# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 20:30:18 2020
#   Inital geometry file: a 73 line input string
#   Ligand name: N-(4-methylphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc(Nc2ncnc3[nH]ncc23)cc1
#
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
 H0S  H0S  N-(4-methylphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine  ligand  28  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 OK
;

data_comp_H0S
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
 H0S  N1   N  NH1   0  -0.764  -0.1432  -0.6849   0.0245
 H0S  N3   N  NR15  0  -0.510   4.4195  -0.2970   0.0535
 H0S  C4   C  CR16  0  -0.295  -2.0476   0.8860  -0.2200
 H0S  C5   C  CR6   0   0.350  -1.5091  -0.3841  -0.0057
 H0S  C6   C  CR16  0  -0.349  -2.3837  -1.4558   0.1825
 H0S  C7   C  CR16  0  -0.291  -3.7547  -1.2652   0.1577
 H0S  C8   C  CR6   0   0.548   0.9442   0.1098  -0.0102
 H0S  C10  C  CR15  0  -0.126   2.8526  -1.7336   0.1130
 H0S  C2   C  CR6   0   0.083  -4.3076  -0.0055  -0.0547
 H0S  C3   C  CR16  0  -0.283  -3.4243   1.0544  -0.2405
 H0S  C9   C  CR56  0  -0.236   2.2367  -0.4605   0.0373
 H0S  N2   N  N     0  -0.231   4.1561  -1.6087   0.1211
 H0S  C11  C  CR56  0   0.542   3.3003   0.4431   0.0005
 H0S  N4   N  N     0  -0.449   3.1978   1.7749  -0.0736
 H0S  C12  C  CR16  0   0.071   1.9456   2.1721  -0.1121
 H0S  N5   N  N     0  -0.496   0.8340   1.4303  -0.0863
 H0S  H1   H  HNH1  0   0.421   0.0544  -1.6704   0.1104
 H0S  H2   H  HNR5  0   0.422   5.3737   0.0282   0.0463
 H0S  H3   H  HCR6  0   0.285  -1.4012   1.7357  -0.3656
 H0S  H4   H  HCR6  0   0.267  -1.9883  -2.4506   0.3545
 H0S  H5   H  HCR6  0   0.252  -4.4038  -2.1192   0.3102
 H0S  H6   H  HCR5  0   0.273   2.3996  -2.7124   0.1599
 H0S  H7   H  HCH3  0   0.244  -6.1017   0.9869   0.6061
 H0S  H8   H  HCH3  0   0.245  -6.1263   0.5139  -1.0830
 H0S  H9   H  HCH3  0   0.243  -6.3317  -0.7042   0.1704
 H0S  H10  H  HCR6  0   0.248  -3.8157   2.0512  -0.4095
 H0S  H11  H  HCR6  0   0.259   1.7818   3.2426  -0.1722
 H0S  C1   C  CH3   0  -0.724  -5.7930   0.2061  -0.0904

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
 H0S  C3   C4   aromatic  1.387  0.020  1.387
 H0S  C3   C2   aromatic  1.392  0.020  1.392
 H0S  C4   C5   aromatic  1.396  0.020  1.396
 H0S  C1   C2   single    1.501  0.020  1.501
 H0S  C2   C7   aromatic  1.392  0.020  1.392
 H0S  C5   N1   single    1.399  0.020  1.399
 H0S  C5   C6   aromatic  1.396  0.020  1.396
 H0S  C10  N2   aromatic  1.309  0.020  1.309
 H0S  C10  C9   aromatic  1.416  0.020  1.416
 H0S  N1   C8   single    1.347  0.020  1.347
 H0S  C7   C6   aromatic  1.384  0.020  1.384
 H0S  N2   N3   aromatic  1.340  0.020  1.340
 H0S  C9   C8   aromatic  1.414  0.020  1.414
 H0S  C9   C11  aromatic  1.396  0.020  1.396
 H0S  C8   N5   aromatic  1.327  0.020  1.327
 H0S  N3   C11  aromatic  1.343  0.020  1.343
 H0S  C11  N4   aromatic  1.338  0.020  1.338
 H0S  N5   C12  aromatic  1.337  0.020  1.337
 H0S  C12  N4   aromatic  1.314  0.020  1.314
 H0S  N1   H1   single    0.860  0.020  1.020
 H0S  N3   H2   single    0.860  0.020  1.020
 H0S  C4   H3   single    0.930  0.020  1.080
 H0S  C6   H4   single    0.930  0.020  1.080
 H0S  C7   H5   single    0.930  0.020  1.080
 H0S  C10  H6   single    0.930  0.020  1.080
 H0S  C1   H7   single    0.970  0.020  1.090
 H0S  C1   H8   single    0.970  0.020  1.090
 H0S  C1   H9   single    0.970  0.020  1.090
 H0S  C3   H10  single    0.930  0.020  1.080
 H0S  C12  H11  single    0.930  0.020  1.080

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
 H0S  H1   N1   C8   114.86  3.000
 H0S  H1   N1   C5   113.77  3.000
 H0S  C8   N1   C5   131.35  3.000
 H0S  H2   N3   C11  127.65  3.000
 H0S  H2   N3   N2   120.16  3.000
 H0S  C11  N3   N2   112.19  3.000
 H0S  H3   C4   C3   119.85  3.000
 H0S  H3   C4   C5   120.45  3.000
 H0S  C3   C4   C5   119.71  3.000
 H0S  C6   C5   C4   118.52  3.000
 H0S  C6   C5   N1   116.34  3.000
 H0S  C4   C5   N1   125.13  3.000
 H0S  H4   C6   C7   119.37  3.000
 H0S  H4   C6   C5   119.82  3.000
 H0S  C7   C6   C5   120.82  3.000
 H0S  H5   C7   C2   119.78  3.000
 H0S  H5   C7   C6   118.83  3.000
 H0S  C2   C7   C6   121.38  3.000
 H0S  N5   C8   C9   118.64  3.000
 H0S  N5   C8   N1   121.42  3.000
 H0S  C9   C8   N1   119.94  3.000
 H0S  H6   C10  N2   120.26  3.000
 H0S  H6   C10  C9   129.41  3.000
 H0S  N2   C10  C9   110.34  3.000
 H0S  C3   C2   C1   121.16  3.000
 H0S  C1   C2   C7   121.63  3.000
 H0S  C3   C2   C7   117.21  3.000
 H0S  H10  C3   C2   119.46  3.000
 H0S  H10  C3   C4   118.18  3.000
 H0S  C2   C3   C4   122.36  3.000
 H0S  C11  C9   C10  104.59  3.000
 H0S  C11  C9   C8   115.76  3.000
 H0S  C10  C9   C8   139.65  3.000
 H0S  C10  N2   N3   106.79  3.000
 H0S  N4   C11  C9   125.98  3.000
 H0S  N4   C11  N3   127.93  3.000
 H0S  C9   C11  N3   106.09  3.000
 H0S  C12  N4   C11  112.06  3.000
 H0S  H11  C12  N5   115.04  3.000
 H0S  H11  C12  N4   116.35  3.000
 H0S  N5   C12  N4   128.61  3.000
 H0S  C12  N5   C8   118.96  3.000
 H0S  H9   C1   H8   107.60  3.000
 H0S  H9   C1   H7   107.78  3.000
 H0S  H8   C1   H7   107.00  3.000
 H0S  H9   C1   C2   111.46  3.000
 H0S  H8   C1   C2   111.32  3.000
 H0S  H7   C1   C2   111.46  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
 H0S  CONST_01  C9   C10  N2   N3     0.00   0.0  0
 H0S  CONST_02  C10  C9   C11  N3     0.00   0.0  0
 H0S  CONST_03  C8   C9   C11  N3   180.00   0.0  0
 H0S  CONST_04  C12  N4   C11  N3   180.00   0.0  0
 H0S  CONST_05  C7   C2   C3   C4     0.00   0.0  0
 H0S  CONST_06  C7   C6   C5   C4     0.00   0.0  0
 H0S  CONST_07  C2   C3   C4   C5     0.00   0.0  0
 H0S  CONST_08  C2   C7   C6   C5     0.00   0.0  0
 H0S  CONST_09  C3   C4   C5   C6     0.00   0.0  0
 H0S  CONST_10  C3   C2   C7   C6     0.00   0.0  0
 H0S  CONST_11  N2   C10  C9   C8   180.00   0.0  0
 H0S  CONST_12  N4   C11  C9   C8     0.00   0.0  0
 H0S  CONST_13  N4   C12  N5   C8     0.00   0.0  0
 H0S  CONST_14  C11  N3   N2   C10    0.00   0.0  0
 H0S  CONST_15  N5   C8   C9   C10  180.00   0.0  0
 H0S  CONST_16  N4   C11  C9   C10  180.00   0.0  0
 H0S  CONST_17  C12  N5   C8   C9     0.00   0.0  0
 H0S  CONST_18  N2   N3   C11  C9     0.00   0.0  0
 H0S  CONST_19  C12  N4   C11  C9     0.00   0.0  0
 H0S  CONST_20  C11  C9   C10  N2     0.00   0.0  0
 H0S  CONST_21  N4   C11  N3   N2   180.00   0.0  0
 H0S  CONST_22  N5   C8   C9   C11    0.00   0.0  0
 H0S  CONST_23  N5   C12  N4   C11    0.00   0.0  0
 H0S  CONST_24  C3   C4   C5   N1   180.00   0.0  0
 H0S  CONST_25  C7   C6   C5   N1   180.00   0.0  0
 H0S  CONST_26  C10  C9   C8   N1     0.00   0.0  0
 H0S  CONST_27  C11  C9   C8   N1   180.00   0.0  0
 H0S  CONST_28  C12  N5   C8   N1   180.00   0.0  0
 H0S  CONST_29  C1   C2   C3   C4   180.00   0.0  0
 H0S  CONST_30  C1   C2   C7   C6   180.00   0.0  0
 H0S  CONST_31  H6   C10  N2   N3   180.00   0.0  0
 H0S  CONST_32  H4   C6   C5   C4   180.00   0.0  0
 H0S  CONST_33  H10  C3   C4   C5   180.00   0.0  0
 H0S  CONST_34  H5   C7   C6   C5   180.00   0.0  0
 H0S  CONST_35  H3   C4   C5   C6   180.00   0.0  0
 H0S  CONST_36  H11  C12  N5   C8   180.00   0.0  0
 H0S  CONST_37  H2   N3   N2   C10  180.00   0.0  0
 H0S  Var_01    C8   N1   C5   C4     6.88  30.0  2
 H0S  Var_02    C9   C8   N1   C5   179.88  30.0  2
 H0S  Var_03    H7   C1   C2   C7   126.46  30.0  2

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
 H0S  plan-1  N1   0.020
 H0S  plan-1  C4   0.020
 H0S  plan-1  C5   0.020
 H0S  plan-1  C6   0.020
 H0S  plan-1  C7   0.020
 H0S  plan-1  C2   0.020
 H0S  plan-1  C3   0.020
 H0S  plan-1  H3   0.020
 H0S  plan-1  H4   0.020
 H0S  plan-1  H5   0.020
 H0S  plan-1  H10  0.020
 H0S  plan-1  C1   0.020
 H0S  plan-2  N1   0.020
 H0S  plan-2  N3   0.020
 H0S  plan-2  C8   0.020
 H0S  plan-2  C10  0.020
 H0S  plan-2  C9   0.020
 H0S  plan-2  N2   0.020
 H0S  plan-2  C11  0.020
 H0S  plan-2  N4   0.020
 H0S  plan-2  C12  0.020
 H0S  plan-2  N5   0.020
 H0S  plan-2  H2   0.020
 H0S  plan-2  H6   0.020
 H0S  plan-2  H11  0.020

