# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 31 11:29:16 2020
#   Inital geometry file: a 80 line input string
#   Ligand name: 5-hydroxy-2-[4-(1H-tetrazol-5-yl)phenyl]pyrimidin-4(3H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC1=CN=C(NC1=O)c2ccc(cc2)c3[nH]nnn3
#
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
 3K1  3K1  5-hydroxy-2-[4-(1H-tetrazol-5-yl)phenyl]pyrimidin-4(3H)-one  ligand  27  19  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_3K1
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
 3K1  O01   O  OH1   0  -0.606  -5.9093  -0.4094  -0.0655
 3K1  C02   C  CR6   0   0.174  -4.5717  -0.4107  -0.0437
 3K1  C03   C  CR16  0  -0.191  -3.7683  -1.4775  -0.2904
 3K1  N04   N  N     0  -0.428  -2.4109  -1.4190  -0.2705
 3K1  C05   C  CR6   0   0.502  -1.8565  -0.2886   0.0140
 3K1  C06   C  CR6   0   0.027  -0.3886  -0.1734   0.0238
 3K1  C07   C  CR16  0  -0.253   0.3802  -1.3178   0.2394
 3K1  C08   C  CR16  0  -0.258   1.7585  -1.2470   0.2406
 3K1  C09   C  CR6   0   0.053   2.4020  -0.0293   0.0163
 3K1  C10   C  CR16  0  -0.262   1.6384   1.1126  -0.2064
 3K1  C11   C  CR16  0  -0.281   0.2564   1.0410  -0.2007
 3K1  C12   C  CR5   0   0.509   3.8572   0.0132   0.0176
 3K1  N13   N  N     0  -0.340   4.6657  -1.0012   0.2331
 3K1  N14   N  N     0  -0.136   5.9031  -0.5249   0.1408
 3K1  N15   N  N     0  -0.069   5.8980   0.7231  -0.1185
 3K1  N16   N  NR15  0  -0.506   4.6299   1.0816  -0.2000
 3K1  N17   N  NR16  0  -0.705  -2.5947   0.8162   0.3014
 3K1  C18   C  CR6   0   0.497  -3.9723   0.8671   0.2932
 3K1  O19   O  O     0  -0.467  -4.5848   1.8872   0.5555
 3K1  H011  H  HOH1  0   0.481  -6.2438  -1.2820  -0.3053
 3K1  H031  H  HCR6  0   0.287  -4.1975  -2.4444  -0.5319
 3K1  H071  H  HCR6  0   0.271  -0.1069  -2.2665   0.4164
 3K1  H081  H  HCR6  0   0.274   2.3393  -2.1415   0.4197
 3K1  H101  H  HCR6  0   0.265   2.1006   2.0721  -0.3972
 3K1  H111  H  HCR6  0   0.274  -0.3014   1.9457  -0.4051
 3K1  H161  H  HNR5  0   0.453   4.3865   2.0414  -0.4014
 3K1  H1    H  HNR6  0   0.435  -2.1278   1.6714   0.5774

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
 3K1  N14  N13   aromatic  1.329  0.020  1.329
 3K1  N14  N15   aromatic  1.275  0.020  1.275
 3K1  N13  C12   aromatic  1.315  0.020  1.315
 3K1  N15  N16   aromatic  1.320  0.020  1.320
 3K1  C12  N16   aromatic  1.336  0.020  1.336
 3K1  C12  C09   single    1.456  0.020  1.456
 3K1  C10  C09   aromatic  1.392  0.020  1.392
 3K1  C10  C11   aromatic  1.384  0.020  1.384
 3K1  C09  C08   aromatic  1.395  0.020  1.395
 3K1  C11  C06   aromatic  1.393  0.020  1.393
 3K1  C08  C07   aromatic  1.380  0.020  1.380
 3K1  C06  C07   aromatic  1.395  0.020  1.395
 3K1  C06  C05   single    1.472  0.020  1.472
 3K1  N04  C05   double    1.291  0.020  1.291
 3K1  N04  C03   single    1.359  0.020  1.359
 3K1  C05  N17   single    1.359  0.020  1.359
 3K1  C03  C02   double    1.358  0.020  1.358
 3K1  N17  C18   single    1.379  0.020  1.379
 3K1  C02  C18   single    1.451  0.020  1.451
 3K1  C02  O01   single    1.338  0.020  1.338
 3K1  C18  O19   double    1.218  0.020  1.218
 3K1  O01  H011  single    0.850  0.020  0.980
 3K1  C03  H031  single    0.930  0.020  1.080
 3K1  C07  H071  single    0.930  0.020  1.080
 3K1  C08  H081  single    0.930  0.020  1.080
 3K1  C10  H101  single    0.930  0.020  1.080
 3K1  C11  H111  single    0.930  0.020  1.080
 3K1  N16  H161  single    0.860  0.020  1.020
 3K1  N17  H1    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
 3K1  H011  O01  C02  110.48  3.000
 3K1  C18   C02  C03  119.31  3.000
 3K1  C18   C02  O01  114.58  3.000
 3K1  C03   C02  O01  126.11  3.000
 3K1  H031  C03  N04  115.90  3.000
 3K1  H031  C03  C02  120.42  3.000
 3K1  N04   C03  C02  123.68  3.000
 3K1  C05   N04  C03  118.04  3.000
 3K1  N17   C05  C06  118.44  3.000
 3K1  N17   C05  N04  121.67  3.000
 3K1  C06   C05  N04  119.89  3.000
 3K1  C11   C06  C07  118.99  3.000
 3K1  C07   C06  C05  119.08  3.000
 3K1  C11   C06  C05  121.92  3.000
 3K1  H071  C07  C08  119.66  3.000
 3K1  H071  C07  C06  119.78  3.000
 3K1  C08   C07  C06  120.55  3.000
 3K1  H081  C08  C09  120.04  3.000
 3K1  H081  C08  C07  119.61  3.000
 3K1  C09   C08  C07  120.34  3.000
 3K1  C12   C09  C10  121.64  3.000
 3K1  C10   C09  C08  119.25  3.000
 3K1  C12   C09  C08  119.10  3.000
 3K1  H101  C10  C11  118.25  3.000
 3K1  H101  C10  C09  121.43  3.000
 3K1  C11   C10  C09  120.32  3.000
 3K1  H111  C11  C10  118.08  3.000
 3K1  H111  C11  C06  121.36  3.000
 3K1  C10   C11  C06  120.54  3.000
 3K1  N16   C12  N13  106.73  3.000
 3K1  N16   C12  C09  126.95  3.000
 3K1  N13   C12  C09  126.31  3.000
 3K1  N14   N13  C12  106.53  3.000
 3K1  N15   N14  N13  111.18  3.000
 3K1  N16   N15  N14  106.40  3.000
 3K1  H161  N16  N15  120.11  3.000
 3K1  H161  N16  C12  130.73  3.000
 3K1  N15   N16  C12  109.16  3.000
 3K1  H1    N17  C18  115.54  3.000
 3K1  H1    N17  C05  119.58  3.000
 3K1  C18   N17  C05  124.85  3.000
 3K1  O19   C18  N17  122.14  3.000
 3K1  O19   C18  C02  125.42  3.000
 3K1  N17   C18  C02  112.44  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
 3K1  CONST_01  C09   C10  C11  C06    0.00   0.0  0
 3K1  CONST_02  C09   C08  C07  C06    0.00   0.0  0
 3K1  CONST_03  C12   C09  C08  C07  180.00   0.0  0
 3K1  CONST_04  C10   C09  C08  C07    0.00   0.0  0
 3K1  CONST_05  C10   C11  C06  C07    0.00   0.0  0
 3K1  CONST_06  N13   C12  C09  C08    0.00   0.0  0
 3K1  CONST_07  N16   C12  C09  C08  180.00   0.0  0
 3K1  CONST_08  C11   C10  C09  C08    0.00   0.0  0
 3K1  CONST_09  C11   C06  C07  C08    0.00   0.0  0
 3K1  CONST_10  N14   N13  C12  C09  180.00   0.0  0
 3K1  CONST_11  N15   N16  C12  C09  180.00   0.0  0
 3K1  CONST_12  N13   C12  C09  C10  180.00   0.0  0
 3K1  CONST_13  N16   C12  C09  C10    0.00   0.0  0
 3K1  CONST_14  C12   C09  C10  C11  180.00   0.0  0
 3K1  CONST_15  N15   N14  N13  C12    0.00   0.0  0
 3K1  CONST_16  N14   N15  N16  C12    0.00   0.0  0
 3K1  CONST_17  N16   N15  N14  N13    0.00   0.0  0
 3K1  CONST_18  N15   N16  C12  N13    0.00   0.0  0
 3K1  CONST_19  N16   C12  N13  N14    0.00   0.0  0
 3K1  CONST_20  C10   C11  C06  C05  180.00   0.0  0
 3K1  CONST_21  C08   C07  C06  C05  180.00   0.0  0
 3K1  CONST_22  C05   N17  C18  C02    0.00   0.0  0
 3K1  CONST_23  C06   C05  N04  C03  180.00   0.0  0
 3K1  CONST_24  N17   C05  N04  C03    0.00   0.0  0
 3K1  CONST_25  C18   N17  C05  N04    0.00   0.0  0
 3K1  CONST_26  C18   N17  C05  C06  180.00   0.0  0
 3K1  CONST_27  O19   C18  N17  C05  180.00   0.0  0
 3K1  CONST_28  H111  C11  C06  C05    0.00   0.0  0
 3K1  CONST_29  H071  C07  C06  C05    0.00   0.0  0
 3K1  CONST_30  H101  C10  C11  C06  180.00   0.0  0
 3K1  CONST_31  H081  C08  C07  C06  180.00   0.0  0
 3K1  CONST_32  H161  N16  C12  C09    0.00   0.0  0
 3K1  CONST_33  H1    N17  C18  C02  180.00   0.0  0
 3K1  Var_01    C11   C06  C05  N04  154.32  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
 3K1  plan-1  C09   0.020
 3K1  plan-1  C12   0.020
 3K1  plan-1  N13   0.020
 3K1  plan-1  N14   0.020
 3K1  plan-1  N15   0.020
 3K1  plan-1  N16   0.020
 3K1  plan-1  H161  0.020
 3K1  plan-2  O01   0.020
 3K1  plan-2  C02   0.020
 3K1  plan-2  C03   0.020
 3K1  plan-2  N04   0.020
 3K1  plan-2  C05   0.020
 3K1  plan-2  C06   0.020
 3K1  plan-2  N17   0.020
 3K1  plan-2  C18   0.020
 3K1  plan-2  O19   0.020
 3K1  plan-2  H031  0.020
 3K1  plan-2  H1    0.020
 3K1  plan-3  C05   0.020
 3K1  plan-3  C06   0.020
 3K1  plan-3  C07   0.020
 3K1  plan-3  C08   0.020
 3K1  plan-3  C09   0.020
 3K1  plan-3  C10   0.020
 3K1  plan-3  C11   0.020
 3K1  plan-3  C12   0.020
 3K1  plan-3  H071  0.020
 3K1  plan-3  H081  0.020
 3K1  plan-3  H101  0.020
 3K1  plan-3  H111  0.020

