# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 11:02:07 2020
#   Inital geometry file: a 129 line input string
#   Ligand name: 7-(3,5-dimethyl-1,2-oxazol-4-yl)-8-methoxy-1-[(1R)-1-(pyridin-2-yl)ethyl]-1,3-dihydro-2H-imidazo[4,5-c]quinolin-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc2c(cc1c3c(C)onc3C)ncc4NC(=O)N([C@H](C)c5ccccn5)c24
#
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
 1GH  1GH  7-(3,5-dimethyl-1,2-oxazol-4-yl)-8-methoxy-1-[(1R)-1-(pyridin-2-yl)ethyl]-1,3-dihydro-2H-imidazo[4,5-c]quinolin-2-one  ligand  52  31  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1GH
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
 1GH  O2    O  O     0  -0.490  -4.8313  -2.1179   0.5800
 1GH  C13   C  CR5   0   0.661  -3.6439  -2.1684   0.3281
 1GH  N1    N  NR5   0  -0.595  -2.6580  -1.2552   0.6772
 1GH  C6    C  CH1   0  -0.184  -2.8844  -0.0385   1.4351
 1GH  C8    C  CR6   0   0.238  -3.1216   1.1404   0.5119
 1GH  N2    N  N     0  -0.403  -3.5319   0.8835  -0.7203
 1GH  C12   C  CR16  0  -0.075  -3.7609   1.9074  -1.5363
 1GH  C11   C  CR16  0  -0.324  -3.5878   3.2312  -1.1669
 1GH  C10   C  CR16  0  -0.152  -3.1537   3.4973   0.1242
 1GH  C9    C  CR16  0  -0.325  -2.9174   2.4355   0.9805
 1GH  C7    C  CH3   0  -0.657  -3.9822  -0.1363   2.4955
 1GH  N3    N  NR15  0  -0.744  -2.9974  -3.1595  -0.3561
 1GH  C14   C  CR56  0   0.218  -1.6698  -2.8576  -0.5005
 1GH  C5    C  CR56  0   0.387  -1.4541  -1.6392   0.1186
 1GH  C15   C  CR16  0  -0.134  -0.6341  -3.5588  -1.1171
 1GH  N4    N  N     0  -0.443   0.5804  -3.0743  -1.1439
 1GH  C16   C  CR66  0   0.146   0.8164  -1.8615  -0.5958
 1GH  C4    C  CR66  0   0.125  -0.1685  -1.0560   0.0473
 1GH  C3    C  CR16  0  -0.473   0.2013   0.2342   0.5000
 1GH  C17   C  CR16  0  -0.345   2.1384  -1.3661  -0.6847
 1GH  C18   C  CR6   0  -0.094   2.4944  -0.1311  -0.2201
 1GH  C2    C  CR6   0   0.404   1.4864   0.6922   0.3591
 1GH  O1    O  O2    0  -0.462   1.8934   1.9179   0.7174
 1GH  C1    C  CH3   0  -0.446   0.9462   2.8249   1.2475
 1GH  C19   C  CR5   0  -0.154   3.8680   0.3590  -0.3538
 1GH  C22   C  CR5   0   0.425   4.5879   0.5118  -1.4953
 1GH  C23   C  CH3   0  -0.756   4.2656   0.3031  -2.9242
 1GH  O3    O  O     0  -0.347   5.8131   0.9411  -1.1862
 1GH  N5    N  N     0  -0.185   5.9321   1.0724   0.1690
 1GH  C20   C  CR5   0   0.266   4.7836   0.7334   0.6748
 1GH  C21   C  CH3   0  -0.748   4.5619   0.7302   2.1439
 1GH  H3    H  HNR5  0   0.423  -3.4678  -3.9670  -0.7326
 1GH  H6    H  HCH1  0   0.282  -1.9661   0.1322   1.9980
 1GH  H71C  H  HCH3  0   0.251  -4.9816  -0.1375   2.0735
 1GH  H72C  H  HCH3  0   0.251  -3.8533  -1.0252   3.1117
 1GH  H73C  H  HCH3  0   0.249  -3.8884   0.7316   3.1470
 1GH  H9    H  HCR6  0   0.278  -2.5778   2.6086   1.9944
 1GH  H12   H  HCR6  0   0.266  -4.0965   1.6577  -2.5366
 1GH  H11   H  HCR6  0   0.273  -3.7836   4.0270  -1.8719
 1GH  H10   H  HCR6  0   0.278  -2.9979   4.5148   0.4576
 1GH  H15   H  HCR6  0   0.278  -0.8138  -4.5221  -1.5820
 1GH  H17   H  HCR6  0   0.262   2.8823  -2.0057  -1.1436
 1GH  HA    H  HCR6  0   0.263  -0.5420   0.8869   0.9252
 1GH  H11C  H  HCH3  0   0.229   0.1530   3.0433   0.5276
 1GH  H12C  H  HCH3  0   0.231   0.4967   2.4524   2.1718
 1GH  H13C  H  HCH3  0   0.269   1.4865   3.7423   1.4644
 1GH  H231  H  HCH3  0   0.272   4.5263   1.1779  -3.5202
 1GH  H232  H  HCH3  0   0.272   4.8104  -0.5506  -3.3297
 1GH  H233  H  HCH3  0   0.263   3.2017   0.1108  -3.0434
 1GH  H211  H  HCH3  0   0.255   4.1706  -0.2341   2.4680
 1GH  H212  H  HCH3  0   0.260   5.4895   0.9247   2.6786
 1GH  H213  H  HCH3  0   0.263   3.8343   1.4891   2.4277

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
 1GH  O2   C13   double    1.215  0.020  1.215
 1GH  C13  N1    single    1.388  0.020  1.388
 1GH  C13  N3    single    1.367  0.020  1.367
 1GH  N1   C6    single    1.451  0.020  1.451
 1GH  N1   C5    single    1.382  0.020  1.382
 1GH  C6   C8    single    1.516  0.020  1.516
 1GH  C6   C7    single    1.529  0.020  1.529
 1GH  C8   N2    aromatic  1.324  0.020  1.324
 1GH  C8   C9    aromatic  1.392  0.020  1.392
 1GH  N2   C12   aromatic  1.329  0.020  1.329
 1GH  C12  C11   aromatic  1.385  0.020  1.385
 1GH  C11  C10   aromatic  1.388  0.020  1.388
 1GH  C10  C9    aromatic  1.384  0.020  1.384
 1GH  N3   C14   single    1.369  0.020  1.369
 1GH  C14  C5    aromatic  1.383  0.020  1.383
 1GH  C14  C15   aromatic  1.394  0.020  1.394
 1GH  C5   C4    aromatic  1.414  0.020  1.414
 1GH  C15  N4    aromatic  1.308  0.020  1.308
 1GH  N4   C16   aromatic  1.352  0.020  1.352
 1GH  C16  C4    aromatic  1.426  0.020  1.426
 1GH  C16  C17   aromatic  1.415  0.020  1.415
 1GH  C4   C3    aromatic  1.416  0.020  1.416
 1GH  C3   C2    aromatic  1.372  0.020  1.372
 1GH  C17  C18   aromatic  1.367  0.020  1.367
 1GH  C18  C2    aromatic  1.425  0.020  1.425
 1GH  C18  C19   single    1.465  0.020  1.465
 1GH  C2   O1    single    1.340  0.020  1.340
 1GH  O1   C1    single    1.415  0.020  1.415
 1GH  C19  C22   aromatic  1.358  0.020  1.358
 1GH  C19  C20   aromatic  1.427  0.020  1.427
 1GH  C22  C23   single    1.480  0.020  1.480
 1GH  C22  O3    aromatic  1.335  0.020  1.335
 1GH  O3   N5    aromatic  1.367  0.020  1.367
 1GH  N5   C20   aromatic  1.300  0.020  1.300
 1GH  C20  C21   single    1.486  0.020  1.486
 1GH  N3   H3    single    0.860  0.020  1.020
 1GH  C6   H6    single    0.970  0.020  1.090
 1GH  C7   H71C  single    0.970  0.020  1.090
 1GH  C7   H72C  single    0.970  0.020  1.090
 1GH  C7   H73C  single    0.970  0.020  1.090
 1GH  C9   H9    single    0.930  0.020  1.080
 1GH  C12  H12   single    0.930  0.020  1.080
 1GH  C11  H11   single    0.930  0.020  1.080
 1GH  C10  H10   single    0.930  0.020  1.080
 1GH  C15  H15   single    0.930  0.020  1.080
 1GH  C17  H17   single    0.930  0.020  1.080
 1GH  C3   HA    single    0.930  0.020  1.080
 1GH  C1   H11C  single    0.970  0.020  1.090
 1GH  C1   H12C  single    0.970  0.020  1.090
 1GH  C1   H13C  single    0.970  0.020  1.090
 1GH  C23  H231  single    0.970  0.020  1.090
 1GH  C23  H232  single    0.970  0.020  1.090
 1GH  C23  H233  single    0.970  0.020  1.090
 1GH  C21  H211  single    0.970  0.020  1.090
 1GH  C21  H212  single    0.970  0.020  1.090
 1GH  C21  H213  single    0.970  0.020  1.090

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
 1GH  N3    C13  N1    105.48  3.000
 1GH  N3    C13  O2    126.60  3.000
 1GH  N1    C13  O2    127.92  3.000
 1GH  C5    N1   C6    125.46  3.000
 1GH  C5    N1   C13   109.53  3.000
 1GH  C6    N1   C13   124.88  3.000
 1GH  H6    C6   C7    104.86  3.000
 1GH  H6    C6   C8    108.92  3.000
 1GH  C7    C6   C8    111.08  3.000
 1GH  H6    C6   N1    105.63  3.000
 1GH  C7    C6   N1    114.86  3.000
 1GH  C8    C6   N1    111.00  3.000
 1GH  C9    C8   N2    122.62  3.000
 1GH  C9    C8   C6    119.70  3.000
 1GH  N2    C8   C6    117.67  3.000
 1GH  C12   N2   C8    118.39  3.000
 1GH  H12   C12  C11   120.32  3.000
 1GH  H12   C12  N2    116.26  3.000
 1GH  C11   C12  N2    123.43  3.000
 1GH  H11   C11  C10   121.47  3.000
 1GH  H11   C11  C12   120.46  3.000
 1GH  C10   C11  C12   118.06  3.000
 1GH  H10   C10  C9    120.40  3.000
 1GH  H10   C10  C11   120.80  3.000
 1GH  C9    C10  C11   118.80  3.000
 1GH  H9    C9   C10   120.66  3.000
 1GH  H9    C9   C8    120.63  3.000
 1GH  C10   C9   C8    118.70  3.000
 1GH  H73C  C7   H72C  107.56  3.000
 1GH  H73C  C7   H71C  108.23  3.000
 1GH  H72C  C7   H71C  109.16  3.000
 1GH  H73C  C7   C6    107.58  3.000
 1GH  H72C  C7   C6    111.07  3.000
 1GH  H71C  C7   C6    113.05  3.000
 1GH  H3    N3   C14   126.17  3.000
 1GH  H3    N3   C13   123.18  3.000
 1GH  C14   N3   C13   110.58  3.000
 1GH  C15   C14  C5    121.66  3.000
 1GH  C15   C14  N3    130.99  3.000
 1GH  C5    C14  N3    107.35  3.000
 1GH  C4    C5   C14   118.85  3.000
 1GH  C4    C5   N1    134.29  3.000
 1GH  C14   C5   N1    106.85  3.000
 1GH  H15   C15  N4    118.30  3.000
 1GH  H15   C15  C14   120.87  3.000
 1GH  N4    C15  C14   120.83  3.000
 1GH  C16   N4   C15   119.09  3.000
 1GH  C17   C16  C4    118.43  3.000
 1GH  C17   C16  N4    116.87  3.000
 1GH  C4    C16  N4    124.70  3.000
 1GH  C3    C4   C16   118.58  3.000
 1GH  C3    C4   C5    126.66  3.000
 1GH  C16   C4   C5    114.71  3.000
 1GH  HA    C3   C2    119.01  3.000
 1GH  HA    C3   C4    119.88  3.000
 1GH  C2    C3   C4    121.06  3.000
 1GH  H17   C17  C18   119.92  3.000
 1GH  H17   C17  C16   117.49  3.000
 1GH  C18   C17  C16   122.58  3.000
 1GH  C19   C18  C2    120.49  3.000
 1GH  C19   C18  C17   121.04  3.000
 1GH  C2    C18  C17   118.44  3.000
 1GH  O1    C2   C18   114.98  3.000
 1GH  O1    C2   C3    124.23  3.000
 1GH  C18   C2   C3    120.78  3.000
 1GH  C1    O1   C2    118.90  3.000
 1GH  H13C  C1   H12C  108.86  3.000
 1GH  H13C  C1   H11C  108.88  3.000
 1GH  H12C  C1   H11C  109.05  3.000
 1GH  H13C  C1   O1    106.46  3.000
 1GH  H12C  C1   O1    111.94  3.000
 1GH  H11C  C1   O1    111.54  3.000
 1GH  C20   C19  C22   103.66  3.000
 1GH  C20   C19  C18   128.59  3.000
 1GH  C22   C19  C18   127.70  3.000
 1GH  O3    C22  C23   117.97  3.000
 1GH  O3    C22  C19   109.15  3.000
 1GH  C23   C22  C19   132.87  3.000
 1GH  H233  C23  H232  108.02  3.000
 1GH  H233  C23  H231  108.42  3.000
 1GH  H232  C23  H231  107.78  3.000
 1GH  H233  C23  C22   110.11  3.000
 1GH  H232  C23  C22   111.13  3.000
 1GH  H231  C23  C22   111.26  3.000
 1GH  N5    O3   C22   109.91  3.000
 1GH  C20   N5   O3    106.49  3.000
 1GH  C21   C20  N5    121.14  3.000
 1GH  C21   C20  C19   128.05  3.000
 1GH  N5    C20  C19   110.78  3.000
 1GH  H213  C21  H212  108.48  3.000
 1GH  H213  C21  H211  107.41  3.000
 1GH  H212  C21  H211  108.54  3.000
 1GH  H213  C21  C20   110.85  3.000
 1GH  H212  C21  C20   111.00  3.000
 1GH  H211  C21  C20   110.45  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
 1GH  CONST_01  C11   C12  N2   C8     0.00   0.0  0
 1GH  CONST_02  C11   C10  C9   C8     0.00   0.0  0
 1GH  CONST_03  C10   C9   C8   N2     0.00   0.0  0
 1GH  CONST_04  C10   C11  C12  N2     0.00   0.0  0
 1GH  CONST_05  C9    C8   N2   C12    0.00   0.0  0
 1GH  CONST_06  C9    C10  C11  C12    0.00   0.0  0
 1GH  CONST_07  C16   C4   C5   C14    0.00   0.0  0
 1GH  CONST_08  C3    C4   C5   C14  180.00   0.0  0
 1GH  CONST_09  C16   N4   C15  C14    0.00   0.0  0
 1GH  CONST_10  N4    C15  C14  C5     0.00   0.0  0
 1GH  CONST_11  N4    C16  C4   C5     0.00   0.0  0
 1GH  CONST_12  C17   C16  C4   C5   180.00   0.0  0
 1GH  CONST_13  C2    C3   C4   C5   180.00   0.0  0
 1GH  CONST_14  C4    C5   C14  C15    0.00   0.0  0
 1GH  CONST_15  C4    C16  N4   C15    0.00   0.0  0
 1GH  CONST_16  C17   C16  N4   C15  180.00   0.0  0
 1GH  CONST_17  C3    C4   C16  N4   180.00   0.0  0
 1GH  CONST_18  C18   C17  C16  N4   180.00   0.0  0
 1GH  CONST_19  C2    C3   C4   C16    0.00   0.0  0
 1GH  CONST_20  C2    C18  C17  C16    0.00   0.0  0
 1GH  CONST_21  C19   C18  C17  C16  180.00   0.0  0
 1GH  CONST_22  C18   C17  C16  C4     0.00   0.0  0
 1GH  CONST_23  C18   C2   C3   C4     0.00   0.0  0
 1GH  CONST_24  C17   C16  C4   C3     0.00   0.0  0
 1GH  CONST_25  C17   C18  C2   C3     0.00   0.0  0
 1GH  CONST_26  C19   C18  C2   C3   180.00   0.0  0
 1GH  CONST_29  O3    C22  C19  C18  180.00   0.0  0
 1GH  CONST_30  N5    C20  C19  C18  180.00   0.0  0
 1GH  CONST_33  N5    O3   C22  C19    0.00   0.0  0
 1GH  CONST_34  O3    N5   C20  C19    0.00   0.0  0
 1GH  CONST_35  N5    C20  C19  C22    0.00   0.0  0
 1GH  CONST_36  C20   N5   O3   C22    0.00   0.0  0
 1GH  CONST_37  C20   C19  C22  O3     0.00   0.0  0
 1GH  CONST_38  C14   C5   N1   C13    0.00   0.0  0
 1GH  CONST_39  C5    C14  N3   C13    0.00   0.0  0
 1GH  CONST_40  C14   N3   C13  N1     0.00   0.0  0
 1GH  CONST_41  N3    C14  C5   N1     0.00   0.0  0
 1GH  CONST_42  C5    N1   C13  N3     0.00   0.0  0
 1GH  CONST_43  C12   N2   C8   C6   180.00   0.0  0
 1GH  CONST_44  C10   C9   C8   C6   180.00   0.0  0
 1GH  CONST_45  O1    C2   C3   C4   180.00   0.0  0
 1GH  CONST_46  O1    C2   C18  C17  180.00   0.0  0
 1GH  CONST_47  C23   C22  C19  C18    0.00   0.0  0
 1GH  CONST_48  C21   C20  C19  C18    0.00   0.0  0
 1GH  CONST_49  C19   C18  C2   O1     0.00   0.0  0
 1GH  CONST_50  C21   C20  C19  C22  180.00   0.0  0
 1GH  CONST_51  C20   C19  C22  C23  180.00   0.0  0
 1GH  CONST_52  N5    O3   C22  C23  180.00   0.0  0
 1GH  CONST_53  C21   C20  N5   O3   180.00   0.0  0
 1GH  CONST_54  C5    N1   C13  O2   180.00   0.0  0
 1GH  CONST_55  C14   N3   C13  O2   180.00   0.0  0
 1GH  CONST_56  N3    C13  N1   C6   180.00   0.0  0
 1GH  CONST_57  C14   C5   N1   C6   180.00   0.0  0
 1GH  CONST_58  H12   C12  N2   C8   180.00   0.0  0
 1GH  CONST_59  H10   C10  C9   C8   180.00   0.0  0
 1GH  CONST_60  H9    C9   C8   N2   180.00   0.0  0
 1GH  CONST_61  H11   C11  C12  N2   180.00   0.0  0
 1GH  CONST_62  H15   C15  C14  N3     0.00   0.0  0
 1GH  CONST_63  HA    C3   C4   C5     0.00   0.0  0
 1GH  CONST_64  H17   C17  C16  N4     0.00   0.0  0
 1GH  CONST_65  H3    N3   C13  N1   180.00   0.0  0
 1GH  CONST_66  C6    N1   C13  O2     0.00   0.0  0
 1GH  Var_01    H231  C23  C22  C19  129.00  30.0  2
 1GH  Var_02    H211  C21  C20  C19   51.07  30.0  2
 1GH  Var_03    H11C  C1   O1   C2   -61.29  30.0  3

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
 1GH  chir_01  C6  N1  C8  C7  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
 1GH  plan-1  C18  0.020
 1GH  plan-1  C19  0.020
 1GH  plan-1  C22  0.020
 1GH  plan-1  C23  0.020
 1GH  plan-1  O3   0.020
 1GH  plan-1  N5   0.020
 1GH  plan-1  C20  0.020
 1GH  plan-1  C21  0.020
 1GH  plan-2  C6   0.020
 1GH  plan-2  C8   0.020
 1GH  plan-2  N2   0.020
 1GH  plan-2  C12  0.020
 1GH  plan-2  C11  0.020
 1GH  plan-2  C10  0.020
 1GH  plan-2  C9   0.020
 1GH  plan-2  H9   0.020
 1GH  plan-2  H12  0.020
 1GH  plan-2  H11  0.020
 1GH  plan-2  H10  0.020
 1GH  plan-3  O2   0.020
 1GH  plan-3  C13  0.020
 1GH  plan-3  N1   0.020
 1GH  plan-3  C6   0.020
 1GH  plan-3  N3   0.020
 1GH  plan-3  C14  0.020
 1GH  plan-3  C5   0.020
 1GH  plan-3  C15  0.020
 1GH  plan-3  N4   0.020
 1GH  plan-3  C16  0.020
 1GH  plan-3  C4   0.020
 1GH  plan-3  C3   0.020
 1GH  plan-3  C17  0.020
 1GH  plan-3  C18  0.020
 1GH  plan-3  C2   0.020
 1GH  plan-3  O1   0.020
 1GH  plan-3  C19  0.020
 1GH  plan-3  H3   0.020
 1GH  plan-3  H15  0.020
 1GH  plan-3  H17  0.020
 1GH  plan-3  HA   0.020

