# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 18:26:10 2020
#   Inital geometry file: a 118 line input string
#   Ligand name: 3-amino-6-{4-chloro-3-[(2,3-difluorophenyl)sulfamoyl]phenyl}-N-methylpyrazine-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNC(=O)c1nc(cnc1N)c2ccc(Cl)c(c2)[S](=O)(=O)Nc3cccc(F)c3F
#
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
 O92  O92  3-amino-6-{4-chloro-3-[(2,3-difluorophenyl)sulfamoyl]phenyl}-N-methylpyrazine-2-carboxamide  ligand  44  30  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_O92
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
 O92  C12   C   CH3   0  -0.514   6.6683  -0.1630  -2.6961
 O92  N3    N   NH1   0  -0.629   5.6535  -0.0903  -1.6738
 O92  C6    C   C     0   0.555   5.8229   0.6014  -0.5471
 O92  O1    O   O     0  -0.505   6.8527   1.2248  -0.2921
 O92  C4    C   CR6   0   0.005   4.6656   0.5738   0.3965
 O92  N2    N   N     0  -0.414   3.6046  -0.1093   0.0257
 O92  C3    C   CR6   0   0.481   4.6812   1.2548   1.6466
 O92  N4    N   NH2   0  -0.829   5.7101   1.9801   2.0848
 O92  N1    N   N     0  -0.413   3.6087   1.1675   2.4460
 O92  C2    C   CR16  0  -0.095   2.5706   0.4735   2.0397
 O92  C1    C   CR6   0   0.175   2.5345  -0.1780   0.8039
 O92  C5    C   CR6   0   0.105   1.3805  -0.9580   0.3326
 O92  C11   C   CR16  0  -0.334   0.1093  -0.7649   0.8676
 O92  C7    C   CR16  0  -0.289   1.5315  -1.9073  -0.6773
 O92  C8    C   CR16  0  -0.181   0.4558  -2.6487  -1.1307
 O92  C9    C   CR6   0  -0.042  -0.8026  -2.4604  -0.5822
 O92  CL1   CL  CL    0  -0.083  -2.1096  -3.4013  -1.1857
 O92  C10   C   CR6   0  -0.115  -0.9727  -1.5075   0.4195
 O92  S1    S   S     0   1.374  -2.5545  -1.2041   1.1687
 O92  O2    O   OS    0  -0.637  -3.1500  -2.4546   1.5938
 O92  O3    O   OS    0  -0.626  -2.3668  -0.1358   2.1344
 O92  N5    N   NC1   0  -0.811  -3.4502  -0.6700  -0.1213
 O92  C14   C   CR6   0   0.118  -3.2883   0.6719  -0.5315
 O92  C17   C   CR16  0  -0.268  -2.3334   1.0044  -1.4849
 O92  C18   C   CR16  0  -0.256  -2.1665   2.3242  -1.8736
 O92  C15   C   CR16  0  -0.398  -2.9604   3.3245  -1.3297
 O92  C16   C   CR6   0   0.398  -3.9133   2.9885  -0.3903
 O92  F2    F   F     0  -0.303  -4.6951   3.9274   0.1487
 O92  C13   C   CR6   0   0.419  -4.0705   1.6771   0.0200
 O92  F1    F   F     0  -0.288  -4.9901   1.3794   0.9355
 O92  H121  H   HCH3  0   0.241   6.9413   0.8273  -3.0612
 O92  H122  H   HCH3  0   0.240   7.5721  -0.6561  -2.3359
 O92  H123  H   HCH3  0   0.254   6.2748  -0.7383  -3.5289
 O92  H3    H   HNH1  0   0.412   4.7789  -0.5734  -1.8039
 O92  H41N  H   HNH2  0   0.418   6.5397   2.0759   1.5227
 O92  H42N  H   HNH2  0   0.400   5.6452   2.4391   2.9772
 O92  H2    H   HCR6  0   0.277   1.7369   0.4157   2.7301
 O92  H11   H   HCR6  0   0.288  -0.0521  -0.0155   1.6294
 O92  H7    H   HCR6  0   0.279   2.5055  -2.0773  -1.1150
 O92  H8    H   HCR6  0   0.297   0.5951  -3.3821  -1.9128
 O92  H5    H   HNC1  0   0.433  -4.3893  -1.0548  -0.1313
 O92  H17   H   HCR6  0   0.282  -1.7330   0.2203  -1.9254
 O92  H18   H   HCR6  0   0.281  -1.4213   2.5773  -2.6143
 O92  H15   H   HCR6  0   0.300  -2.8484   4.3565  -1.6345

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
 O92  C12  N3    single    1.442  0.020  1.442
 O92  N3   C6    single    1.333  0.020  1.333
 O92  C6   O1    double    1.231  0.020  1.231
 O92  C6   C4    single    1.493  0.020  1.493
 O92  C4   N2    aromatic  1.315  0.020  1.315
 O92  C4   C3    aromatic  1.424  0.020  1.424
 O92  N2   C1    aromatic  1.325  0.020  1.325
 O92  C3   N4    single    1.333  0.020  1.333
 O92  C3   N1    aromatic  1.340  0.020  1.340
 O92  N1   C2    aromatic  1.313  0.020  1.313
 O92  C2   C1    aromatic  1.397  0.020  1.397
 O92  C1   C5    single    1.470  0.020  1.470
 O92  C5   C11   aromatic  1.393  0.020  1.393
 O92  C5   C7    aromatic  1.394  0.020  1.394
 O92  C11  C10   aromatic  1.387  0.020  1.387
 O92  C7   C8    aromatic  1.383  0.020  1.383
 O92  C8   C9    aromatic  1.386  0.020  1.386
 O92  C9   CL1   single    1.720  0.020  1.720
 O92  C9   C10   aromatic  1.393  0.020  1.393
 O92  C10  S1    single    1.776  0.020  1.776
 O92  S1   O2    double    1.449  0.020  1.449
 O92  S1   O3    double    1.452  0.020  1.452
 O92  S1   N5    single    1.659  0.020  1.659
 O92  N5   C14   single    1.412  0.020  1.412
 O92  C14  C17   aromatic  1.390  0.020  1.390
 O92  C14  C13   aromatic  1.388  0.020  1.388
 O92  C17  C18   aromatic  1.386  0.020  1.386
 O92  C18  C15   aromatic  1.388  0.020  1.388
 O92  C15  C16   aromatic  1.380  0.020  1.380
 O92  C16  F2    single    1.335  0.020  1.335
 O92  C16  C13   aromatic  1.383  0.020  1.383
 O92  C13  F1    single    1.331  0.020  1.331
 O92  C12  H121  single    0.970  0.020  1.090
 O92  C12  H122  single    0.970  0.020  1.090
 O92  C12  H123  single    0.970  0.020  1.090
 O92  N3   H3    single    0.860  0.020  1.020
 O92  N4   H41N  single    0.860  0.020  1.020
 O92  N4   H42N  single    0.860  0.020  1.020
 O92  C2   H2    single    0.930  0.020  1.080
 O92  C11  H11   single    0.930  0.020  1.080
 O92  C7   H7    single    0.930  0.020  1.080
 O92  C8   H8    single    0.930  0.020  1.080
 O92  N5   H5    single    0.890  0.020  1.040
 O92  C17  H17   single    0.930  0.020  1.080
 O92  C18  H18   single    0.930  0.020  1.080
 O92  C15  H15   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
 O92  H123  C12  H122  108.30  3.000
 O92  H123  C12  H121  108.37  3.000
 O92  H122  C12  H121  108.28  3.000
 O92  H123  C12  N3    108.38  3.000
 O92  H122  C12  N3    111.82  3.000
 O92  H121  C12  N3    111.58  3.000
 O92  H3    N3   C6    117.92  3.000
 O92  H3    N3   C12   119.67  3.000
 O92  C6    N3   C12   122.41  3.000
 O92  C4    C6   O1    121.80  3.000
 O92  C4    C6   N3    115.22  3.000
 O92  O1    C6   N3    122.98  3.000
 O92  C3    C4   N2    120.32  3.000
 O92  C3    C4   C6    122.51  3.000
 O92  N2    C4   C6    117.17  3.000
 O92  C1    N2   C4    120.86  3.000
 O92  N1    C3   N4    117.20  3.000
 O92  N1    C3   C4    118.93  3.000
 O92  N4    C3   C4    123.87  3.000
 O92  H42N  N4   H41N  120.35  3.000
 O92  H42N  N4   C3    119.35  3.000
 O92  H41N  N4   C3    120.29  3.000
 O92  C2    N1   C3    118.84  3.000
 O92  H2    C2   C1    121.23  3.000
 O92  H2    C2   N1    116.05  3.000
 O92  C1    C2   N1    122.71  3.000
 O92  C5    C1   C2    123.43  3.000
 O92  C5    C1   N2    118.24  3.000
 O92  C2    C1   N2    118.32  3.000
 O92  C7    C5   C11   118.13  3.000
 O92  C7    C5   C1    120.55  3.000
 O92  C11   C5   C1    121.32  3.000
 O92  H11   C11  C10   118.86  3.000
 O92  H11   C11  C5    120.21  3.000
 O92  C10   C11  C5    120.92  3.000
 O92  H7    C7   C8    118.93  3.000
 O92  H7    C7   C5    119.86  3.000
 O92  C8    C7   C5    121.22  3.000
 O92  H8    C8   C9    119.71  3.000
 O92  H8    C8   C7    120.04  3.000
 O92  C9    C8   C7    120.26  3.000
 O92  C10   C9   CL1   122.27  3.000
 O92  C10   C9   C8    119.24  3.000
 O92  CL1   C9   C8    118.49  3.000
 O92  S1    C10  C9    121.93  3.000
 O92  S1    C10  C11   117.84  3.000
 O92  C9    C10  C11   120.23  3.000
 O92  N5    S1   O3    110.49  3.000
 O92  N5    S1   O2    106.51  3.000
 O92  O3    S1   O2    119.53  3.000
 O92  N5    S1   C10   102.00  3.000
 O92  O3    S1   C10   106.92  3.000
 O92  O2    S1   C10   110.02  3.000
 O92  H5    N5   C14   117.61  3.000
 O92  H5    N5   S1    112.65  3.000
 O92  C14   N5   S1    118.03  3.000
 O92  C13   C14  C17   119.12  3.000
 O92  C13   C14  N5    120.53  3.000
 O92  C17   C14  N5    120.35  3.000
 O92  H17   C17  C18   120.62  3.000
 O92  H17   C17  C14   119.18  3.000
 O92  C18   C17  C14   120.19  3.000
 O92  H18   C18  C15   119.61  3.000
 O92  H18   C18  C17   119.88  3.000
 O92  C15   C18  C17   120.50  3.000
 O92  H15   C15  C16   119.71  3.000
 O92  H15   C15  C18   121.19  3.000
 O92  C16   C15  C18   119.10  3.000
 O92  C13   C16  F2    118.71  3.000
 O92  C13   C16  C15   120.76  3.000
 O92  F2    C16  C15   120.53  3.000
 O92  F1    C13  C16   119.64  3.000
 O92  F1    C13  C14   120.04  3.000
 O92  C16   C13  C14   120.31  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
 O92  CONST_01  C2    C1   N2   C4      0.00   0.0  0
 O92  CONST_02  C5    C1   N2   C4    180.00   0.0  0
 O92  CONST_03  C2    N1   C3   C4      0.00   0.0  0
 O92  CONST_04  N1    C3   C4   N2      0.00   0.0  0
 O92  CONST_05  N1    C2   C1   N2      0.00   0.0  0
 O92  CONST_08  C1    N2   C4   C3      0.00   0.0  0
 O92  CONST_09  C1    C2   N1   C3      0.00   0.0  0
 O92  CONST_10  C5    C1   C2   N1    180.00   0.0  0
 O92  CONST_13  C10   C11  C5   C1    180.00   0.0  0
 O92  CONST_14  C8    C7   C5   C1    180.00   0.0  0
 O92  CONST_15  C9    C10  C11  C5      0.00   0.0  0
 O92  CONST_16  C9    C8   C7   C5      0.00   0.0  0
 O92  CONST_17  C8    C7   C5   C11     0.00   0.0  0
 O92  CONST_18  C8    C9   C10  C11     0.00   0.0  0
 O92  CONST_19  C10   C11  C5   C7      0.00   0.0  0
 O92  CONST_20  C10   C9   C8   C7      0.00   0.0  0
 O92  CONST_21  C15   C18  C17  C14     0.00   0.0  0
 O92  CONST_22  C15   C16  C13  C14     0.00   0.0  0
 O92  CONST_23  C16   C13  C14  C17     0.00   0.0  0
 O92  CONST_24  C16   C15  C18  C17     0.00   0.0  0
 O92  CONST_25  C13   C14  C17  C18     0.00   0.0  0
 O92  CONST_26  C13   C16  C15  C18     0.00   0.0  0
 O92  CONST_27  C1    N2   C4   C6    180.00   0.0  0
 O92  CONST_28  N1    C3   C4   C6    180.00   0.0  0
 O92  CONST_29  N4    C3   C4   N2    180.00   0.0  0
 O92  CONST_30  C2    N1   C3   N4    180.00   0.0  0
 O92  CONST_31  S1    C10  C11  C5    180.00   0.0  0
 O92  CONST_32  CL1   C9   C10  C11   180.00   0.0  0
 O92  CONST_33  CL1   C9   C8   C7    180.00   0.0  0
 O92  CONST_34  S1    C10  C9   C8    180.00   0.0  0
 O92  CONST_35  C18   C17  C14  N5    180.00   0.0  0
 O92  CONST_36  C16   C13  C14  N5    180.00   0.0  0
 O92  CONST_37  F2    C16  C13  C14   180.00   0.0  0
 O92  CONST_38  F1    C13  C14  C17   180.00   0.0  0
 O92  CONST_39  F2    C16  C15  C18   180.00   0.0  0
 O92  CONST_40  F1    C13  C16  C15   180.00   0.0  0
 O92  CONST_41  H2    C2   C1   N2    180.00   0.0  0
 O92  CONST_42  H11   C11  C5   C1      0.00   0.0  0
 O92  CONST_43  H7    C7   C5   C1      0.00   0.0  0
 O92  CONST_44  H8    C8   C7   C5    180.00   0.0  0
 O92  CONST_45  H18   C18  C17  C14   180.00   0.0  0
 O92  CONST_46  H15   C15  C18  C17   180.00   0.0  0
 O92  CONST_47  H17   C17  C18  C15   180.00   0.0  0
 O92  CONST_50  H41N  N4   C3   C4      0.00   0.0  0
 O92  CONST_51  H42N  N4   C3   C4    180.00   0.0  0
 O92  CONST_53  C4    C6   N3   C12   180.00   0.0  0
 O92  CONST_54  H3    N3   C6   C4      0.00   0.0  0
 O92  CONST_55  O1    C6   N3   C12     0.00   0.0  0
 O92  Var_01    N2    C4   C6   N3     -0.57  30.0  2
 O92  Var_02    O2    S1   C10  C11  -129.48  30.0  2
 O92  Var_03    C14   N5   S1   C10   -79.32  30.0  3
 O92  Var_04    H121  C12  N3   C6    -57.89  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
 O92  plan-1  C6    0.020
 O92  plan-1  C4    0.020
 O92  plan-1  N2    0.020
 O92  plan-1  C3    0.020
 O92  plan-1  N4    0.020
 O92  plan-1  N1    0.020
 O92  plan-1  C2    0.020
 O92  plan-1  C1    0.020
 O92  plan-1  C5    0.020
 O92  plan-1  H2    0.020
 O92  plan-2  C1    0.020
 O92  plan-2  C5    0.020
 O92  plan-2  C11   0.020
 O92  plan-2  C7    0.020
 O92  plan-2  C8    0.020
 O92  plan-2  C9    0.020
 O92  plan-2  CL1   0.020
 O92  plan-2  C10   0.020
 O92  plan-2  S1    0.020
 O92  plan-2  H11   0.020
 O92  plan-2  H7    0.020
 O92  plan-2  H8    0.020
 O92  plan-3  N5    0.020
 O92  plan-3  C14   0.020
 O92  plan-3  C17   0.020
 O92  plan-3  C18   0.020
 O92  plan-3  C15   0.020
 O92  plan-3  C16   0.020
 O92  plan-3  F2    0.020
 O92  plan-3  C13   0.020
 O92  plan-3  F1    0.020
 O92  plan-3  H17   0.020
 O92  plan-3  H18   0.020
 O92  plan-3  H15   0.020
 O92  plan-4  C12   0.020
 O92  plan-4  N3    0.020
 O92  plan-4  C6    0.020
 O92  plan-4  O1    0.020
 O92  plan-4  C4    0.020
 O92  plan-4  H3    0.020
 O92  plan-5  C3    0.020
 O92  plan-5  N4    0.020
 O92  plan-5  H41N  0.020
 O92  plan-5  H42N  0.020
 O92  plan-6  S1    0.020
 O92  plan-6  N5    0.020
 O92  plan-6  C14   0.020
 O92  plan-6  H5    0.020

