# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 23:32:50 2020
#   Inital geometry file: a 105 line input string
#   Ligand name: 6-chloro-4-(cyclohexyloxy)-3-propylquinolin-2(1H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCC1=C(OC2CCCCC2)c3cc(Cl)ccc3NC1=O
#
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
 H12  H12  6-chloro-4-(cyclohexyloxy)-3-propylquinolin-2(1H)-one  ligand  44  22  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_H12
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
 H12  CA    C   CH1   0   0.038   1.9138  -0.0802   0.0609
 H12  CB    C   CH2   0  -0.453   2.3974  -1.0608   1.1179
 H12  CC    C   CH2   0  -0.437   3.5757  -1.8724   0.5806
 H12  CD    C   CH2   0  -0.432   4.7075  -0.9619   0.1168
 H12  CE    C   CH2   0  -0.444   4.2135   0.0435  -0.9178
 H12  CF    C   CH2   0  -0.463   3.0260   0.8471  -0.3925
 H12  N1    N   NR16  0  -0.760  -2.8794  -0.9388   0.5832
 H12  C6    C   CR6   0   0.511  -2.2970  -0.7187   1.8026
 H12  O2    O   OC    0  -0.478  -2.8791  -1.0366   2.8326
 H12  C5    C   CR6   0  -0.229  -0.9613  -0.1287   1.7787
 H12  C4    C   CR6   0   0.440  -0.3893   0.2009   0.5925
 H12  O4    O   O2    0  -0.495   0.8412   0.7533   0.5535
 H12  C2    C   CR66  0   0.378  -2.3552  -0.5719  -0.6243
 H12  C3    C   CR66  0  -0.037  -1.0918   0.0296  -0.6602
 H12  C7    C   CR16  0  -0.272  -0.5867   0.4792  -1.8869
 H12  C8    C   CR6   0  -0.047  -1.3105   0.2781  -3.0387
 H12  C9    C   CR16  0  -0.217  -2.5507  -0.3602  -3.0105
 H12  C10   C   CR16  0  -0.319  -3.0716  -0.7775  -1.8070
 H12  CL    CL  CL    0  -0.126  -0.6805   0.8348  -4.5542
 H12  C12   C   CH2   0  -0.418  -0.7877   1.4474   3.7285
 H12  C13   C   CH3   0  -0.665  -0.1240   1.7118   5.0719
 H12  HA    H   HCH1  0   0.227   1.5551  -0.6552  -0.8027
 H12  HB1   H   HCH2  0   0.225   2.7119  -0.5088   2.0099
 H12  HB2   H   HCH2  0   0.242   1.5860  -1.7296   1.4173
 H12  HC1   H   HCH2  0   0.218   3.2400  -2.4925  -0.2572
 H12  HC2   H   HCH2  0   0.238   3.9288  -2.5593   1.3521
 H12  HD1   H   HCH2  0   0.232   5.5250  -1.5559  -0.2980
 H12  HD2   H   HCH2  0   0.214   5.1163  -0.4237   0.9782
 H12  HE1   H   HCH2  0   0.218   3.9183  -0.4870  -1.8293
 H12  HE2   H   HCH2  0   0.238   5.0176   0.7248  -1.2028
 H12  HF1   H   HCH2  0   0.244   2.6548   1.5249  -1.1654
 H12  HF2   H   HCH2  0   0.227   3.3442   1.4648   0.4539
 H12  HN1   H   HNR6  0   0.416  -3.7936  -1.3715   0.5949
 H12  H7    H   HCR6  0   0.290   0.3601   1.0001  -1.9298
 H12  H9    H   HCR6  0   0.289  -3.1072  -0.5171  -3.9242
 H12  H10   H   HCR6  0   0.289  -4.0417  -1.2572  -1.7758
 H12  H111  H   HCH2  0   0.249   0.7707   0.1695   2.9897
 H12  H112  H   HCH2  0   0.237  -0.5262  -0.6910   3.7858
 H12  H121  H   HCH2  0   0.225  -1.8727   1.4231   3.8516
 H12  H122  H   HCH2  0   0.222  -0.5713   2.2687   3.0401
 H12  H131  H   HCH3  0   0.230  -0.4729   2.6477   5.5098
 H12  H132  H   HCH3  0   0.219  -0.3402   0.9128   5.7835
 H12  H133  H   HCH3  0   0.218   0.9608   1.7782   4.9710
 H12  C11   C   CH2   0  -0.485  -0.3119   0.1334   3.1019

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
 H12  CA   CB    single    1.521  0.020  1.521
 H12  CA   CF    single    1.517  0.020  1.517
 H12  CA   O4    single    1.445  0.020  1.445
 H12  CA   HA    single    0.970  0.020  1.090
 H12  CB   CC    single    1.528  0.020  1.528
 H12  CB   HB1   single    0.970  0.020  1.090
 H12  CB   HB2   single    0.970  0.020  1.090
 H12  CC   CD    single    1.525  0.020  1.525
 H12  CC   HC1   single    0.970  0.020  1.090
 H12  CC   HC2   single    0.970  0.020  1.090
 H12  CD   CE    single    1.525  0.020  1.525
 H12  CD   HD1   single    0.970  0.020  1.090
 H12  CD   HD2   single    0.970  0.020  1.090
 H12  CE   CF    single    1.527  0.020  1.527
 H12  CE   HE1   single    0.970  0.020  1.090
 H12  CE   HE2   single    0.970  0.020  1.090
 H12  CF   HF1   single    0.970  0.020  1.090
 H12  CF   HF2   single    0.970  0.020  1.090
 H12  N1   C6    aromatic  1.369  0.020  1.369
 H12  N1   C2    aromatic  1.367  0.020  1.367
 H12  N1   HN1   single    0.860  0.020  1.020
 H12  C6   O2    double    1.225  0.020  1.225
 H12  C6   C5    aromatic  1.460  0.020  1.460
 H12  C5   C4    aromatic  1.358  0.020  1.358
 H12  C5   C11   single    1.497  0.020  1.497
 H12  C4   O4    single    1.349  0.020  1.349
 H12  C4   C3    aromatic  1.446  0.020  1.446
 H12  C2   C3    aromatic  1.400  0.020  1.400
 H12  C2   C10   aromatic  1.398  0.020  1.398
 H12  C3   C7    aromatic  1.401  0.020  1.401
 H12  C7   C8    aromatic  1.375  0.020  1.375
 H12  C7   H7    single    0.930  0.020  1.080
 H12  C8   C9    aromatic  1.395  0.020  1.395
 H12  C8   CL    single    1.733  0.020  1.733
 H12  C9   C10   aromatic  1.376  0.020  1.376
 H12  C9   H9    single    0.930  0.020  1.080
 H12  C10  H10   single    0.930  0.020  1.080
 H12  C11  C12   single    1.532  0.020  1.532
 H12  C11  H111  single    0.970  0.020  1.090
 H12  C11  H112  single    0.970  0.020  1.090
 H12  C12  C13   single    1.522  0.020  1.522
 H12  C12  H121  single    0.970  0.020  1.090
 H12  C12  H122  single    0.970  0.020  1.090
 H12  C13  H131  single    0.970  0.020  1.090
 H12  C13  H132  single    0.970  0.020  1.090
 H12  C13  H133  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
 H12  HA    CA   O4    109.13  3.000
 H12  HA    CA   CF    108.94  3.000
 H12  O4    CA   CF    107.07  3.000
 H12  HA    CA   CB    108.24  3.000
 H12  O4    CA   CB    111.78  3.000
 H12  CF    CA   CB    111.63  3.000
 H12  HB2   CB   HB1   107.36  3.000
 H12  HB2   CB   CC    110.10  3.000
 H12  HB1   CB   CC    109.43  3.000
 H12  HB2   CB   CA    110.41  3.000
 H12  HB1   CB   CA    109.42  3.000
 H12  CC    CB   CA    110.07  3.000
 H12  HC2   CC   HC1   106.47  3.000
 H12  HC2   CC   CD    110.52  3.000
 H12  HC1   CC   CD    109.45  3.000
 H12  HC2   CC   CB    109.58  3.000
 H12  HC1   CC   CB    109.47  3.000
 H12  CD    CC   CB    111.23  3.000
 H12  HD2   CD   HD1   106.66  3.000
 H12  HD2   CD   CE    109.31  3.000
 H12  HD1   CD   CE    110.08  3.000
 H12  HD2   CD   CC    109.35  3.000
 H12  HD1   CD   CC    110.26  3.000
 H12  CE    CD   CC    111.07  3.000
 H12  HE2   CE   HE1   106.47  3.000
 H12  HE2   CE   CF    109.52  3.000
 H12  HE1   CE   CF    109.37  3.000
 H12  HE2   CE   CD    110.49  3.000
 H12  HE1   CE   CD    109.43  3.000
 H12  CF    CE   CD    111.44  3.000
 H12  HF2   CF   HF1   107.19  3.000
 H12  HF2   CF   CE    109.68  3.000
 H12  HF1   CF   CE    110.32  3.000
 H12  HF2   CF   CA    109.07  3.000
 H12  HF1   CF   CA    109.96  3.000
 H12  CE    CF   CA    110.56  3.000
 H12  HN1   N1   C2    118.15  3.000
 H12  HN1   N1   C6    116.29  3.000
 H12  C2    N1   C6    125.50  3.000
 H12  C5    C6   O2    123.59  3.000
 H12  C5    C6   N1    116.06  3.000
 H12  O2    C6   N1    120.33  3.000
 H12  C11   C5   C4    123.16  3.000
 H12  C11   C5   C6    116.93  3.000
 H12  C4    C5   C6    119.85  3.000
 H12  C3    C4   O4    117.80  3.000
 H12  C3    C4   C5    121.56  3.000
 H12  O4    C4   C5    120.59  3.000
 H12  C4    O4   CA    116.79  3.000
 H12  C10   C2   C3    120.27  3.000
 H12  C10   C2   N1    120.76  3.000
 H12  C3    C2   N1    118.97  3.000
 H12  C7    C3   C2    119.07  3.000
 H12  C7    C3   C4    123.04  3.000
 H12  C2    C3   C4    117.84  3.000
 H12  H7    C7   C8    119.87  3.000
 H12  H7    C7   C3    120.33  3.000
 H12  C8    C7   C3    119.79  3.000
 H12  CL    C8   C9    119.19  3.000
 H12  CL    C8   C7    119.61  3.000
 H12  C9    C8   C7    121.19  3.000
 H12  H9    C9   C10   120.01  3.000
 H12  H9    C9   C8    120.46  3.000
 H12  C10   C9   C8    119.53  3.000
 H12  H10   C10  C9    119.91  3.000
 H12  H10   C10  C2    120.00  3.000
 H12  C9    C10  C2    120.09  3.000
 H12  H122  C12  H121  106.52  3.000
 H12  H122  C12  C13   109.82  3.000
 H12  H121  C12  C13   109.73  3.000
 H12  H122  C12  C11   108.99  3.000
 H12  H121  C12  C11   109.61  3.000
 H12  C13   C12  C11   112.01  3.000
 H12  H133  C13  H132  107.55  3.000
 H12  H133  C13  H131  107.63  3.000
 H12  H132  C13  H131  107.64  3.000
 H12  H133  C13  C12   111.25  3.000
 H12  H132  C13  C12   111.23  3.000
 H12  H131  C13  C12   111.35  3.000
 H12  H112  C11  H111  106.54  3.000
 H12  H112  C11  C12   109.29  3.000
 H12  H111  C11  C12   108.81  3.000
 H12  H112  C11  C5    109.64  3.000
 H12  H111  C11  C5    110.24  3.000
 H12  C12   C11  C5    112.15  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
 H12  CONST_01  C4    C5   C6   N1      0.00   0.0  0
 H12  CONST_02  C4    C3   C2   N1      0.00   0.0  0
 H12  CONST_03  C7    C3   C2   N1    180.00   0.0  0
 H12  CONST_04  C9    C10  C2   N1    180.00   0.0  0
 H12  CONST_05  C3    C2   N1   C6      0.00   0.0  0
 H12  CONST_06  C10   C2   N1   C6    180.00   0.0  0
 H12  CONST_07  C3    C4   C5   C6      0.00   0.0  0
 H12  CONST_08  C2    N1   C6   C5      0.00   0.0  0
 H12  CONST_09  C2    C3   C4   C5      0.00   0.0  0
 H12  CONST_10  C7    C3   C4   C5    180.00   0.0  0
 H12  CONST_11  C10   C2   C3   C4    180.00   0.0  0
 H12  CONST_12  C8    C7   C3   C4    180.00   0.0  0
 H12  CONST_13  C8    C7   C3   C2      0.00   0.0  0
 H12  CONST_14  C8    C9   C10  C2      0.00   0.0  0
 H12  CONST_15  C9    C10  C2   C3      0.00   0.0  0
 H12  CONST_16  C9    C8   C7   C3      0.00   0.0  0
 H12  CONST_17  C10   C2   C3   C7      0.00   0.0  0
 H12  CONST_18  C10   C9   C8   C7      0.00   0.0  0
 H12  CONST_19  C11   C5   C6   N1    180.00   0.0  0
 H12  CONST_20  O4    C4   C5   C6    180.00   0.0  0
 H12  CONST_21  C2    N1   C6   O2    180.00   0.0  0
 H12  CONST_22  C4    C5   C6   O2    180.00   0.0  0
 H12  CONST_23  C2    C3   C4   O4    180.00   0.0  0
 H12  CONST_24  C7    C3   C4   O4      0.00   0.0  0
 H12  CONST_25  C11   C5   C4   C3    180.00   0.0  0
 H12  CONST_26  CL    C8   C7   C3    180.00   0.0  0
 H12  CONST_27  CL    C8   C9   C10   180.00   0.0  0
 H12  CONST_28  H10   C10  C2   N1      0.00   0.0  0
 H12  CONST_29  HN1   N1   C6   C5    180.00   0.0  0
 H12  CONST_30  H7    C7   C3   C4      0.00   0.0  0
 H12  CONST_31  H9    C9   C10  C2    180.00   0.0  0
 H12  Var_01    CD    CC   CB   CA     56.39  30.0  1
 H12  Var_02    CD    CE   CF   CA    -55.27  30.0  1
 H12  Var_03    CE    CD   CC   CB    -55.59  30.0  1
 H12  Var_04    CF    CE   CD   CC     54.93  30.0  1
 H12  Var_05    C5    C4   O4   CA    108.30  30.0  3
 H12  Var_06    C12   C11  C5   C6    -81.99  30.0  2
 H12  Var_07    C13   C12  C11  C5   -179.90  30.0  3
 H12  Var_08    H131  C13  C12  C11  -179.80  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
 H12  chir_01  CA  CB  CF  O4  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
 H12  plan-1  N1   0.020
 H12  plan-1  C6   0.020
 H12  plan-1  O2   0.020
 H12  plan-1  C5   0.020
 H12  plan-1  C4   0.020
 H12  plan-1  O4   0.020
 H12  plan-1  C2   0.020
 H12  plan-1  C3   0.020
 H12  plan-1  C7   0.020
 H12  plan-1  C8   0.020
 H12  plan-1  C9   0.020
 H12  plan-1  C10  0.020
 H12  plan-1  CL   0.020
 H12  plan-1  HN1  0.020
 H12  plan-1  H7   0.020
 H12  plan-1  H9   0.020
 H12  plan-1  H10  0.020
 H12  plan-1  C11  0.020

