# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 12:41:28 2020
#   Inital geometry file: a 148 line input string
#   Ligand name: 4-{[6-(cyclohexylmethyl)pyridine-2-carbonyl]amino}-3-(phenylamino)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(NC(=O)c2cccc(CC3CCCCC3)n2)c(Nc4ccccc4)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
 8OY  8OY  '4-{[6-(cyclohexylmethyl)pyridine-2-carbonyl]amino}-3-(phenylamino)benzoic acid'  ligand  59  32  .  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_8OY
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
 8OY  O01   O  O     0  -0.450  -0.1952  -4.2058   0.2885
 8OY  C02   C  C     0   0.531  -0.6793  -3.1082   0.0815
 8OY  C03   C  CR6   0   0.116  -2.1515  -2.9182  -0.1456
 8OY  N04   N  N     0  -0.472  -2.5385  -1.7009  -0.5043
 8OY  C05   C  CR6   0   0.282  -3.8205  -1.4478  -0.7232
 8OY  C06   C  CH2   0  -0.489  -4.1841  -0.0636  -1.1818
 8OY  C07   C  CH1   0  -0.231  -3.4262   1.0583  -0.4741
 8OY  C08   C  CH2   0  -0.415  -3.6934   2.4036  -1.1469
 8OY  C09   C  CH2   0  -0.437  -2.9293   3.5321  -0.4623
 8OY  C10   C  CH2   0  -0.426  -3.2582   3.6003   1.0254
 8OY  C11   C  CH2   0  -0.431  -3.0189   2.2591   1.7102
 8OY  C12   C  CH2   0  -0.415  -3.7670   1.1272   1.0135
 8OY  C13   C  CR16  0  -0.344  -4.7801  -2.4490  -0.5643
 8OY  C14   C  CR16  0  -0.139  -4.3792  -3.7208  -0.1937
 8OY  C15   C  CR16  0  -0.309  -3.0310  -3.9751   0.0180
 8OY  N16   N  NH1   0  -0.754   0.0015  -1.9406   0.0400
 8OY  C17   C  CR6   0   0.348   1.3598  -1.7008   0.1406
 8OY  C18   C  CR16  0  -0.307   2.3450  -2.6776  -0.0035
 8OY  C19   C  CR16  0  -0.268   3.6827  -2.3264   0.0299
 8OY  C20   C  CR6   0  -0.095   4.0651  -0.9997   0.2116
 8OY  C21   C  C     0   0.532   5.4813  -0.5736   0.2493
 8OY  O22   O  O     0  -0.442   5.8362   0.5735   0.3898
 8OY  O23   O  OH1   0  -0.596   6.3318  -1.5824   0.1125
 8OY  C24   C  CR16  0  -0.277   3.0821  -0.0293   0.3869
 8OY  C25   C  CR6   0   0.222   1.7404  -0.3623   0.3627
 8OY  N26   N  NH1   0  -0.788   0.7194   0.5894   0.5729
 8OY  C27   C  CR6   0   0.323   0.8728   1.9151   0.1507
 8OY  C28   C  CR16  0  -0.290   1.2111   2.1989  -1.1732
 8OY  C29   C  CR16  0  -0.250   1.3147   3.5136  -1.5976
 8OY  C30   C  CR16  0  -0.274   1.0691   4.5645  -0.7207
 8OY  C31   C  CR16  0  -0.243   0.7276   4.2825   0.5938
 8OY  C32   C  CR16  0  -0.333   0.6426   2.9687   1.0329
 8OY  H061  H  HCH2  0   0.259  -3.9823  -0.0053  -2.2578
 8OY  H062  H  HCH2  0   0.241  -5.2624   0.0820  -1.0710
 8OY  H071  H  HCH1  0   0.223  -2.3528   0.8542  -0.5654
 8OY  H082  H  HCH2  0   0.222  -3.4174   2.3475  -2.2042
 8OY  H081  H  HCH2  0   0.203  -4.7690   2.6173  -1.1185
 8OY  H091  H  HCH2  0   0.227  -1.8522   3.3718  -0.5865
 8OY  H092  H  HCH2  0   0.219  -3.1589   4.4870  -0.9425
 8OY  H101  H  HCH2  0   0.221  -2.6633   4.3809   1.5065
 8OY  H102  H  HCH2  0   0.205  -4.3082   3.8879   1.1516
 8OY  H112  H  HCH2  0   0.207  -1.9467   2.0377   1.6972
 8OY  H111  H  HCH2  0   0.223  -3.3099   2.3129   2.7622
 8OY  H122  H  HCH2  0   0.204  -4.8479   1.2773   1.1258
 8OY  H121  H  HCH2  0   0.227  -3.5326   0.1758   1.4992
 8OY  H131  H  HCR6  0   0.272  -5.8256  -2.2273  -0.7317
 8OY  H141  H  HCR6  0   0.279  -5.1101  -4.5082  -0.0675
 8OY  H151  H  HCR6  0   0.276  -2.6808  -4.9547   0.3090
 8OY  H161  H  HNH1  0   0.423  -0.5776  -1.1170  -0.1032
 8OY  H181  H  HCR6  0   0.284   2.0757  -3.7085  -0.1658
 8OY  H191  H  HCR6  0   0.270   4.4211  -3.1051  -0.0981
 8OY  H1    H  HOH1  0   0.487   7.2420  -1.2523   0.1391
 8OY  H241  H  HCR6  0   0.274   3.3662   1.0009   0.5586
 8OY  H261  H  HNH1  0   0.395   0.2943   0.5100   1.4877
 8OY  H281  H  HCR6  0   0.262   1.3806   1.3896  -1.8730
 8OY  H291  H  HCR6  0   0.255   1.5773   3.7188  -2.6276
 8OY  H301  H  HCR6  0   0.251   1.1444   5.5891  -1.0597
 8OY  H311  H  HCR6  0   0.253   0.5390   5.0880   1.2917
 8OY  H321  H  HCR6  0   0.259   0.3960   2.7617   2.0678

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
 8OY  C11  C10   single    1.525  0.020  1.525
 8OY  C11  C12   single    1.525  0.020  1.525
 8OY  C10  C09   single    1.525  0.020  1.525
 8OY  C12  C07   single    1.528  0.020  1.528
 8OY  C09  C08   single    1.525  0.020  1.525
 8OY  C07  C08   single    1.528  0.020  1.528
 8OY  C07  C06   single    1.528  0.020  1.528
 8OY  C29  C30   aromatic  1.390  0.020  1.390
 8OY  C29  C28   aromatic  1.385  0.020  1.385
 8OY  C30  C31   aromatic  1.387  0.020  1.387
 8OY  C14  C15   aromatic  1.388  0.020  1.388
 8OY  C14  C13   aromatic  1.384  0.020  1.384
 8OY  C15  C03   aromatic  1.385  0.020  1.385
 8OY  O01  C02   double    1.217  0.020  1.217
 8OY  C13  C05   aromatic  1.396  0.020  1.396
 8OY  C28  C27   aromatic  1.396  0.020  1.396
 8OY  C03  C02   single    1.502  0.020  1.502
 8OY  C03  N04   aromatic  1.327  0.020  1.327
 8OY  C02  N16   single    1.352  0.020  1.352
 8OY  C05  N04   aromatic  1.325  0.020  1.325
 8OY  C05  C06   single    1.503  0.020  1.503
 8OY  C18  C19   aromatic  1.383  0.020  1.383
 8OY  C18  C17   aromatic  1.395  0.020  1.395
 8OY  N16  C17   single    1.383  0.020  1.383
 8OY  C19  C20   aromatic  1.393  0.020  1.393
 8OY  C17  C25   aromatic  1.409  0.020  1.409
 8OY  C31  C32   aromatic  1.388  0.020  1.388
 8OY  C27  C32   aromatic  1.393  0.020  1.393
 8OY  C27  N26   single    1.400  0.020  1.400
 8OY  C20  C21   single    1.479  0.020  1.479
 8OY  C20  C24   aromatic  1.392  0.020  1.392
 8OY  O22  C21   double    1.209  0.020  1.209
 8OY  C25  C24   aromatic  1.383  0.020  1.383
 8OY  C25  N26   single    1.412  0.020  1.412
 8OY  C21  O23   single    1.327  0.020  1.327
 8OY  C06  H061  single    0.970  0.020  1.090
 8OY  C06  H062  single    0.970  0.020  1.090
 8OY  C07  H071  single    0.970  0.020  1.090
 8OY  C08  H082  single    0.970  0.020  1.090
 8OY  C08  H081  single    0.970  0.020  1.090
 8OY  C09  H091  single    0.970  0.020  1.090
 8OY  C09  H092  single    0.970  0.020  1.090
 8OY  C10  H101  single    0.970  0.020  1.090
 8OY  C10  H102  single    0.970  0.020  1.090
 8OY  C11  H112  single    0.970  0.020  1.090
 8OY  C11  H111  single    0.970  0.020  1.090
 8OY  C12  H122  single    0.970  0.020  1.090
 8OY  C12  H121  single    0.970  0.020  1.090
 8OY  C13  H131  single    0.930  0.020  1.080
 8OY  C14  H141  single    0.930  0.020  1.080
 8OY  C15  H151  single    0.930  0.020  1.080
 8OY  N16  H161  single    0.860  0.020  1.020
 8OY  C18  H181  single    0.930  0.020  1.080
 8OY  C19  H191  single    0.930  0.020  1.080
 8OY  O23  H1    single    0.850  0.020  0.980
 8OY  C24  H241  single    0.930  0.020  1.080
 8OY  N26  H261  single    0.890  0.020  1.040
 8OY  C28  H281  single    0.930  0.020  1.080
 8OY  C29  H291  single    0.930  0.020  1.080
 8OY  C30  H301  single    0.930  0.020  1.080
 8OY  C31  H311  single    0.930  0.020  1.080
 8OY  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
 8OY  N16   C02  C03   112.31  3.000
 8OY  N16   C02  O01   125.70  3.000
 8OY  C03   C02  O01   121.98  3.000
 8OY  C15   C03  N04   123.16  3.000
 8OY  N04   C03  C02   116.29  3.000
 8OY  C15   C03  C02   120.55  3.000
 8OY  C05   N04  C03   120.15  3.000
 8OY  C13   C05  C06   121.95  3.000
 8OY  C06   C05  N04   117.42  3.000
 8OY  C13   C05  N04   120.62  3.000
 8OY  H062  C06  H061  105.89  3.000
 8OY  H062  C06  C07   110.15  3.000
 8OY  H061  C06  C07   108.93  3.000
 8OY  H062  C06  C05   109.28  3.000
 8OY  H061  C06  C05   107.70  3.000
 8OY  C07   C06  C05   114.52  3.000
 8OY  H071  C07  C12   107.93  3.000
 8OY  H071  C07  C08   107.36  3.000
 8OY  C12   C07  C08   110.50  3.000
 8OY  H071  C07  C06   108.08  3.000
 8OY  C08   C07  C06   110.85  3.000
 8OY  C12   C07  C06   111.93  3.000
 8OY  H081  C08  H082  106.40  3.000
 8OY  H081  C08  C09   109.60  3.000
 8OY  H082  C08  C09   110.20  3.000
 8OY  H081  C08  C07   109.36  3.000
 8OY  H082  C08  C07   109.66  3.000
 8OY  C09   C08  C07   111.49  3.000
 8OY  H092  C09  H091  106.53  3.000
 8OY  H092  C09  C10   110.13  3.000
 8OY  H091  C09  C10   109.21  3.000
 8OY  H092  C09  C08   110.11  3.000
 8OY  H091  C09  C08   109.46  3.000
 8OY  C10   C09  C08   111.28  3.000
 8OY  H102  C10  H101  106.46  3.000
 8OY  H102  C10  C11   109.23  3.000
 8OY  H101  C10  C11   110.18  3.000
 8OY  H102  C10  C09   109.32  3.000
 8OY  H101  C10  C09   110.12  3.000
 8OY  C11   C10  C09   111.40  3.000
 8OY  H111  C11  H112  106.38  3.000
 8OY  H111  C11  C12   110.22  3.000
 8OY  H112  C11  C12   108.96  3.000
 8OY  H111  C11  C10   110.32  3.000
 8OY  H112  C11  C10   109.04  3.000
 8OY  C12   C11  C10   111.76  3.000
 8OY  H121  C12  H122  106.55  3.000
 8OY  H121  C12  C11   109.73  3.000
 8OY  H122  C12  C11   109.57  3.000
 8OY  H121  C12  C07   110.21  3.000
 8OY  H122  C12  C07   109.00  3.000
 8OY  C11   C12  C07   111.64  3.000
 8OY  H131  C13  C14   120.65  3.000
 8OY  H131  C13  C05   119.98  3.000
 8OY  C14   C13  C05   119.37  3.000
 8OY  H141  C14  C15   120.34  3.000
 8OY  H141  C14  C13   120.29  3.000
 8OY  C15   C14  C13   119.37  3.000
 8OY  H151  C15  C14   121.47  3.000
 8OY  H151  C15  C03   121.20  3.000
 8OY  C14   C15  C03   117.33  3.000
 8OY  H161  N16  C17   115.41  3.000
 8OY  H161  N16  C02   114.64  3.000
 8OY  C17   N16  C02   129.94  3.000
 8OY  C25   C17  C18   119.38  3.000
 8OY  C25   C17  N16   116.19  3.000
 8OY  C18   C17  N16   124.39  3.000
 8OY  H181  C18  C19   119.21  3.000
 8OY  H181  C18  C17   120.59  3.000
 8OY  C19   C18  C17   120.18  3.000
 8OY  H191  C19  C20   120.94  3.000
 8OY  H191  C19  C18   118.36  3.000
 8OY  C20   C19  C18   120.70  3.000
 8OY  C24   C20  C21   118.16  3.000
 8OY  C24   C20  C19   119.11  3.000
 8OY  C21   C20  C19   122.72  3.000
 8OY  O23   C21  O22   123.05  3.000
 8OY  O23   C21  C20   113.09  3.000
 8OY  O22   C21  C20   123.86  3.000
 8OY  H1    O23  C21   109.90  3.000
 8OY  H241  C24  C25   119.13  3.000
 8OY  H241  C24  C20   119.87  3.000
 8OY  C25   C24  C20   121.00  3.000
 8OY  N26   C25  C24   122.47  3.000
 8OY  N26   C25  C17   117.94  3.000
 8OY  C24   C25  C17   119.58  3.000
 8OY  H261  N26  C27   113.14  3.000
 8OY  H261  N26  C25   112.69  3.000
 8OY  C27   N26  C25   120.96  3.000
 8OY  C32   C27  C28   119.14  3.000
 8OY  C32   C27  N26   120.47  3.000
 8OY  C28   C27  N26   120.35  3.000
 8OY  H281  C28  C29   119.96  3.000
 8OY  H281  C28  C27   119.92  3.000
 8OY  C29   C28  C27   120.11  3.000
 8OY  H291  C29  C30   119.97  3.000
 8OY  H291  C29  C28   119.30  3.000
 8OY  C30   C29  C28   120.72  3.000
 8OY  H301  C30  C31   120.44  3.000
 8OY  H301  C30  C29   120.39  3.000
 8OY  C31   C30  C29   119.17  3.000
 8OY  H311  C31  C32   119.33  3.000
 8OY  H311  C31  C30   120.18  3.000
 8OY  C32   C31  C30   120.49  3.000
 8OY  H321  C32  C31   119.79  3.000
 8OY  H321  C32  C27   119.85  3.000
 8OY  C31   C32  C27   120.36  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
 8OY  CONST_01  C13   C14  C15  C03     0.00   0.0  0
 8OY  CONST_02  C13   C05  N04  C03     0.00   0.0  0
 8OY  CONST_03  C14   C15  C03  N04     0.00   0.0  0
 8OY  CONST_04  C14   C13  C05  N04     0.00   0.0  0
 8OY  CONST_05  C15   C14  C13  C05     0.00   0.0  0
 8OY  CONST_06  C15   C03  N04  C05     0.00   0.0  0
 8OY  CONST_07  C20   C19  C18  C17     0.00   0.0  0
 8OY  CONST_08  C20   C24  C25  C17     0.00   0.0  0
 8OY  CONST_09  C24   C20  C19  C18     0.00   0.0  0
 8OY  CONST_10  C24   C25  C17  C18     0.00   0.0  0
 8OY  CONST_11  C25   C17  C18  C19     0.00   0.0  0
 8OY  CONST_12  C25   C24  C20  C19     0.00   0.0  0
 8OY  CONST_13  C30   C29  C28  C27     0.00   0.0  0
 8OY  CONST_14  C30   C31  C32  C27     0.00   0.0  0
 8OY  CONST_15  C31   C30  C29  C28     0.00   0.0  0
 8OY  CONST_16  C31   C32  C27  C28     0.00   0.0  0
 8OY  CONST_17  C32   C31  C30  C29     0.00   0.0  0
 8OY  CONST_18  C32   C27  C28  C29     0.00   0.0  0
 8OY  CONST_19  C14   C15  C03  C02   180.00   0.0  0
 8OY  CONST_20  C05   N04  C03  C02   180.00   0.0  0
 8OY  CONST_21  C06   C05  N04  C03   180.00   0.0  0
 8OY  CONST_22  C14   C13  C05  C06   180.00   0.0  0
 8OY  CONST_23  C19   C18  C17  N16   180.00   0.0  0
 8OY  CONST_24  C24   C25  C17  N16   180.00   0.0  0
 8OY  CONST_25  C21   C20  C19  C18   180.00   0.0  0
 8OY  CONST_26  N26   C25  C17  C18   180.00   0.0  0
 8OY  CONST_27  N26   C25  C24  C20   180.00   0.0  0
 8OY  CONST_28  C25   C24  C20  C21   180.00   0.0  0
 8OY  CONST_29  C29   C28  C27  N26   180.00   0.0  0
 8OY  CONST_30  C31   C32  C27  N26   180.00   0.0  0
 8OY  CONST_31  H141  C14  C15  C03   180.00   0.0  0
 8OY  CONST_32  H151  C15  C03  N04   180.00   0.0  0
 8OY  CONST_33  H131  C13  C05  N04   180.00   0.0  0
 8OY  CONST_34  H191  C19  C18  C17   180.00   0.0  0
 8OY  CONST_35  H241  C24  C25  C17   180.00   0.0  0
 8OY  CONST_36  H181  C18  C19  C20   180.00   0.0  0
 8OY  CONST_37  H291  C29  C28  C27   180.00   0.0  0
 8OY  CONST_38  H311  C31  C32  C27   180.00   0.0  0
 8OY  CONST_39  H301  C30  C29  C28   180.00   0.0  0
 8OY  CONST_40  H321  C32  C27  C28   180.00   0.0  0
 8OY  CONST_41  H281  C28  C29  C30   180.00   0.0  0
 8OY  CONST_42  C17   N16  C02  C03   180.00   0.0  0
 8OY  CONST_44  C25   C17  N16  C02   180.00   0.0  0
 8OY  CONST_46  C17   N16  C02  O01     0.00   0.0  0
 8OY  CONST_47  H1    O23  C21  C20   180.00   0.0  0
 8OY  Var_01    C10   C11  C12  C07    54.66  30.0  1
 8OY  Var_02    C10   C09  C08  C07   -55.95  30.0  1
 8OY  Var_03    C11   C10  C09  C08    54.56  30.0  1
 8OY  Var_04    C12   C11  C10  C09   -54.01  30.0  1
 8OY  Var_05    C07   C06  C05  N04   -41.24  30.0  2
 8OY  Var_06    C27   N26  C25  C17  -147.75  30.0  2
 8OY  Var_07    C28   C27  N26  C25    53.58  30.0  3
 8OY  Var_08    C15   C03  C02  O01     7.08  30.0  2
 8OY  Var_09    O22   C21  C20  C19   179.08  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
 8OY  chir_01  C07  C12  C08  C06  positiv

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
 8OY  plan-1  C02   0.020
 8OY  plan-1  C03   0.020
 8OY  plan-1  N04   0.020
 8OY  plan-1  C05   0.020
 8OY  plan-1  C06   0.020
 8OY  plan-1  C13   0.020
 8OY  plan-1  C14   0.020
 8OY  plan-1  C15   0.020
 8OY  plan-1  H131  0.020
 8OY  plan-1  H141  0.020
 8OY  plan-1  H151  0.020
 8OY  plan-2  N16   0.020
 8OY  plan-2  C17   0.020
 8OY  plan-2  C18   0.020
 8OY  plan-2  C19   0.020
 8OY  plan-2  C20   0.020
 8OY  plan-2  C21   0.020
 8OY  plan-2  C24   0.020
 8OY  plan-2  C25   0.020
 8OY  plan-2  N26   0.020
 8OY  plan-2  H181  0.020
 8OY  plan-2  H191  0.020
 8OY  plan-2  H241  0.020
 8OY  plan-3  N26   0.020
 8OY  plan-3  C27   0.020
 8OY  plan-3  C28   0.020
 8OY  plan-3  C29   0.020
 8OY  plan-3  C30   0.020
 8OY  plan-3  C31   0.020
 8OY  plan-3  C32   0.020
 8OY  plan-3  H281  0.020
 8OY  plan-3  H291  0.020
 8OY  plan-3  H301  0.020
 8OY  plan-3  H311  0.020
 8OY  plan-3  H321  0.020
 8OY  plan-4  O01   0.020
 8OY  plan-4  C02   0.020
 8OY  plan-4  C03   0.020
 8OY  plan-4  N16   0.020
 8OY  plan-4  C17   0.020
 8OY  plan-4  H161  0.020
 8OY  plan-5  C20   0.020
 8OY  plan-5  C21   0.020
 8OY  plan-5  O22   0.020
 8OY  plan-5  O23   0.020
 8OY  plan-5  H1    0.020

