# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 00:55:25 2020
#   Inital geometry file: a 105 line input string
#   Ligand name: 6-chloro-4-(cyclohexyloxy)-3-(1-methylethyl)quinolin-2(1H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)C1=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
 H20  H20  6-chloro-4-(cyclohexyloxy)-3-(1-methylethyl)quinolin-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 PERFECT
;

data_comp_H20
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
 H20  CA    C   CH1   0   0.038  -1.9159  -0.0637   0.0009
 H20  CB    C   CH2   0  -0.456  -2.5863   0.6802   1.1448
 H20  CC    C   CH2   0  -0.437  -3.7233   1.5525   0.6144
 H20  CD    C   CH2   0  -0.432  -4.7366   0.7246  -0.1686
 H20  CE    C   CH2   0  -0.443  -4.0584  -0.0537  -1.2903
 H20  CF    C   CH2   0  -0.467  -2.9131  -0.9154  -0.7636
 H20  N1    N   NR16  0  -0.759   2.8331   0.7404   0.8518
 H20  C6    C   CR6   0   0.513   2.2026   0.3992   2.0201
 H20  O2    O   OC    0  -0.475   2.7636   0.6088   3.0889
 H20  C5    C   CR6   0  -0.199   0.8643  -0.1770   1.8882
 H20  C4    C   CR6   0   0.424   0.3533  -0.3905   0.6452
 H20  O4    O   O2    0  -0.495  -0.8698  -0.9385   0.4793
 H20  C2    C   CR66  0   0.377   2.3674   0.4956  -0.4073
 H20  C3    C   CR66  0  -0.038   1.1109  -0.1005  -0.5543
 H20  C7    C   CR16  0  -0.268   0.6609  -0.4255  -1.8404
 H20  C8    C   CR6   0  -0.048   1.4327  -0.1131  -2.9348
 H20  C9    C   CR16  0  -0.217   2.6689   0.5175  -2.7912
 H20  C10   C   CR16  0  -0.317   3.1349   0.8153  -1.5313
 H20  CL    CL  CL    0  -0.127   0.8695  -0.5198  -4.5227
 H20  C12   C   CH3   0  -0.647   0.7857  -1.7099   3.8801
 H20  C13   C   CH3   0  -0.659  -0.1431   0.6355   4.0770
 H20  HA    H   HCH1  0   0.229  -1.4756   0.6729  -0.6835
 H20  HB1   H   HCH2  0   0.223  -2.9896  -0.0432   1.8610
 H20  HB2   H   HCH2  0   0.247  -1.8607   1.2976   1.6797
 H20  HC1   H   HCH2  0   0.218  -3.3135   2.3375  -0.0301
 H20  HC2   H   HCH2  0   0.238  -4.2091   2.0620   1.4490
 H20  HD1   H   HCH2  0   0.233  -5.5171   1.3697  -0.5782
 H20  HD2   H   HCH2  0   0.215  -5.2339   0.0244   0.5107
 H20  HE1   H   HCH2  0   0.218  -3.6680   0.6471  -2.0355
 H20  HE2   H   HCH2  0   0.239  -4.7806  -0.6856  -1.8110
 H20  HF1   H   HCH2  0   0.247  -2.4175  -1.4266  -1.5932
 H20  HF2   H   HCH2  0   0.229  -3.3062  -1.6937  -0.1011
 H20  HN1   H   HNR6  0   0.415   3.7468   1.1635   0.9493
 H20  H7    H   HCR6  0   0.290  -0.2817  -0.9365  -1.9767
 H20  H9    H   HCR6  0   0.289   3.2646   0.7605  -3.6603
 H20  H10   H   HCR6  0   0.289   4.1007   1.2889  -1.4100
 H20  H11   H   HCH1  0   0.250  -0.8679  -0.9103   2.8269
 H20  H121  H   HCH3  0   0.227   0.1715  -2.0187   4.7279
 H20  H122  H   HCH3  0   0.227   0.9057  -2.5754   3.2272
 H20  H123  H   HCH3  0   0.230   1.7660  -1.4341   4.2645
 H20  H131  H   HCH3  0   0.233   0.7738   1.0190   4.5184
 H20  H132  H   HCH3  0   0.229  -0.6356   1.4550   3.5526
 H20  H133  H   HCH3  0   0.225  -0.8017   0.3249   4.8901
 H20  C11   C   CH1   0  -0.306   0.1109  -0.5499   3.1438

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
 H20  CA   CB    single    1.520  0.020  1.520
 H20  CA   CF    single    1.518  0.020  1.518
 H20  CA   O4    single    1.445  0.020  1.445
 H20  CA   HA    single    0.970  0.020  1.090
 H20  CB   CC    single    1.528  0.020  1.528
 H20  CB   HB1   single    0.970  0.020  1.090
 H20  CB   HB2   single    0.970  0.020  1.090
 H20  CC   CD    single    1.525  0.020  1.525
 H20  CC   HC1   single    0.970  0.020  1.090
 H20  CC   HC2   single    0.970  0.020  1.090
 H20  CD   CE    single    1.524  0.020  1.524
 H20  CD   HD1   single    0.970  0.020  1.090
 H20  CD   HD2   single    0.970  0.020  1.090
 H20  CE   CF    single    1.527  0.020  1.527
 H20  CE   HE1   single    0.970  0.020  1.090
 H20  CE   HE2   single    0.970  0.020  1.090
 H20  CF   HF1   single    0.970  0.020  1.090
 H20  CF   HF2   single    0.970  0.020  1.090
 H20  N1   C6    aromatic  1.371  0.020  1.371
 H20  N1   C2    aromatic  1.365  0.020  1.365
 H20  N1   HN1   single    0.860  0.020  1.020
 H20  C6   O2    double    1.225  0.020  1.225
 H20  C6   C5    aromatic  1.463  0.020  1.463
 H20  C5   C4    aromatic  1.361  0.020  1.361
 H20  C5   C11   single    1.511  0.020  1.511
 H20  C4   O4    single    1.350  0.020  1.350
 H20  C4   C3    aromatic  1.448  0.020  1.448
 H20  C2   C3    aromatic  1.398  0.020  1.398
 H20  C2   C10   aromatic  1.398  0.020  1.398
 H20  C3   C7    aromatic  1.401  0.020  1.401
 H20  C7   C8    aromatic  1.375  0.020  1.375
 H20  C7   H7    single    0.930  0.020  1.080
 H20  C8   C9    aromatic  1.395  0.020  1.395
 H20  C8   CL    single    1.733  0.020  1.733
 H20  C9   C10   aromatic  1.376  0.020  1.376
 H20  C9   H9    single    0.930  0.020  1.080
 H20  C10  H10   single    0.930  0.020  1.080
 H20  C11  C12   single    1.531  0.020  1.531
 H20  C11  C13   single    1.530  0.020  1.530
 H20  C11  H11   single    0.970  0.020  1.090
 H20  C12  H121  single    0.970  0.020  1.090
 H20  C12  H122  single    0.970  0.020  1.090
 H20  C12  H123  single    0.970  0.020  1.090
 H20  C13  H131  single    0.970  0.020  1.090
 H20  C13  H132  single    0.970  0.020  1.090
 H20  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
 H20  HA    CA   O4    108.80  3.000
 H20  HA    CA   CF    109.03  3.000
 H20  O4    CA   CF    107.62  3.000
 H20  HA    CA   CB    108.52  3.000
 H20  O4    CA   CB    111.48  3.000
 H20  CF    CA   CB    111.34  3.000
 H20  HB2   CB   HB1   107.32  3.000
 H20  HB2   CB   CC    109.96  3.000
 H20  HB1   CB   CC    109.27  3.000
 H20  HB2   CB   CA    110.62  3.000
 H20  HB1   CB   CA    109.35  3.000
 H20  CC    CB   CA    110.26  3.000
 H20  HC2   CC   HC1   106.37  3.000
 H20  HC2   CC   CD    110.50  3.000
 H20  HC1   CC   CD    109.61  3.000
 H20  HC2   CC   CB    109.40  3.000
 H20  HC1   CC   CB    109.57  3.000
 H20  CD    CC   CB    111.26  3.000
 H20  HD2   CD   HD1   106.60  3.000
 H20  HD2   CD   CE    109.40  3.000
 H20  HD1   CD   CE    110.09  3.000
 H20  HD2   CD   CC    109.30  3.000
 H20  HD1   CD   CC    110.28  3.000
 H20  CE    CD   CC    111.07  3.000
 H20  HE2   CE   HE1   106.36  3.000
 H20  HE2   CE   CF    109.52  3.000
 H20  HE1   CE   CF    109.18  3.000
 H20  HE2   CE   CD    110.62  3.000
 H20  HE1   CE   CD    109.43  3.000
 H20  CF    CE   CD    111.59  3.000
 H20  HF2   CF   HF1   106.82  3.000
 H20  HF2   CF   CE    109.90  3.000
 H20  HF1   CF   CE    110.01  3.000
 H20  HF2   CF   CA    109.27  3.000
 H20  HF1   CF   CA    110.29  3.000
 H20  CE    CF   CA    110.48  3.000
 H20  HN1   N1   C2    118.18  3.000
 H20  HN1   N1   C6    115.94  3.000
 H20  C2    N1   C6    125.79  3.000
 H20  C5    C6   O2    124.39  3.000
 H20  C5    C6   N1    116.23  3.000
 H20  O2    C6   N1    119.37  3.000
 H20  C11   C5   C4    122.21  3.000
 H20  C11   C5   C6    118.58  3.000
 H20  C4    C5   C6    119.18  3.000
 H20  C3    C4   O4    116.96  3.000
 H20  C3    C4   C5    121.92  3.000
 H20  O4    C4   C5    121.06  3.000
 H20  C4    O4   CA    116.78  3.000
 H20  C10   C2   C3    120.41  3.000
 H20  C10   C2   N1    120.89  3.000
 H20  C3    C2   N1    118.70  3.000
 H20  C7    C3   C2    118.95  3.000
 H20  C7    C3   C4    123.09  3.000
 H20  C2    C3   C4    117.93  3.000
 H20  H7    C7   C8    119.77  3.000
 H20  H7    C7   C3    120.37  3.000
 H20  C8    C7   C3    119.85  3.000
 H20  CL    C8   C9    119.23  3.000
 H20  CL    C8   C7    119.57  3.000
 H20  C9    C8   C7    121.20  3.000
 H20  H9    C9   C10   120.05  3.000
 H20  H9    C9   C8    120.47  3.000
 H20  C10   C9   C8    119.48  3.000
 H20  H10   C10  C9    119.96  3.000
 H20  H10   C10  C2    119.98  3.000
 H20  C9    C10  C2    120.05  3.000
 H20  H123  C12  H122  108.27  3.000
 H20  H123  C12  H121  107.71  3.000
 H20  H122  C12  H121  107.60  3.000
 H20  H123  C12  C11   112.01  3.000
 H20  H122  C12  C11   111.22  3.000
 H20  H121  C12  C11   109.87  3.000
 H20  H133  C13  H132  107.44  3.000
 H20  H133  C13  H131  107.87  3.000
 H20  H132  C13  H131  108.12  3.000
 H20  H133  C13  C11   109.51  3.000
 H20  H132  C13  C11   111.34  3.000
 H20  H131  C13  C11   112.38  3.000
 H20  H11   C11  C13   106.52  3.000
 H20  H11   C11  C12   106.57  3.000
 H20  C13   C11  C12   111.53  3.000
 H20  H11   C11  C5    106.72  3.000
 H20  C13   C11  C5    113.48  3.000
 H20  C12   C11  C5    111.52  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
 H20  CONST_01  C4    C5   C6   N1      0.00   0.0  0
 H20  CONST_02  C4    C3   C2   N1      0.00   0.0  0
 H20  CONST_03  C7    C3   C2   N1    180.00   0.0  0
 H20  CONST_04  C9    C10  C2   N1    180.00   0.0  0
 H20  CONST_05  C3    C2   N1   C6      0.00   0.0  0
 H20  CONST_06  C10   C2   N1   C6    180.00   0.0  0
 H20  CONST_07  C3    C4   C5   C6      0.00   0.0  0
 H20  CONST_08  C2    N1   C6   C5      0.00   0.0  0
 H20  CONST_09  C2    C3   C4   C5      0.00   0.0  0
 H20  CONST_10  C7    C3   C4   C5    180.00   0.0  0
 H20  CONST_11  C10   C2   C3   C4    180.00   0.0  0
 H20  CONST_12  C8    C7   C3   C4    180.00   0.0  0
 H20  CONST_13  C8    C7   C3   C2      0.00   0.0  0
 H20  CONST_14  C8    C9   C10  C2      0.00   0.0  0
 H20  CONST_15  C9    C10  C2   C3      0.00   0.0  0
 H20  CONST_16  C9    C8   C7   C3      0.00   0.0  0
 H20  CONST_17  C10   C2   C3   C7      0.00   0.0  0
 H20  CONST_18  C10   C9   C8   C7      0.00   0.0  0
 H20  CONST_19  C11   C5   C6   N1    180.00   0.0  0
 H20  CONST_20  O4    C4   C5   C6    180.00   0.0  0
 H20  CONST_21  C2    N1   C6   O2    180.00   0.0  0
 H20  CONST_22  C4    C5   C6   O2    180.00   0.0  0
 H20  CONST_23  C2    C3   C4   O4    180.00   0.0  0
 H20  CONST_24  C7    C3   C4   O4      0.00   0.0  0
 H20  CONST_25  C11   C5   C4   C3    180.00   0.0  0
 H20  CONST_26  CL    C8   C7   C3    180.00   0.0  0
 H20  CONST_27  CL    C8   C9   C10   180.00   0.0  0
 H20  CONST_28  H10   C10  C2   N1      0.00   0.0  0
 H20  CONST_29  HN1   N1   C6   C5    180.00   0.0  0
 H20  CONST_30  H7    C7   C3   C4      0.00   0.0  0
 H20  CONST_31  H9    C9   C10  C2    180.00   0.0  0
 H20  Var_01    CD    CC   CB   CA     56.34  30.0  1
 H20  Var_02    CD    CE   CF   CA    -55.49  30.0  1
 H20  Var_03    CE    CD   CC   CB    -55.11  30.0  1
 H20  Var_04    CF    CE   CD   CC     54.70  30.0  1
 H20  Var_05    C5    C4   O4   CA    108.83  30.0  1
 H20  Var_06    C12   C11  C5   C6    -66.66  30.0  2
 H20  Var_07    H121  C12  C11  C5   -174.68  30.0  3
 H20  Var_08    H131  C13  C11  C5    -67.69  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
 H20  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
 H20  plan-1  N1   0.020
 H20  plan-1  C6   0.020
 H20  plan-1  O2   0.020
 H20  plan-1  C5   0.020
 H20  plan-1  C4   0.020
 H20  plan-1  O4   0.020
 H20  plan-1  C2   0.020
 H20  plan-1  C3   0.020
 H20  plan-1  C7   0.020
 H20  plan-1  C8   0.020
 H20  plan-1  C9   0.020
 H20  plan-1  C10  0.020
 H20  plan-1  CL   0.020
 H20  plan-1  HN1  0.020
 H20  plan-1  H7   0.020
 H20  plan-1  H9   0.020
 H20  plan-1  H10  0.020
 H20  plan-1  C11  0.020

