# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 00:21:33 2020
#   Inital geometry file: a 148 line input string
#   Ligand name: 4-{[6-(cyclohexylmethyl)pyridine-2-carbonyl]amino}-3-[(4-fluorophenyl)amino]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(NC(=O)c2cccc(CC3CCCCC3)n2)c(Nc4ccc(F)cc4)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
 8MA  8MA  '4-{[6-(cyclohexylmethyl)pyridine-2-carbonyl]amino}-3-[(4-fluorophenyl)amino]benzoic acid'  ligand  58  33  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_8MA
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
 8MA  C10   C  CH2    0  -0.429   5.9905  -1.0239  -2.2584
 8MA  C13   C  CH2    0  -0.419   5.7341   1.8984  -2.2398
 8MA  C17   C  CR6    0   0.250  -0.9924  -0.0840  -0.9043
 8MA  C20   C  CR6    0  -0.096  -3.3070  -0.7583  -2.3179
 8MA  C21   C  CR16   0  -0.321  -2.0525  -1.1085  -2.8126
 8MA  C22   C  CR16   0  -0.278  -0.9098  -0.7714  -2.1089
 8MA  C28   C  CR16   0  -0.333  -3.2727   1.9610   2.7462
 8MA  C01   C  CR16   0  -0.308   2.2730  -0.3454   2.7561
 8MA  C02   C  CR16   0  -0.142   3.5585  -0.0112   3.1540
 8MA  C03   C  CR16   0  -0.340   4.3661   0.7084   2.2902
 8MA  C04   C  CR6    0   0.265   3.8674   1.0866   1.0439
 8MA  N05   N  N      0  -0.458   2.6313   0.7700   0.6766
 8MA  C06   C  CR6    0   0.115   1.8597   0.0730   1.5010
 8MA  C07   C  CH2    0  -0.485   4.7014   1.8385   0.0499
 8MA  C08   C  CH1    0  -0.228   4.9623   1.0447  -1.2347
 8MA  C09   C  CH2    0  -0.417   5.7105  -0.2611  -0.9665
 8MA  C11   C  CH2    0  -0.430   6.7554  -0.1648  -3.2592
 8MA  C12   C  CH2    0  -0.432   6.0174   1.1414  -3.5336
 8MA  C14   C  C      0   0.505   0.4853  -0.2822   1.0117
 8MA  O15   O  O      0  -0.445  -0.2713  -0.9738   1.6688
 8MA  N16   N  NH1    0  -0.751   0.1878   0.2314  -0.2010
 8MA  C18   C  CR6    0   0.343  -2.2433   0.3107  -0.4102
 8MA  C19   C  CR16   0  -0.372  -3.3844  -0.0423  -1.1315
 8MA  C23   C  C      0   0.400  -4.5767  -1.1248  -3.0793
 8MA  O24   O  OC    -1  -0.592  -4.4220  -1.7392  -4.1511
 8MA  O25   O  O      0  -0.590  -5.6573  -0.7783  -2.5653
 8MA  N26   N  NH1    0  -0.787  -2.3193   1.1013   0.7275
 8MA  C27   C  CR6    0   0.356  -3.1968   0.9452   1.7866
 8MA  C29   C  CR16   0  -0.399  -4.1205   1.8561   3.8364
 8MA  C30   C  CR6    0   0.488  -4.9150   0.7336   3.9626
 8MA  C31   C  CR16   0  -0.402  -4.8636  -0.2877   3.0363
 8MA  C32   C  CR16   0  -0.306  -3.9990  -0.1862   1.9561
 8MA  F33   F  F      0  -0.325  -5.7540   0.6326   5.0133
 8MA  H102  H  HCH2   0   0.226   6.5447  -1.9398  -2.0389
 8MA  H101  H  HCH2   0   0.208   5.0395  -1.3358  -2.7037
 8MA  H132  H  HCH2   0   0.226   5.1793   2.8168  -2.4530
 8MA  H131  H  HCH2   0   0.206   6.6838   2.2080  -1.7867
 8MA  H211  H  HCR6   0   0.243  -1.9725  -1.6535  -3.7429
 8MA  H221  H  HCR6   0   0.259   0.0664  -1.0571  -2.4814
 8MA  H011  H  HCR6   0   0.274   1.6149  -0.9145   3.3966
 8MA  H021  H  HCR6   0   0.278   3.9270  -0.3150   4.1247
 8MA  H031  H  HCR6   0   0.271   5.3764   0.9756   2.5700
 8MA  H072  H  HCH2   0   0.254   4.1883   2.7699  -0.2087
 8MA  H071  H  HCH2   0   0.238   5.6538   2.1201   0.5068
 8MA  H081  H  HCH1   0   0.218   3.9884   0.7947  -1.6754
 8MA  H091  H  HCH2   0   0.229   5.1416  -0.8956  -0.2812
 8MA  H092  H  HCH2   0   0.205   6.6593  -0.0330  -0.4647
 8MA  H111  H  HCH2   0   0.207   7.7498   0.0597  -2.8575
 8MA  H112  H  HCH2   0   0.225   6.9131  -0.7148  -4.1904
 8MA  H121  H  HCH2   0   0.208   5.0706   0.9231  -4.0400
 8MA  H122  H  HCH2   0   0.226   6.5968   1.7695  -4.2149
 8MA  H161  H  HNH1   0   0.411   0.9452   0.6954  -0.6855
 8MA  H191  H  HCR6   0   0.262  -4.3573   0.2695  -0.7748
 8MA  H261  H  HNH1   0   0.388  -1.5116   1.6735   0.9166
 8MA  H291  H  HCR6   0   0.277  -4.1654   2.6488   4.5717
 8MA  H311  H  HCR6   0   0.276  -5.4810  -1.1686   3.1561
 8MA  H321  H  HCR6   0   0.278  -3.9482  -1.0075   1.2555
 8MA  H281  H  HCR6   0   0.269  -2.6578   2.8465   2.6388

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
 8MA  C12  C11   single    1.525  0.020  1.525
 8MA  C12  C13   single    1.526  0.020  1.526
 8MA  C11  C10   single    1.525  0.020  1.525
 8MA  C13  C08   single    1.528  0.020  1.528
 8MA  C10  C09   single    1.526  0.020  1.526
 8MA  F33  C30   single    1.348  0.020  1.348
 8MA  C09  C08   single    1.529  0.020  1.529
 8MA  C08  C07   single    1.532  0.020  1.532
 8MA  C29  C30   aromatic  1.381  0.020  1.381
 8MA  C29  C28   aromatic  1.385  0.020  1.385
 8MA  C30  C31   aromatic  1.380  0.020  1.380
 8MA  C02  C01   aromatic  1.387  0.020  1.387
 8MA  C02  C03   aromatic  1.384  0.020  1.384
 8MA  C01  C06   aromatic  1.386  0.020  1.386
 8MA  C03  C04   aromatic  1.395  0.020  1.395
 8MA  C28  C27   aromatic  1.399  0.020  1.399
 8MA  C06  N05   aromatic  1.327  0.020  1.327
 8MA  C06  C14   single    1.501  0.020  1.501
 8MA  C04  N05   aromatic  1.328  0.020  1.328
 8MA  C04  C07   single    1.500  0.020  1.500
 8MA  O15  C14   double    1.218  0.020  1.218
 8MA  C14  N16   single    1.350  0.020  1.350
 8MA  C22  C21   aromatic  1.384  0.020  1.384
 8MA  C22  C17   aromatic  1.389  0.020  1.389
 8MA  N16  C17   single    1.410  0.020  1.410
 8MA  C21  C20   aromatic  1.393  0.020  1.393
 8MA  C17  C18   aromatic  1.402  0.020  1.402
 8MA  C31  C32   aromatic  1.387  0.020  1.387
 8MA  O25  C23   deloc     1.246  0.020  1.246
 8MA  C27  C32   aromatic  1.397  0.020  1.397
 8MA  C27  N26   single    1.384  0.020  1.384
 8MA  C20  C19   aromatic  1.388  0.020  1.388
 8MA  C20  C23   single    1.525  0.020  1.525
 8MA  C18  C19   aromatic  1.395  0.020  1.395
 8MA  C18  N26   single    1.387  0.020  1.387
 8MA  C23  O24   deloc     1.245  0.020  1.245
 8MA  C10  H102  single    0.970  0.020  1.090
 8MA  C10  H101  single    0.970  0.020  1.090
 8MA  C13  H132  single    0.970  0.020  1.090
 8MA  C13  H131  single    0.970  0.020  1.090
 8MA  C21  H211  single    0.930  0.020  1.080
 8MA  C22  H221  single    0.930  0.020  1.080
 8MA  C28  H281  single    0.930  0.020  1.080
 8MA  C01  H011  single    0.930  0.020  1.080
 8MA  C02  H021  single    0.930  0.020  1.080
 8MA  C03  H031  single    0.930  0.020  1.080
 8MA  C07  H072  single    0.970  0.020  1.090
 8MA  C07  H071  single    0.970  0.020  1.090
 8MA  C08  H081  single    0.970  0.020  1.090
 8MA  C09  H091  single    0.970  0.020  1.090
 8MA  C09  H092  single    0.970  0.020  1.090
 8MA  C11  H111  single    0.970  0.020  1.090
 8MA  C11  H112  single    0.970  0.020  1.090
 8MA  C12  H121  single    0.970  0.020  1.090
 8MA  C12  H122  single    0.970  0.020  1.090
 8MA  N16  H161  single    0.860  0.020  1.020
 8MA  C19  H191  single    0.930  0.020  1.080
 8MA  N26  H261  single    0.860  0.020  1.020
 8MA  C29  H291  single    0.930  0.020  1.080
 8MA  C31  H311  single    0.930  0.020  1.080
 8MA  C32  H321  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
 8MA  H101  C10  H102  106.46  3.000
 8MA  H101  C10  C11   109.22  3.000
 8MA  H102  C10  C11   110.47  3.000
 8MA  H101  C10  C09   109.09  3.000
 8MA  H102  C10  C09   110.00  3.000
 8MA  C11   C10  C09   111.47  3.000
 8MA  H131  C13  H132  106.41  3.000
 8MA  H131  C13  C12   109.25  3.000
 8MA  H132  C13  C12   110.20  3.000
 8MA  H131  C13  C08   108.87  3.000
 8MA  H132  C13  C08   109.94  3.000
 8MA  C12   C13  C08   111.99  3.000
 8MA  C18   C17  N16   120.55  3.000
 8MA  C18   C17  C22   119.87  3.000
 8MA  N16   C17  C22   119.57  3.000
 8MA  C23   C20  C19   120.28  3.000
 8MA  C23   C20  C21   120.79  3.000
 8MA  C19   C20  C21   118.91  3.000
 8MA  H211  C21  C22   119.95  3.000
 8MA  H211  C21  C20   119.93  3.000
 8MA  C22   C21  C20   120.11  3.000
 8MA  H221  C22  C21   120.34  3.000
 8MA  H221  C22  C17   118.83  3.000
 8MA  C21   C22  C17   120.82  3.000
 8MA  H281  C28  C29   119.16  3.000
 8MA  H281  C28  C27   119.64  3.000
 8MA  C29   C28  C27   121.20  3.000
 8MA  H011  C01  C06   120.94  3.000
 8MA  H011  C01  C02   121.44  3.000
 8MA  C06   C01  C02   117.61  3.000
 8MA  H021  C02  C03   120.48  3.000
 8MA  H021  C02  C01   120.37  3.000
 8MA  C03   C02  C01   119.15  3.000
 8MA  H031  C03  C04   119.87  3.000
 8MA  H031  C03  C02   120.78  3.000
 8MA  C04   C03  C02   119.35  3.000
 8MA  C07   C04  N05   116.99  3.000
 8MA  C07   C04  C03   121.97  3.000
 8MA  N05   C04  C03   121.02  3.000
 8MA  C06   N05  C04   119.65  3.000
 8MA  C14   C06  N05   117.01  3.000
 8MA  C14   C06  C01   119.77  3.000
 8MA  N05   C06  C01   123.21  3.000
 8MA  H071  C07  H072  106.73  3.000
 8MA  H071  C07  C08   109.60  3.000
 8MA  H072  C07  C08   108.82  3.000
 8MA  H071  C07  C04   109.67  3.000
 8MA  H072  C07  C04   108.82  3.000
 8MA  C08   C07  C04   112.99  3.000
 8MA  H081  C08  C09   108.07  3.000
 8MA  H081  C08  C07   107.67  3.000
 8MA  C09   C08  C07   112.25  3.000
 8MA  H081  C08  C13   108.13  3.000
 8MA  C07   C08  C13   110.37  3.000
 8MA  C09   C08  C13   110.21  3.000
 8MA  H092  C09  H091  106.49  3.000
 8MA  H092  C09  C08   109.02  3.000
 8MA  H091  C09  C08   110.55  3.000
 8MA  H092  C09  C10   109.41  3.000
 8MA  H091  C09  C10   109.62  3.000
 8MA  C08   C09  C10   111.61  3.000
 8MA  H112  C11  H111  106.53  3.000
 8MA  H112  C11  C12   110.33  3.000
 8MA  H111  C11  C12   109.24  3.000
 8MA  H112  C11  C10   110.37  3.000
 8MA  H111  C11  C10   109.27  3.000
 8MA  C12   C11  C10   110.97  3.000
 8MA  H122  C12  H121  106.53  3.000
 8MA  H122  C12  C11   110.36  3.000
 8MA  H121  C12  C11   109.30  3.000
 8MA  H122  C12  C13   110.00  3.000
 8MA  H121  C12  C13   109.30  3.000
 8MA  C11   C12  C13   111.24  3.000
 8MA  N16   C14  O15   124.32  3.000
 8MA  N16   C14  C06   113.86  3.000
 8MA  O15   C14  C06   121.83  3.000
 8MA  H161  N16  C14   116.08  3.000
 8MA  H161  N16  C17   119.36  3.000
 8MA  C14   N16  C17   123.20  3.000
 8MA  N26   C18  C19   121.55  3.000
 8MA  N26   C18  C17   119.89  3.000
 8MA  C19   C18  C17   118.45  3.000
 8MA  H191  C19  C18   119.47  3.000
 8MA  H191  C19  C20   118.73  3.000
 8MA  C18   C19  C20   121.79  3.000
 8MA  O25   C23  O24   126.88  3.000
 8MA  O24   C23  C20   116.41  3.000
 8MA  O25   C23  C20   116.70  3.000
 8MA  H261  N26  C27   115.38  3.000
 8MA  H261  N26  C18   115.69  3.000
 8MA  C27   N26  C18   126.71  3.000
 8MA  C32   C27  N26   123.24  3.000
 8MA  N26   C27  C28   118.50  3.000
 8MA  C32   C27  C28   118.25  3.000
 8MA  H291  C29  C30   120.62  3.000
 8MA  H291  C29  C28   120.32  3.000
 8MA  C30   C29  C28   119.05  3.000
 8MA  F33   C30  C31   119.39  3.000
 8MA  C31   C30  C29   121.26  3.000
 8MA  F33   C30  C29   119.35  3.000
 8MA  H311  C31  C32   120.08  3.000
 8MA  H311  C31  C30   120.46  3.000
 8MA  C32   C31  C30   119.46  3.000
 8MA  H321  C32  C31   118.59  3.000
 8MA  H321  C32  C27   120.64  3.000
 8MA  C31   C32  C27   120.77  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
 8MA  CONST_01  C20   C21  C22  C17     0.00   0.0  0
 8MA  CONST_02  C20   C19  C18  C17     0.00   0.0  0
 8MA  CONST_03  C18   C17  C22  C21     0.00   0.0  0
 8MA  CONST_04  C18   C19  C20  C21     0.00   0.0  0
 8MA  CONST_05  C19   C20  C21  C22     0.00   0.0  0
 8MA  CONST_06  C19   C18  C17  C22     0.00   0.0  0
 8MA  CONST_07  C31   C30  C29  C28     0.00   0.0  0
 8MA  CONST_08  C31   C32  C27  C28     0.00   0.0  0
 8MA  CONST_09  C04   C03  C02  C01     0.00   0.0  0
 8MA  CONST_10  C04   N05  C06  C01     0.00   0.0  0
 8MA  CONST_11  N05   C06  C01  C02     0.00   0.0  0
 8MA  CONST_12  N05   C04  C03  C02     0.00   0.0  0
 8MA  CONST_13  C06   C01  C02  C03     0.00   0.0  0
 8MA  CONST_14  C06   N05  C04  C03     0.00   0.0  0
 8MA  CONST_15  C30   C29  C28  C27     0.00   0.0  0
 8MA  CONST_16  C30   C31  C32  C27     0.00   0.0  0
 8MA  CONST_17  C32   C31  C30  C29     0.00   0.0  0
 8MA  CONST_18  C32   C27  C28  C29     0.00   0.0  0
 8MA  CONST_19  N26   C18  C19  C20   180.00   0.0  0
 8MA  CONST_20  N16   C17  C22  C21   180.00   0.0  0
 8MA  CONST_21  C23   C20  C21  C22   180.00   0.0  0
 8MA  CONST_22  N26   C18  C17  C22   180.00   0.0  0
 8MA  CONST_23  F33   C30  C29  C28   180.00   0.0  0
 8MA  CONST_24  C14   C06  C01  C02   180.00   0.0  0
 8MA  CONST_25  C07   C04  C03  C02   180.00   0.0  0
 8MA  CONST_26  C14   C06  N05  C04   180.00   0.0  0
 8MA  CONST_27  C07   C04  N05  C06   180.00   0.0  0
 8MA  CONST_28  C19   C18  C17  N16   180.00   0.0  0
 8MA  CONST_29  C23   C20  C19  C18   180.00   0.0  0
 8MA  CONST_30  C29   C28  C27  N26   180.00   0.0  0
 8MA  CONST_31  C31   C32  C27  N26   180.00   0.0  0
 8MA  CONST_32  F33   C30  C31  C32   180.00   0.0  0
 8MA  CONST_33  H211  C21  C22  C17   180.00   0.0  0
 8MA  CONST_34  H191  C19  C18  C17   180.00   0.0  0
 8MA  CONST_35  H221  C22  C21  C20   180.00   0.0  0
 8MA  CONST_36  H321  C32  C27  C28   180.00   0.0  0
 8MA  CONST_37  H031  C03  C02  C01   180.00   0.0  0
 8MA  CONST_38  H011  C01  C02  C03   180.00   0.0  0
 8MA  CONST_39  H021  C02  C03  C04   180.00   0.0  0
 8MA  CONST_40  H291  C29  C28  C27   180.00   0.0  0
 8MA  CONST_41  H311  C31  C32  C27   180.00   0.0  0
 8MA  CONST_42  H281  C28  C29  C30   180.00   0.0  0
 8MA  CONST_43  C06   C14  N16  C17   180.00   0.0  0
 8MA  CONST_47  O15   C14  N16  C17     0.00   0.0  0
 8MA  Var_01    C13   C12  C11  C10    54.94  30.0  1
 8MA  Var_02    C11   C12  C13  C08   -55.62  30.0  1
 8MA  Var_03    C11   C10  C09  C08    55.85  30.0  1
 8MA  Var_04    C12   C11  C10  C09   -55.23  30.0  1
 8MA  Var_05    C27   N26  C18  C17  -136.70  30.0  2
 8MA  Var_06    C18   N26  C27  C28  -169.90  30.0  2
 8MA  Var_07    C08   C07  C04  C03   115.89  30.0  2
 8MA  Var_08    O25   C23  C20  C21   179.76  30.0  2
 8MA  Var_09    O15   C14  C06  C01    -2.66  30.0  2

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 8MA  chir_01  C08  C13  C09  C07  negativ

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
 8MA  plan-1  C17   0.020
 8MA  plan-1  C20   0.020
 8MA  plan-1  C21   0.020
 8MA  plan-1  C22   0.020
 8MA  plan-1  N16   0.020
 8MA  plan-1  C18   0.020
 8MA  plan-1  C19   0.020
 8MA  plan-1  C23   0.020
 8MA  plan-1  N26   0.020
 8MA  plan-1  H211  0.020
 8MA  plan-1  H221  0.020
 8MA  plan-1  H191  0.020
 8MA  plan-2  C01   0.020
 8MA  plan-2  C02   0.020
 8MA  plan-2  C03   0.020
 8MA  plan-2  C04   0.020
 8MA  plan-2  N05   0.020
 8MA  plan-2  C06   0.020
 8MA  plan-2  C07   0.020
 8MA  plan-2  C14   0.020
 8MA  plan-2  H011  0.020
 8MA  plan-2  H021  0.020
 8MA  plan-2  H031  0.020
 8MA  plan-3  C28   0.020
 8MA  plan-3  N26   0.020
 8MA  plan-3  C27   0.020
 8MA  plan-3  C29   0.020
 8MA  plan-3  C30   0.020
 8MA  plan-3  C31   0.020
 8MA  plan-3  C32   0.020
 8MA  plan-3  F33   0.020
 8MA  plan-3  H291  0.020
 8MA  plan-3  H311  0.020
 8MA  plan-3  H321  0.020
 8MA  plan-3  H281  0.020
 8MA  plan-4  C17   0.020
 8MA  plan-4  C06   0.020
 8MA  plan-4  C14   0.020
 8MA  plan-4  O15   0.020
 8MA  plan-4  N16   0.020
 8MA  plan-4  H161  0.020
 8MA  plan-5  C20   0.020
 8MA  plan-5  C23   0.020
 8MA  plan-5  O24   0.020
 8MA  plan-5  O25   0.020

