4   0.020
 V67  plan-2  C5   0.020
 V67  plan-2  C8   0.020
 V67  plan-2  C2   0.020
 V67  plan-2  C3   0.020
 V67  plan-2  N6   0.020
 V67  plan-2  N7   0.020
 V67  plan-2  H1   0.020
 V67  plan-2  H5   0.020
 V67  plan-3  C13  0.020
 V67  plan-3  C15  0.020
 V67  plan-3  C17  0.020
 V67  plan-3  N10  0.020
 V67  plan-3  C11  0.020
 V67  plan-3  C12  0.020
 V67  plan-3  C18  0.020
 V67  plan-3  C19  0.020
 V67  plan-3  H2   0.020
 V67  plan-3  H7   0.020
 V67  plan-3  F14  0.020
 V67  plan-3  F16  0.020
 V67  plan-4  C5   0.020
 V67  plan-4  C8   0.020
 V67  plan-4  O9   0.020
 V67  plan-4  N10  0.020
 V67  plan-4  C11  0.020
 V67  plan-4  H6   0.020
 V67  plan-5  C18  0.020
 V67  plan-5  C19  0.020
 V67  plan-5  O20  0.020
 V67  plan-5  O21  0.020

