# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May 11 21:07:34 2020
#   Inital geometry file: a 128 line input string
#   Ligand name: 3-hydroxy-5-[(naphthalen-1-yl)methyl]-6-[4-(1H-tetrazol-5-yl)phenyl]pyridin-2(1H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC1=CC(=C(NC1=O)c2ccc(cc2)c3[nH]nnn3)Cc4cccc5ccccc45
#
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
 KKS  KKS  3-hydroxy-5-[(naphthalen-1-yl)methyl]-6-[4-(1H-tetrazol-5-yl)phenyl]pyridin-2(1H)-one  ligand  47  30  .  2022-07-25  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_KKS
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
 KKS  C10   C  CR16  0  -0.260  -5.4694  -3.3175  -0.5939
 KKS  C11   C  CR16  0  -0.309  -4.6522  -3.6326   0.4553
 KKS  C12   C  CR66  0   0.115  -3.3841  -3.0202   0.6010
 KKS  C02   C  CR6   0   0.197  -2.7259   2.7349   0.2838
 KKS  C03   C  CR16  0  -0.244  -2.5482   1.5449  -0.3405
 KKS  C04   C  CR6   0   0.017  -1.2514   0.9876  -0.5349
 KKS  C06   C  CR6   0   0.132  -1.6801  -1.4416  -0.1918
 KKS  C07   C  CR66  0   0.069  -2.9569  -2.0532  -0.3540
 KKS  C08   C  CR16  0  -0.343  -3.8323  -1.7543  -1.4292
 KKS  C09   C  CR16  0  -0.251  -5.0503  -2.3670  -1.5459
 KKS  C13   C  CR16  0  -0.334  -2.5410  -3.3564   1.6835
 KKS  C14   C  CR16  0  -0.244  -1.3164  -2.7635   1.8135
 KKS  C15   C  CR16  0  -0.308  -0.8942  -1.8061   0.8739
 KKS  C16   C  CR6   0   0.292  -0.1785   1.6911  -0.0781
 KKS  C17   C  CR6   0   0.003   1.2299   1.2580  -0.1500
 KKS  C18   C  CR16  0  -0.262   1.8442   1.0057  -1.3756
 KKS  C19   C  CR16  0  -0.264   3.1646   0.6001  -1.4320
 KKS  C20   C  CR6   0   0.055   3.9022   0.4430  -0.2596
 KKS  C21   C  CR5   0   0.505   5.2896   0.0101  -0.3465
 KKS  N22   N  NR15  0  -0.506   6.1497  -0.1323   0.6664
 KKS  N23   N  N     0  -0.070   7.3114  -0.5465   0.1936
 KKS  N24   N  N     0  -0.137   7.1688  -0.6523  -1.0683
 KKS  N25   N  N     0  -0.341   5.9379  -0.3175  -1.4425
 KKS  C26   C  CR16  0  -0.268   3.2970   0.7071   0.9668
 KKS  C27   C  CR16  0  -0.262   1.9755   1.1147   1.0192
 KKS  N28   N  NR16  0  -0.703  -0.3880   2.8899   0.5594
 KKS  C29   C  CR6   0   0.443  -1.5901   3.4841   0.7835
 KKS  O30   O  O     0  -0.513  -1.7107   4.5689   1.3546
 KKS  H101  H  HCR6  0   0.259  -6.4339  -3.7965  -0.6988
 KKS  H111  H  HCR6  0   0.255  -4.9649  -4.3595   1.1956
 KKS  H011  H  HOH1  0   0.470  -3.8301   4.1149   0.9390
 KKS  H031  H  HCR6  0   0.274  -3.4170   1.0048  -0.6983
 KKS  H052  H  HCH2  0   0.282  -1.6765  -0.4034  -2.0957
 KKS  H051  H  HCH2  0   0.286  -0.1154  -0.6330  -1.3716
 KKS  H081  H  HCR6  0   0.251  -3.5449  -1.0375  -2.1863
 KKS  H091  H  HCR6  0   0.260  -5.6987  -2.1202  -2.3767
 KKS  H131  H  HCR6  0   0.255  -2.8767  -4.0930   2.4036
 KKS  H141  H  HCR6  0   0.257  -0.6643  -3.0271   2.6360
 KKS  H151  H  HCR6  0   0.249   0.0804  -1.3472   0.9978
 KKS  H181  H  HCR6  0   0.280   1.2918   1.1426  -2.2959
 KKS  H191  H  HCR6  0   0.273   3.6231   0.4097  -2.3927
 KKS  H221  H  HNR5  0   0.452   6.0306   0.0122   1.6594
 KKS  H261  H  HCR6  0   0.262   3.8395   0.5921   1.8961
 KKS  H271  H  HCR6  0   0.280   1.5215   1.3028   1.9838
 KKS  H281  H  HNR6  0   0.424   0.4239   3.4141   0.8617
 KKS  C05   C  CH2   0  -0.658  -1.1505  -0.3882  -1.1414
 KKS  O01   O  OH1   0  -0.619  -3.9361   3.2777   0.4634

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
 KKS  C10  C11   aromatic  1.367  0.020  1.367
 KKS  C10  C09   aromatic  1.409  0.020  1.409
 KKS  C11  C12   aromatic  1.416  0.020  1.416
 KKS  C09  C08   aromatic  1.368  0.020  1.368
 KKS  C12  C13   aromatic  1.413  0.020  1.413
 KKS  C12  C07   aromatic  1.425  0.020  1.425
 KKS  C13  C14   aromatic  1.367  0.020  1.367
 KKS  N23  N22   aromatic  1.321  0.020  1.321
 KKS  N23  N24   aromatic  1.274  0.020  1.274
 KKS  C08  C07   aromatic  1.418  0.020  1.418
 KKS  N22  C21   aromatic  1.336  0.020  1.336
 KKS  C07  C06   aromatic  1.425  0.020  1.425
 KKS  C14  C15   aromatic  1.406  0.020  1.406
 KKS  N24  N25   aromatic  1.329  0.020  1.329
 KKS  C21  N25   aromatic  1.315  0.020  1.315
 KKS  C21  C20   single    1.456  0.020  1.456
 KKS  C06  C15   aromatic  1.373  0.020  1.373
 KKS  C06  C05   single    1.514  0.020  1.514
 KKS  C19  C20   aromatic  1.394  0.020  1.394
 KKS  C19  C18   aromatic  1.382  0.020  1.382
 KKS  C20  C26   aromatic  1.393  0.020  1.393
 KKS  C18  C17   aromatic  1.394  0.020  1.394
 KKS  C05  C04   single    1.507  0.020  1.507
 KKS  C17  C27   aromatic  1.394  0.020  1.394
 KKS  C17  C16   single    1.475  0.020  1.475
 KKS  C26  C27   aromatic  1.384  0.020  1.384
 KKS  C04  C16   double    1.362  0.020  1.362
 KKS  C04  C03   single    1.425  0.020  1.425
 KKS  C16  N28   single    1.374  0.020  1.374
 KKS  C03  C02   double    1.356  0.020  1.356
 KKS  N28  C29   single    1.360  0.020  1.360
 KKS  C02  C29   single    1.450  0.020  1.450
 KKS  C02  O01   single    1.338  0.020  1.338
 KKS  C29  O30   double    1.232  0.020  1.232
 KKS  C10  H101  single    0.930  0.020  1.080
 KKS  C11  H111  single    0.930  0.020  1.080
 KKS  O01  H011  single    0.850  0.020  0.980
 KKS  C03  H031  single    0.930  0.020  1.080
 KKS  C05  H052  single    0.970  0.020  1.090
 KKS  C05  H051  single    0.970  0.020  1.090
 KKS  C08  H081  single    0.930  0.020  1.080
 KKS  C09  H091  single    0.930  0.020  1.080
 KKS  C13  H131  single    0.930  0.020  1.080
 KKS  C14  H141  single    0.930  0.020  1.080
 KKS  C15  H151  single    0.930  0.020  1.080
 KKS  C18  H181  single    0.930  0.020  1.080
 KKS  C19  H191  single    0.930  0.020  1.080
 KKS  N22  H221  single    0.860  0.020  1.020
 KKS  C26  H261  single    0.930  0.020  1.080
 KKS  C27  H271  single    0.930  0.020  1.080
 KKS  N28  H281  single    0.860  0.020  1.020

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
 KKS  H101  C10  C09   119.88  3.000
 KKS  H101  C10  C11   120.36  3.000
 KKS  C09   C10  C11   119.76  3.000
 KKS  H111  C11  C12   118.58  3.000
 KKS  H111  C11  C10   120.43  3.000
 KKS  C12   C11  C10   120.99  3.000
 KKS  C13   C12  C07   119.75  3.000
 KKS  C07   C12  C11   119.55  3.000
 KKS  C13   C12  C11   120.69  3.000
 KKS  C29   C02  C03   120.65  3.000
 KKS  C29   C02  O01   116.91  3.000
 KKS  C03   C02  O01   122.44  3.000
 KKS  H031  C03  C04   119.32  3.000
 KKS  H031  C03  C02   118.97  3.000
 KKS  C04   C03  C02   121.71  3.000
 KKS  C16   C04  C05   123.64  3.000
 KKS  C16   C04  C03   117.98  3.000
 KKS  C05   C04  C03   118.22  3.000
 KKS  C15   C06  C07   119.15  3.000
 KKS  C15   C06  C05   118.11  3.000
 KKS  C07   C06  C05   122.73  3.000
 KKS  C08   C07  C06   123.29  3.000
 KKS  C06   C07  C12   118.93  3.000
 KKS  C08   C07  C12   117.78  3.000
 KKS  H081  C08  C09   118.27  3.000
 KKS  H081  C08  C07   120.42  3.000
 KKS  C09   C08  C07   121.31  3.000
 KKS  H091  C09  C08   119.78  3.000
 KKS  H091  C09  C10   119.62  3.000
 KKS  C08   C09  C10   120.60  3.000
 KKS  H131  C13  C14   120.62  3.000
 KKS  H131  C13  C12   119.09  3.000
 KKS  C14   C13  C12   120.29  3.000
 KKS  H141  C14  C15   119.52  3.000
 KKS  H141  C14  C13   120.43  3.000
 KKS  C15   C14  C13   120.05  3.000
 KKS  H151  C15  C14   118.79  3.000
 KKS  H151  C15  C06   119.38  3.000
 KKS  C14   C15  C06   121.83  3.000
 KKS  N28   C16  C17   115.11  3.000
 KKS  N28   C16  C04   119.09  3.000
 KKS  C17   C16  C04   125.74  3.000
 KKS  C27   C17  C18   118.89  3.000
 KKS  C27   C17  C16   119.99  3.000
 KKS  C18   C17  C16   121.11  3.000
 KKS  H181  C18  C19   119.35  3.000
 KKS  H181  C18  C17   119.99  3.000
 KKS  C19   C18  C17   120.66  3.000
 KKS  H191  C19  C20   120.19  3.000
 KKS  H191  C19  C18   119.53  3.000
 KKS  C20   C19  C18   120.28  3.000
 KKS  C26   C20  C21   121.53  3.000
 KKS  C26   C20  C19   119.29  3.000
 KKS  C21   C20  C19   119.18  3.000
 KKS  N25   C21  N22   106.73  3.000
 KKS  N25   C21  C20   126.42  3.000
 KKS  N22   C21  C20   126.85  3.000
 KKS  H221  N22  N23   120.01  3.000
 KKS  H221  N22  C21   130.82  3.000
 KKS  N23   N22  C21   109.16  3.000
 KKS  N24   N23  N22   106.38  3.000
 KKS  N25   N24  N23   111.19  3.000
 KKS  N24   N25  C21   106.53  3.000
 KKS  H261  C26  C27   118.52  3.000
 KKS  H261  C26  C20   121.21  3.000
 KKS  C27   C26  C20   120.27  3.000
 KKS  H271  C27  C26   119.04  3.000
 KKS  H271  C27  C17   120.34  3.000
 KKS  C26   C27  C17   120.61  3.000
 KKS  H281  N28  C29   115.69  3.000
 KKS  H281  N28  C16   117.90  3.000
 KKS  C29   N28  C16   126.35  3.000
 KKS  O30   C29  N28   123.22  3.000
 KKS  O30   C29  C02   122.57  3.000
 KKS  N28   C29  C02   114.21  3.000
 KKS  H051  C05  H052  105.71  3.000
 KKS  H051  C05  C06   107.99  3.000
 KKS  H052  C05  C06   111.77  3.000
 KKS  H051  C05  C04   110.74  3.000
 KKS  H052  C05  C04   109.44  3.000
 KKS  C06   C05  C04   111.06  3.000
 KKS  H011  O01  C02   108.51  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
 KKS  CONST_01  C13   C12  C11  C10  180.00   0.0  0
 KKS  CONST_02  C07   C12  C11  C10    0.00   0.0  0
 KKS  CONST_03  C07   C08  C09  C10    0.00   0.0  0
 KKS  CONST_04  C08   C09  C10  C11    0.00   0.0  0
 KKS  CONST_05  C14   C13  C12  C11  180.00   0.0  0
 KKS  CONST_06  C08   C07  C12  C11    0.00   0.0  0
 KKS  CONST_07  C06   C07  C12  C11  180.00   0.0  0
 KKS  CONST_08  C09   C10  C11  C12    0.00   0.0  0
 KKS  CONST_09  C15   C14  C13  C12    0.00   0.0  0
 KKS  CONST_10  C09   C08  C07  C12    0.00   0.0  0
 KKS  CONST_11  C15   C06  C07  C12    0.00   0.0  0
 KKS  CONST_12  C13   C12  C07  C06    0.00   0.0  0
 KKS  CONST_13  C09   C08  C07  C06  180.00   0.0  0
 KKS  CONST_14  C13   C14  C15  C06    0.00   0.0  0
 KKS  CONST_15  C14   C13  C12  C07    0.00   0.0  0
 KKS  CONST_16  C14   C15  C06  C07    0.00   0.0  0
 KKS  CONST_17  C13   C12  C07  C08  180.00   0.0  0
 KKS  CONST_18  C15   C06  C07  C08  180.00   0.0  0
 KKS  CONST_19  C20   C19  C18  C17    0.00   0.0  0
 KKS  CONST_20  C20   C26  C27  C17    0.00   0.0  0
 KKS  CONST_21  C21   C20  C19  C18  180.00   0.0  0
 KKS  CONST_22  C26   C20  C19  C18    0.00   0.0  0
 KKS  CONST_23  C26   C27  C17  C18    0.00   0.0  0
 KKS  CONST_24  N22   C21  C20  C19  180.00   0.0  0
 KKS  CONST_25  N25   C21  C20  C19    0.00   0.0  0
 KKS  CONST_26  C27   C26  C20  C19    0.00   0.0  0
 KKS  CONST_27  C27   C17  C18  C19    0.00   0.0  0
 KKS  CONST_28  N23   N22  C21  C20  180.00   0.0  0
 KKS  CONST_29  N24   N25  C21  C20  180.00   0.0  0
 KKS  CONST_30  N24   N23  N22  C21    0.00   0.0  0
 KKS  CONST_31  N23   N24  N25  C21    0.00   0.0  0
 KKS  CONST_32  C27   C26  C20  C21  180.00   0.0  0
 KKS  CONST_33  N25   N24  N23  N22    0.00   0.0  0
 KKS  CONST_34  N24   N25  C21  N22    0.00   0.0  0
 KKS  CONST_35  C26   C20  C21  N22    0.00   0.0  0
 KKS  CONST_36  N25   C21  N22  N23    0.00   0.0  0
 KKS  CONST_37  C26   C20  C21  N25  180.00   0.0  0
 KKS  CONST_38  C19   C18  C17  C16  180.00   0.0  0
 KKS  CONST_39  C26   C27  C17  C16  180.00   0.0  0
 KKS  CONST_40  C16   N28  C29  C02    0.00   0.0  0
 KKS  CONST_41  C05   C06  C07  C12  180.00   0.0  0
 KKS  CONST_42  C08   C07  C06  C05    0.00   0.0  0
 KKS  CONST_43  C14   C15  C06  C05  180.00   0.0  0
 KKS  CONST_44  O30   C29  N28  C16  180.00   0.0  0
 KKS  CONST_45  H081  C08  C09  C10  180.00   0.0  0
 KKS  CONST_46  H091  C09  C10  C11  180.00   0.0  0
 KKS  CONST_47  H131  C13  C12  C11    0.00   0.0  0
 KKS  CONST_48  H101  C10  C11  C12  180.00   0.0  0
 KKS  CONST_49  H141  C14  C13  C12  180.00   0.0  0
 KKS  CONST_50  H111  C11  C12  C07  180.00   0.0  0
 KKS  CONST_51  H151  C15  C06  C07  180.00   0.0  0
 KKS  CONST_52  H181  C18  C17  C16    0.00   0.0  0
 KKS  CONST_53  H271  C27  C17  C16    0.00   0.0  0
 KKS  CONST_54  H191  C19  C18  C17  180.00   0.0  0
 KKS  CONST_55  H261  C26  C27  C17  180.00   0.0  0
 KKS  CONST_56  H221  N22  C21  C20    0.00   0.0  0
 KKS  CONST_57  H281  N28  C29  C02  180.00   0.0  0
 KKS  Var_01    C18   C17  C16  C04   60.42  30.0  2
 KKS  Var_02    C06   C05  C04  C03  -68.47  30.0  2
 KKS  Var_03    C07   C06  C05  C04  103.52  30.0  3

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
 KKS  plan-1  C20   0.020
 KKS  plan-1  C21   0.020
 KKS  plan-1  N22   0.020
 KKS  plan-1  N23   0.020
 KKS  plan-1  N24   0.020
 KKS  plan-1  N25   0.020
 KKS  plan-1  H221  0.020
 KKS  plan-2  C02   0.020
 KKS  plan-2  C03   0.020
 KKS  plan-2  C04   0.020
 KKS  plan-2  C16   0.020
 KKS  plan-2  C17   0.020
 KKS  plan-2  N28   0.020
 KKS  plan-2  C29   0.020
 KKS  plan-2  O30   0.020
 KKS  plan-2  H031  0.020
 KKS  plan-2  H281  0.020
 KKS  plan-2  C05   0.020
 KKS  plan-2  O01   0.020
 KKS  plan-3  C16   0.020
 KKS  plan-3  C17   0.020
 KKS  plan-3  C18   0.020
 KKS  plan-3  C19   0.020
 KKS  plan-3  C20   0.020
 KKS  plan-3  C21   0.020
 KKS  plan-3  C26   0.020
 KKS  plan-3  C27   0.020
 KKS  plan-3  H181  0.020
 KKS  plan-3  H191  0.020
 KKS  plan-3  H261  0.020
 KKS  plan-3  H271  0.020
 KKS  plan-4  C10   0.020
 KKS  plan-4  C11   0.020
 KKS  plan-4  C12   0.020
 KKS  plan-4  C06   0.020
 KKS  plan-4  C07   0.020
 KKS  plan-4  C08   0.020
 KKS  plan-4  C09   0.020
 KKS  plan-4  C13   0.020
 KKS  plan-4  C14   0.020
 KKS  plan-4  C15   0.020
 KKS  plan-4  H101  0.020
 KKS  plan-4  H111  0.020
 KKS  plan-4  H081  0.020
 KKS  plan-4  H091  0.020
 KKS  plan-4  H131  0.020
 KKS  plan-4  H141  0.020
 KKS  plan-4  H151  0.020
 KKS  plan-4  C05   0.020

