# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 16:06:17 2020
#   Inital geometry file: a 153 line input string
#   Ligand name: N-[(2-chloro-6-fluoro-phenyl)methyl]-1-methyl-N-[[4-(3-methylsulfonylphenyl)phenyl]methyl]imidazole-4-sulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1cnc(c1)[S](=O)(=O)N(Cc2ccc(cc2)c3cccc(c3)[S](C)(=O)=O)Cc4c(F)cccc4Cl
#
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
 G58  G58  N-[(2-chloro-6-fluoro-phenyl)methyl]-1-methyl-N-[[4-(3-methylsulfonylphenyl)phenyl]methyl]imidazole-4-sulfonamide  ligand  59  36  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_G58
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
 G58  C1    C   CH3   0  -0.519   7.6369   2.0361   0.9637
 G58  F1    F   F     0  -0.307   4.0970   1.7132  -1.9591
 G58  N1    N   NR5   0  -0.401   6.2359   1.7570   1.2029
 G58  O1    O   OS    0  -0.654   1.8002   2.5394   2.2423
 G58  S1    S   S     0   1.363   2.4059   2.2200   0.9586
 G58  CL1   CL  CL    0  -0.104   1.9853  -2.7248  -0.7684
 G58  C2    C   CR15  0   0.117   5.7365   0.7377   1.9413
 G58  N2    N   N     0  -0.418   4.4318   0.7507   1.9766
 G58  O2    O   OS    0  -0.649   2.3530   3.2069  -0.1060
 G58  S2    S   S     0   1.214  -7.4742  -0.0241  -1.5617
 G58  C3    C   CR5   0  -0.120   4.0838   1.8251   1.2227
 G58  N3    N   N     0  -0.571   1.6911   0.8367   0.4321
 G58  O3    O   OS    0  -0.668  -6.6121   0.1949  -2.7214
 G58  C4    C   CR15  0  -0.035   5.1830   2.4701   0.7304
 G58  O4    O   OS    0  -0.667  -8.7428  -0.7225  -1.7565
 G58  C5    C   CH2   0  -0.354   1.2053  -0.1325   1.4057
 G58  C6    C   CR6   0   0.096  -0.2562  -0.4339   1.2037
 G58  C7    C   CR16  0  -0.292  -0.7312  -1.7335   1.3316
 G58  C8    C   CR16  0  -0.291  -2.0831  -2.0131   1.1979
 G58  C9    C   CR6   0   0.074  -2.9953  -0.9968   0.9200
 G58  C10   C   CR16  0  -0.292  -2.5140   0.3068   0.7890
 G58  C11   C   CR16  0  -0.261  -1.1654   0.5844   0.9330
 G58  C12   C   CR6   0   0.106  -4.4338  -1.2869   0.7647
 G58  C13   C   CR16  0  -0.291  -5.0742  -2.2243   1.5780
 G58  C14   C   CR16  0  -0.227  -6.4266  -2.4919   1.4364
 G58  C15   C   CR16  0  -0.249  -7.1791  -1.8233   0.4815
 G58  C16   C   CR6   0  -0.183  -6.5412  -0.8947  -0.3260
 G58  C17   C   CR16  0  -0.299  -5.1861  -0.6262  -0.2038
 G58  C18   C   CH3   0  -0.789  -7.8047   1.5507  -0.8057
 G58  C19   C   CH2   0  -0.411   1.8388   0.4032  -0.9554
 G58  C20   C   CR6   0   0.033   3.1337  -0.3105  -1.2771
 G58  C21   C   CR6   0   0.535   4.2382   0.4003  -1.7355
 G58  C22   C   CR16  0  -0.391   5.4692  -0.1652  -1.9962
 G58  C23   C   CR16  0  -0.255   5.6149  -1.5313  -1.8225
 G58  C24   C   CR16  0  -0.216   4.5366  -2.3034  -1.4231
 G58  C25   C   CR6   0  -0.092   3.3192  -1.6899  -1.1689
 G58  H1    H   HCH3  0   0.271   7.9517   2.9180   1.5168
 G58  H1A   H   HCH3  0   0.271   8.2273   1.1844   1.2890
 G58  H1B   H   HCH3  0   0.268   7.8089   2.1972  -0.0972
 G58  H2    H   HCR5  0   0.297   6.3758   0.0179   2.4294
 G58  H4    H   HCR5  0   0.318   5.2972   3.3385   0.1045
 G58  H5    H   HCH2  0   0.262   1.7949  -1.0489   1.3624
 G58  H5A   H   HCH2  0   0.294   1.3545   0.2613   2.4092
 G58  H7    H   HCR6  0   0.252  -0.0389  -2.5420   1.5320
 G58  H8    H   HCR6  0   0.258  -2.4222  -3.0380   1.2858
 G58  H10   H   HCR6  0   0.256  -3.2016   1.1211   0.5964
 G58  H11   H   HCR6  0   0.250  -0.8186   1.6053   0.8313
 G58  H13   H   HCR6  0   0.270  -4.5110  -2.7392   2.3459
 G58  H14   H   HCR6  0   0.276  -6.9020  -3.2209   2.0784
 G58  H15   H   HCR6  0   0.285  -8.2356  -2.0272   0.3760
 G58  H17   H   HCR6  0   0.286  -4.7054   0.0776  -0.8720
 G58  H18   H   HCH3  0   0.295  -6.8650   2.0625  -0.6111
 G58  H18A  H   HCH3  0   0.312  -8.4061   2.1283  -1.5072
 G58  H18B  H   HCH3  0   0.297  -8.3522   1.3987   0.1216
 G58  H19   H   HCH2  0   0.292   0.9937  -0.2541  -1.1610
 G58  H19A  H   HCH2  0   0.304   1.7082   1.2597  -1.6119
 G58  H22   H   HCR6  0   0.285   6.2883   0.4481  -2.3470
 G58  H23   H   HCR6  0   0.282   6.5685  -2.0014  -2.0198
 G58  H24   H   HCR6  0   0.285   4.6368  -3.3749  -1.3227

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
 G58  C1   N1    single    1.448  0.020  1.448
 G58  C1   H1    single    0.970  0.020  1.090
 G58  C1   H1A   single    0.970  0.020  1.090
 G58  C1   H1B   single    0.970  0.020  1.090
 G58  F1   C21   single    1.339  0.020  1.339
 G58  C2   N1    aromatic  1.354  0.020  1.354
 G58  N1   C4    aromatic  1.357  0.020  1.357
 G58  S1   O1    double    1.455  0.020  1.455
 G58  C3   S1    single    1.744  0.020  1.744
 G58  N3   S1    single    1.644  0.020  1.644
 G58  S1   O2    double    1.453  0.020  1.453
 G58  C25  CL1   single    1.735  0.020  1.735
 G58  C2   N2    aromatic  1.305  0.020  1.305
 G58  C2   H2    single    0.930  0.020  1.080
 G58  N2   C3    aromatic  1.358  0.020  1.358
 G58  C18  S2    single    1.778  0.020  1.778
 G58  O3   S2    double    1.462  0.020  1.462
 G58  S2   C16   single    1.776  0.020  1.776
 G58  S2   O4    double    1.461  0.020  1.461
 G58  C4   C3    aromatic  1.366  0.020  1.366
 G58  C5   N3    single    1.457  0.020  1.457
 G58  C19  N3    single    1.461  0.020  1.461
 G58  C4   H4    single    0.930  0.020  1.080
 G58  C5   C6    single    1.506  0.020  1.506
 G58  C5   H5    single    0.970  0.020  1.090
 G58  C5   H5A   single    0.970  0.020  1.090
 G58  C11  C6    aromatic  1.392  0.020  1.392
 G58  C6   C7    aromatic  1.390  0.020  1.390
 G58  C7   C8    aromatic  1.387  0.020  1.387
 G58  C7   H7    single    0.930  0.020  1.080
 G58  C9   C8    aromatic  1.394  0.020  1.394
 G58  C8   H8    single    0.930  0.020  1.080
 G58  C10  C9    aromatic  1.396  0.020  1.396
 G58  C12  C9    single    1.476  0.020  1.476
 G58  C11  C10   aromatic  1.384  0.020  1.384
 G58  C10  H10   single    0.930  0.020  1.080
 G58  C11  H11   single    0.930  0.020  1.080
 G58  C17  C12   aromatic  1.393  0.020  1.393
 G58  C12  C13   aromatic  1.397  0.020  1.397
 G58  C14  C13   aromatic  1.386  0.020  1.386
 G58  C13  H13   single    0.930  0.020  1.080
 G58  C15  C14   aromatic  1.387  0.020  1.387
 G58  C14  H14   single    0.930  0.020  1.080
 G58  C16  C15   aromatic  1.386  0.020  1.386
 G58  C15  H15   single    0.930  0.020  1.080
 G58  C16  C17   aromatic  1.387  0.020  1.387
 G58  C17  H17   single    0.930  0.020  1.080
 G58  C18  H18   single    0.970  0.020  1.090
 G58  C18  H18A  single    0.970  0.020  1.090
 G58  C18  H18B  single    0.970  0.020  1.090
 G58  C20  C19   single    1.513  0.020  1.513
 G58  C19  H19   single    0.970  0.020  1.090
 G58  C19  H19A  single    0.970  0.020  1.090
 G58  C21  C20   aromatic  1.391  0.020  1.391
 G58  C20  C25   aromatic  1.396  0.020  1.396
 G58  C22  C21   aromatic  1.380  0.020  1.380
 G58  C22  C23   aromatic  1.385  0.020  1.385
 G58  C22  H22   single    0.930  0.020  1.080
 G58  C23  C24   aromatic  1.385  0.020  1.385
 G58  C23  H23   single    0.930  0.020  1.080
 G58  C24  C25   aromatic  1.387  0.020  1.387
 G58  C24  H24   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
 G58  H1B   C1   H1A   108.82  3.000
 G58  H1B   C1   H1    109.29  3.000
 G58  H1A   C1   H1    109.04  3.000
 G58  H1B   C1   N1    110.05  3.000
 G58  H1A   C1   N1    108.98  3.000
 G58  H1    C1   N1    110.62  3.000
 G58  C4    N1   C2    107.42  3.000
 G58  C4    N1   C1    126.29  3.000
 G58  C2    N1   C1    126.29  3.000
 G58  N3    S1   C3    106.05  3.000
 G58  N3    S1   O2    108.73  3.000
 G58  C3    S1   O2    107.45  3.000
 G58  O2    S1   O1    118.84  3.000
 G58  N3    S1   O1    106.64  3.000
 G58  C3    S1   O1    108.47  3.000
 G58  H2    C2   N2    125.91  3.000
 G58  H2    C2   N1    122.02  3.000
 G58  N2    C2   N1    112.08  3.000
 G58  C3    N2   C2    104.42  3.000
 G58  C18   S2   C16   103.65  3.000
 G58  C16   S2   O4    108.34  3.000
 G58  C18   S2   O4    108.58  3.000
 G58  O4    S2   O3    118.55  3.000
 G58  C16   S2   O3    108.40  3.000
 G58  C18   S2   O3    108.32  3.000
 G58  C4    C3   N2    111.55  3.000
 G58  C4    C3   S1    127.78  3.000
 G58  N2    C3   S1    120.65  3.000
 G58  C19   N3   C5    118.09  3.000
 G58  C19   N3   S1    120.66  3.000
 G58  C5    N3   S1    119.39  3.000
 G58  H4    C4   C3    132.51  3.000
 G58  H4    C4   N1    122.97  3.000
 G58  C3    C4   N1    104.52  3.000
 G58  H5A   C5   H5    105.46  3.000
 G58  H5A   C5   C6    109.22  3.000
 G58  H5    C5   C6    110.56  3.000
 G58  H5A   C5   N3    109.25  3.000
 G58  H5    C5   N3    110.62  3.000
 G58  C6    C5   N3    111.53  3.000
 G58  C11   C6   C7    118.61  3.000
 G58  C7    C6   C5    120.44  3.000
 G58  C11   C6   C5    120.91  3.000
 G58  H7    C7   C8    119.37  3.000
 G58  H7    C7   C6    119.78  3.000
 G58  C8    C7   C6    120.85  3.000
 G58  H8    C8   C9    120.09  3.000
 G58  H8    C8   C7    119.22  3.000
 G58  C9    C8   C7    120.68  3.000
 G58  C12   C9   C10   120.66  3.000
 G58  C12   C9   C8    121.04  3.000
 G58  C10   C9   C8    118.30  3.000
 G58  H10   C10  C11   119.09  3.000
 G58  H10   C10  C9    120.00  3.000
 G58  C11   C10  C9    120.89  3.000
 G58  H11   C11  C10   119.42  3.000
 G58  H11   C11  C6    119.92  3.000
 G58  C10   C11  C6    120.66  3.000
 G58  C17   C12  C13   118.40  3.000
 G58  C13   C12  C9    121.18  3.000
 G58  C17   C12  C9    120.42  3.000
 G58  H13   C13  C14   119.23  3.000
 G58  H13   C13  C12   119.59  3.000
 G58  C14   C13  C12   121.17  3.000
 G58  H14   C14  C15   119.66  3.000
 G58  H14   C14  C13   119.90  3.000
 G58  C15   C14  C13   120.44  3.000
 G58  H15   C15  C16   121.28  3.000
 G58  H15   C15  C14   120.42  3.000
 G58  C16   C15  C14   118.30  3.000
 G58  C17   C16  C15   121.87  3.000
 G58  C17   C16  S2    118.66  3.000
 G58  C15   C16  S2    119.46  3.000
 G58  H17   C17  C16   120.34  3.000
 G58  H17   C17  C12   119.83  3.000
 G58  C16   C17  C12   119.81  3.000
 G58  H18B  C18  H18A  110.19  3.000
 G58  H18B  C18  H18   110.38  3.000
 G58  H18A  C18  H18   110.04  3.000
 G58  H18B  C18  S2    109.41  3.000
 G58  H18A  C18  S2    107.36  3.000
 G58  H18   C18  S2    109.41  3.000
 G58  H19A  C19  H19   105.55  3.000
 G58  H19A  C19  C20   110.25  3.000
 G58  H19   C19  C20   109.81  3.000
 G58  H19A  C19  N3    109.12  3.000
 G58  H19   C19  N3    106.23  3.000
 G58  C20   C19  N3    115.36  3.000
 G58  C25   C20  C21   115.15  3.000
 G58  C25   C20  C19   124.29  3.000
 G58  C21   C20  C19   120.56  3.000
 G58  C22   C21  C20   124.14  3.000
 G58  C22   C21  F1    117.67  3.000
 G58  C20   C21  F1    118.18  3.000
 G58  H22   C22  C23   121.35  3.000
 G58  H22   C22  C21   120.30  3.000
 G58  C23   C22  C21   118.33  3.000
 G58  H23   C23  C24   119.79  3.000
 G58  H23   C23  C22   119.92  3.000
 G58  C24   C23  C22   120.28  3.000
 G58  H24   C24  C25   120.20  3.000
 G58  H24   C24  C23   120.48  3.000
 G58  C25   C24  C23   119.32  3.000
 G58  C24   C25  C20   122.66  3.000
 G58  C24   C25  CL1   116.96  3.000
 G58  C20   C25  CL1   120.34  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
 G58  CONST_01  C3   N2   C2   N1      0.00   0.0  0
 G58  CONST_02  N2   C3   C4   N1      0.00   0.0  0
 G58  CONST_03  C3   C4   N1   C2      0.00   0.0  0
 G58  CONST_04  C4   C3   N2   C2      0.00   0.0  0
 G58  CONST_05  C4   N1   C2   N2      0.00   0.0  0
 G58  CONST_06  C9   C10  C11  C6      0.00   0.0  0
 G58  CONST_07  C9   C8   C7   C6      0.00   0.0  0
 G58  CONST_08  C10  C11  C6   C7      0.00   0.0  0
 G58  CONST_09  C10  C9   C8   C7      0.00   0.0  0
 G58  CONST_10  C12  C9   C8   C7    180.00   0.0  0
 G58  CONST_11  C11  C6   C7   C8      0.00   0.0  0
 G58  CONST_12  C11  C10  C9   C8      0.00   0.0  0
 G58  CONST_15  C16  C17  C12  C9    180.00   0.0  0
 G58  CONST_16  C14  C13  C12  C9    180.00   0.0  0
 G58  CONST_19  C12  C9   C10  C11   180.00   0.0  0
 G58  CONST_20  C15  C16  C17  C12     0.00   0.0  0
 G58  CONST_21  C15  C14  C13  C12     0.00   0.0  0
 G58  CONST_22  C16  C17  C12  C13     0.00   0.0  0
 G58  CONST_23  C16  C15  C14  C13     0.00   0.0  0
 G58  CONST_24  C17  C12  C13  C14     0.00   0.0  0
 G58  CONST_25  C17  C16  C15  C14     0.00   0.0  0
 G58  CONST_26  C23  C22  C21  C20     0.00   0.0  0
 G58  CONST_27  C23  C24  C25  C20     0.00   0.0  0
 G58  CONST_28  C24  C25  C20  C21     0.00   0.0  0
 G58  CONST_29  C24  C23  C22  C21     0.00   0.0  0
 G58  CONST_30  C25  C20  C21  C22     0.00   0.0  0
 G58  CONST_31  C25  C24  C23  C22     0.00   0.0  0
 G58  CONST_32  N2   C2   N1   C1    180.00   0.0  0
 G58  CONST_33  C3   C4   N1   C1    180.00   0.0  0
 G58  CONST_34  C25  C20  C21  F1    180.00   0.0  0
 G58  CONST_35  C23  C22  C21  F1    180.00   0.0  0
 G58  CONST_36  S1   C3   C4   N1    180.00   0.0  0
 G58  CONST_37  C2   N2   C3   S1    180.00   0.0  0
 G58  CONST_38  C21  C20  C25  CL1   180.00   0.0  0
 G58  CONST_39  C23  C24  C25  CL1   180.00   0.0  0
 G58  CONST_40  C14  C15  C16  S2    180.00   0.0  0
 G58  CONST_41  C12  C17  C16  S2    180.00   0.0  0
 G58  CONST_42  C10  C11  C6   C5    180.00   0.0  0
 G58  CONST_43  C8   C7   C6   C5    180.00   0.0  0
 G58  CONST_44  C22  C21  C20  C19   180.00   0.0  0
 G58  CONST_45  C24  C25  C20  C19   180.00   0.0  0
 G58  CONST_46  H4   C4   N1   C2    180.00   0.0  0
 G58  CONST_47  H2   C2   N2   C3    180.00   0.0  0
 G58  CONST_48  H10  C10  C11  C6    180.00   0.0  0
 G58  CONST_49  H8   C8   C7   C6    180.00   0.0  0
 G58  CONST_50  H11  C11  C6   C7    180.00   0.0  0
 G58  CONST_51  H7   C7   C8   C9    180.00   0.0  0
 G58  CONST_52  H17  C17  C12  C9      0.00   0.0  0
 G58  CONST_53  H13  C13  C12  C9      0.00   0.0  0
 G58  CONST_54  H14  C14  C13  C12   180.00   0.0  0
 G58  CONST_55  H15  C15  C14  C13   180.00   0.0  0
 G58  CONST_56  H22  C22  C21  C20   180.00   0.0  0
 G58  CONST_57  H24  C24  C25  C20   180.00   0.0  0
 G58  CONST_58  H23  C23  C22  C21   180.00   0.0  0
 G58  Var_01    N2   C3   S1   O1     62.96  30.0  2
 G58  Var_02    C11  C6   C5   N3    -42.60  30.0  2
 G58  Var_03    C21  C20  C19  N3    -91.76  30.0  2
 G58  Var_04    C15  C16  S2   O3   -145.26  30.0  2
 G58  Var_05    H1   C1   N1   C2   -107.86  30.0  2
 G58  Var_06    C6   C5   N3   S1    124.01  30.0  1
 G58  Var_07    C20  C19  N3   S1     80.71  30.0  1
 G58  Var_08    C5   N3   S1   C3     85.43  30.0  3
 G58  Var_09    H18  C18  S2   C16    62.29  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
 G58  plan-1  C1   0.020
 G58  plan-1  N1   0.020
 G58  plan-1  S1   0.020
 G58  plan-1  C2   0.020
 G58  plan-1  N2   0.020
 G58  plan-1  C3   0.020
 G58  plan-1  C4   0.020
 G58  plan-1  H2   0.020
 G58  plan-1  H4   0.020
 G58  plan-2  C5   0.020
 G58  plan-2  C6   0.020
 G58  plan-2  C7   0.020
 G58  plan-2  C8   0.020
 G58  plan-2  C9   0.020
 G58  plan-2  C10  0.020
 G58  plan-2  C11  0.020
 G58  plan-2  C12  0.020
 G58  plan-2  H7   0.020
 G58  plan-2  H8   0.020
 G58  plan-2  H10  0.020
 G58  plan-2  H11  0.020
 G58  plan-3  S2   0.020
 G58  plan-3  C9   0.020
 G58  plan-3  C12  0.020
 G58  plan-3  C13  0.020
 G58  plan-3  C14  0.020
 G58  plan-3  C15  0.020
 G58  plan-3  C16  0.020
 G58  plan-3  C17  0.020
 G58  plan-3  H13  0.020
 G58  plan-3  H14  0.020
 G58  plan-3  H15  0.020
 G58  plan-3  H17  0.020
 G58  plan-4  F1   0.020
 G58  plan-4  CL1  0.020
 G58  plan-4  C19  0.020
 G58  plan-4  C20  0.020
 G58  plan-4  C21  0.020
 G58  plan-4  C22  0.020
 G58  plan-4  C23  0.020
 G58  plan-4  C24  0.020
 G58  plan-4  C25  0.020
 G58  plan-4  H22  0.020
 G58  plan-4  H23  0.020
 G58  plan-4  H24  0.020

