# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 19:36:26 2020
#   Inital geometry file: a 79 line input string
#   Ligand name: 2-(3-hydroxyphenyl)-N-(pyridin-3-yl)acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cccc(CC(=O)Nc2cccnc2)c1
#
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
 H0P  H0P  2-(3-hydroxyphenyl)-N-(pyridin-3-yl)acetamide  ligand  29  17  .  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_H0P
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
 H0P  N1   N  NH1   0  -0.744  -1.4654  -0.5671   0.6146
 H0P  C4   C  CR16  0  -0.212  -2.9712   0.5035  -1.0371
 H0P  C5   C  CR16  0  -0.312  -4.2693   0.9154  -1.2989
 H0P  C6   C  CR16  0  -0.085  -5.2569   0.7199  -0.3491
 H0P  C7   C  CR16  0  -0.145  -3.7777  -0.2512   1.0793
 H0P  C8   C  CR6   0   0.165   2.1875  -0.8397   0.2365
 H0P  C10  C  CR16  0  -0.231   4.1244  -1.1546  -1.1510
 H0P  C13  C  CR16  0  -0.424   2.7541   0.3275   0.7385
 H0P  C1   C  CH2   0  -0.705   0.8330  -1.2697   0.7156
 H0P  C2   C  C     0   0.562  -0.2895  -0.6084  -0.0661
 H0P  C3   C  CR6   0   0.288  -2.7075  -0.1019   0.1899
 H0P  N2   N  N     0  -0.388  -5.0105   0.1449   0.8235
 H0P  O1   O  O     0  -0.450  -0.1438  -0.1874  -1.1958
 H0P  C9   C  CR16  0  -0.336   2.8772  -1.5828  -0.7132
 H0P  C11  C  CR16  0  -0.350   4.6931   0.0071  -0.6554
 H0P  C12  C  CR6   0   0.371   4.0025   0.7549   0.2966
 H0P  O2   O  OH1   0  -0.634   4.5873   1.8788   0.7583
 H0P  H1   H  HNH1  0   0.420  -1.4505  -0.9466   1.5498
 H0P  H2   H  HCR6  0   0.294  -2.1975   0.6562  -1.7711
 H0P  H3   H  HCR6  0   0.274  -4.5081   1.3894  -2.2411
 H0P  H4   H  HCR6  0   0.264  -6.2765   1.0358  -0.5361
 H0P  H5   H  HCR6  0   0.272  -3.6073  -0.7190   2.0457
 H0P  H6   H  HCR6  0   0.257   4.6648  -1.7350  -1.8878
 H0P  H7   H  HCR6  0   0.266   2.2168   0.9083   1.4822
 H0P  H8   H  HCH2  0   0.310   0.7136  -2.3510   0.5957
 H0P  H9   H  HCH2  0   0.290   0.7186  -1.0671   1.7828
 H0P  H10  H  HCR6  0   0.248   2.4462  -2.4947  -1.1066
 H0P  H11  H  HCR6  0   0.262   5.6672   0.3349  -0.9965
 H0P  H12  H  HOH1  0   0.474   4.0200   2.3124   1.4053

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
 H0P  C5   C4   aromatic  1.387  0.020  1.387
 H0P  C5   C6   aromatic  1.384  0.020  1.384
 H0P  C4   C3   aromatic  1.393  0.020  1.393
 H0P  O1   C2   double    1.214  0.020  1.214
 H0P  C6   N2   aromatic  1.329  0.020  1.329
 H0P  C2   N1   single    1.359  0.020  1.359
 H0P  C2   C1   single    1.519  0.020  1.519
 H0P  C3   N1   single    1.393  0.020  1.393
 H0P  C3   C7   aromatic  1.400  0.020  1.400
 H0P  C1   C8   single    1.500  0.020  1.500
 H0P  C9   C8   aromatic  1.389  0.020  1.389
 H0P  C9   C10  aromatic  1.389  0.020  1.389
 H0P  N2   C7   aromatic  1.320  0.020  1.320
 H0P  C8   C13  aromatic  1.391  0.020  1.391
 H0P  C10  C11  aromatic  1.385  0.020  1.385
 H0P  C13  C12  aromatic  1.392  0.020  1.392
 H0P  C11  C12  aromatic  1.394  0.020  1.394
 H0P  C12  O2   single    1.348  0.020  1.348
 H0P  N1   H1   single    0.860  0.020  1.020
 H0P  C4   H2   single    0.930  0.020  1.080
 H0P  C5   H3   single    0.930  0.020  1.080
 H0P  C6   H4   single    0.930  0.020  1.080
 H0P  C7   H5   single    0.930  0.020  1.080
 H0P  C10  H6   single    0.930  0.020  1.080
 H0P  C13  H7   single    0.930  0.020  1.080
 H0P  C1   H8   single    0.970  0.020  1.090
 H0P  C1   H9   single    0.970  0.020  1.090
 H0P  C9   H10  single    0.930  0.020  1.080
 H0P  C11  H11  single    0.930  0.020  1.080
 H0P  O2   H12  single    0.850  0.020  0.980

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
 H0P  H1   N1   C3   114.92  3.000
 H0P  H1   N1   C2   116.09  3.000
 H0P  C3   N1   C2   128.97  3.000
 H0P  H2   C4   C3   121.71  3.000
 H0P  H2   C4   C5   120.10  3.000
 H0P  C3   C4   C5   118.19  3.000
 H0P  H3   C5   C6   120.15  3.000
 H0P  H3   C5   C4   120.09  3.000
 H0P  C6   C5   C4   119.77  3.000
 H0P  H4   C6   N2   116.92  3.000
 H0P  H4   C6   C5   120.79  3.000
 H0P  N2   C6   C5   122.29  3.000
 H0P  H5   C7   N2   116.61  3.000
 H0P  H5   C7   C3   119.41  3.000
 H0P  N2   C7   C3   123.99  3.000
 H0P  C9   C8   C1   120.89  3.000
 H0P  C9   C8   C13  119.55  3.000
 H0P  C1   C8   C13  119.55  3.000
 H0P  H6   C10  C11  119.22  3.000
 H0P  H6   C10  C9   119.83  3.000
 H0P  C11  C10  C9   120.95  3.000
 H0P  H7   C13  C12  119.81  3.000
 H0P  H7   C13  C8   119.63  3.000
 H0P  C12  C13  C8   120.56  3.000
 H0P  H9   C1   H8   106.19  3.000
 H0P  H9   C1   C2   110.15  3.000
 H0P  H8   C1   C2   107.04  3.000
 H0P  H9   C1   C8   110.71  3.000
 H0P  H8   C1   C8   110.30  3.000
 H0P  C2   C1   C8   112.22  3.000
 H0P  O1   C2   C1   122.74  3.000
 H0P  C1   C2   N1   113.25  3.000
 H0P  O1   C2   N1   123.99  3.000
 H0P  C7   C3   C4   117.47  3.000
 H0P  C7   C3   N1   116.91  3.000
 H0P  C4   C3   N1   125.62  3.000
 H0P  C7   N2   C6   118.30  3.000
 H0P  H10  C9   C10  120.16  3.000
 H0P  H10  C9   C8   120.08  3.000
 H0P  C10  C9   C8   119.75  3.000
 H0P  H11  C11  C12  119.90  3.000
 H0P  H11  C11  C10  120.70  3.000
 H0P  C12  C11  C10  119.41  3.000
 H0P  O2   C12  C11  117.79  3.000
 H0P  O2   C12  C13  122.43  3.000
 H0P  C11  C12  C13  119.78  3.000
 H0P  H12  O2   C12  110.46  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
 H0P  CONST_01  N2   C6   C5   C4      0.00   0.0  0
 H0P  CONST_02  N2   C7   C3   C4      0.00   0.0  0
 H0P  CONST_03  C7   C3   C4   C5      0.00   0.0  0
 H0P  CONST_04  C7   N2   C6   C5      0.00   0.0  0
 H0P  CONST_05  C3   C4   C5   C6      0.00   0.0  0
 H0P  CONST_06  C3   C7   N2   C6      0.00   0.0  0
 H0P  CONST_07  C11  C10  C9   C8      0.00   0.0  0
 H0P  CONST_08  C11  C12  C13  C8      0.00   0.0  0
 H0P  CONST_09  C13  C8   C9   C10     0.00   0.0  0
 H0P  CONST_10  C13  C12  C11  C10     0.00   0.0  0
 H0P  CONST_11  C12  C13  C8   C9      0.00   0.0  0
 H0P  CONST_12  C12  C11  C10  C9      0.00   0.0  0
 H0P  CONST_13  C5   C4   C3   N1    180.00   0.0  0
 H0P  CONST_14  N2   C7   C3   N1    180.00   0.0  0
 H0P  CONST_15  O2   C12  C13  C8    180.00   0.0  0
 H0P  CONST_16  C1   C8   C9   C10   180.00   0.0  0
 H0P  CONST_17  O2   C12  C11  C10   180.00   0.0  0
 H0P  CONST_18  C12  C13  C8   C1    180.00   0.0  0
 H0P  CONST_19  H4   C6   C5   C4    180.00   0.0  0
 H0P  CONST_20  H5   C7   C3   C4    180.00   0.0  0
 H0P  CONST_21  H2   C4   C5   C6    180.00   0.0  0
 H0P  CONST_22  H6   C10  C9   C8    180.00   0.0  0
 H0P  CONST_23  H10  C9   C8   C13   180.00   0.0  0
 H0P  CONST_24  H11  C11  C12  C13   180.00   0.0  0
 H0P  CONST_25  H3   C5   C4   C3    180.00   0.0  0
 H0P  CONST_26  H7   C13  C8   C9    180.00   0.0  0
 H0P  CONST_27  C2   N1   C3   C4      0.00   0.0  0
 H0P  CONST_28  C2   N1   C3   C7    180.00   0.0  0
 H0P  CONST_29  H1   N1   C3   C4    180.00   0.0  0
 H0P  CONST_30  C3   N1   C2   C1    180.00   0.0  0
 H0P  CONST_31  O1   C2   N1   C3      0.00   0.0  0
 H0P  Var_01    C2   C1   C8   C13    85.37  30.0  3
 H0P  Var_02    C8   C1   C2   N1   -157.05  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
 H0P  plan-1  N1   0.020
 H0P  plan-1  C4   0.020
 H0P  plan-1  C5   0.020
 H0P  plan-1  C6   0.020
 H0P  plan-1  C7   0.020
 H0P  plan-1  C3   0.020
 H0P  plan-1  N2   0.020
 H0P  plan-1  H2   0.020
 H0P  plan-1  H3   0.020
 H0P  plan-1  H4   0.020
 H0P  plan-1  H5   0.020
 H0P  plan-2  C8   0.020
 H0P  plan-2  C10  0.020
 H0P  plan-2  C13  0.020
 H0P  plan-2  C1   0.020
 H0P  plan-2  C9   0.020
 H0P  plan-2  C11  0.020
 H0P  plan-2  C12  0.020
 H0P  plan-2  O2   0.020
 H0P  plan-2  H6   0.020
 H0P  plan-2  H7   0.020
 H0P  plan-2  H10  0.020
 H0P  plan-2  H11  0.020
 H0P  plan-3  N1   0.020
 H0P  plan-3  C1   0.020
 H0P  plan-3  C2   0.020
 H0P  plan-3  C3   0.020
 H0P  plan-3  O1   0.020
 H0P  plan-3  H1   0.020

