# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 02:27:39 2020
#   Inital geometry file: a 95 line input string
#   Ligand name: 4-[4-(4-methoxyphenyl)-5-methyl-1H-pyrazol-3-yl]benzene-1,3-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1)c2c(C)[nH]nc2c3ccc(O)cc3O
#
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
 P4A  P4A  4-[4-(4-methoxyphenyl)-5-methyl-1H-pyrazol-3-yl]benzene-1,3-diol  ligand  38  22  .  2021-08-19  2021-08-19  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_P4A
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
 P4A  N1    N  NR15  0  -0.465  -1.0014   3.4629   0.1445
 P4A  N2    N  N     0  -0.402  -1.8943   2.4858   0.0717
 P4A  C3    C  CR5   0   0.395  -1.2014   1.3578  -0.0363
 P4A  C4    C  CR5   0  -0.214   0.1876   1.6433  -0.0309
 P4A  C5    C  CR5   0   0.401   0.2627   3.0207   0.0817
 P4A  C6    C  CR6   0  -0.141  -1.9196   0.0843  -0.1334
 P4A  C7    C  CR6   0  -0.042   1.3393   0.7286  -0.0715
 P4A  C8    C  CH3   0  -0.734   1.4373   3.9252   0.1806
 P4A  C12   C  CR16  0  -0.278   2.1930   0.6876  -1.1757
 P4A  C13   C  CR16  0  -0.331   3.2785  -0.1676  -1.2129
 P4A  C14   C  CR6   0   0.372   3.5400  -1.0188  -0.1375
 P4A  C15   C  CR16  0  -0.368   2.6987  -0.9906   0.9730
 P4A  C16   C  CR16  0  -0.277   1.6169  -0.1199   0.9949
 P4A  C21   C  CR6   0   0.355  -3.2922   0.0012   0.1902
 P4A  C22   C  CR16  0  -0.439  -3.9596  -1.2180   0.1235
 P4A  C23   C  CR6   0   0.361  -3.2942  -2.3662  -0.2838
 P4A  C24   C  CR16  0  -0.402  -1.9461  -2.3007  -0.6325
 P4A  C25   C  CR16  0  -0.315  -1.2890  -1.0871  -0.5538
 P4A  O29   O  OH1   0  -0.630  -4.0013  -3.5104  -0.3350
 P4A  O30   O  OH1   0  -0.643  -4.0122   1.0642   0.5725
 P4A  O33   O  O2    0  -0.470   4.6135  -1.8216  -0.2601
 P4A  C34   C  CH3   0  -0.436   4.9204  -2.7070   0.7979
 P4A  HN1   H  HNR5  0   0.420  -1.3099   4.4188   0.2281
 P4A  H8    H  HCH3  0   0.265   1.7291   4.0766   1.2209
 P4A  H8A   H  HCH3  0   0.260   2.2929   3.5053  -0.3438
 P4A  H8B   H  HCH3  0   0.261   1.2240   4.9028  -0.2505
 P4A  H12   H  HCR6  0   0.249   1.9992   1.3316  -2.0249
 P4A  H13   H  HCR6  0   0.262   3.9288  -0.1868  -2.0787
 P4A  H15   H  HCR6  0   0.278   2.8700  -1.6327   1.8267
 P4A  H16   H  HCR6  0   0.251   0.9704  -0.1116   1.8640
 P4A  H22   H  HCR6  0   0.265  -5.0117  -1.2617   0.3785
 P4A  H24   H  HCR6  0   0.267  -1.4162  -3.1846  -0.9667
 P4A  H25   H  HCR6  0   0.264  -0.2467  -1.0539  -0.8366
 P4A  HO29  H  HOH1  0   0.475  -3.4432  -4.2350  -0.6385
 P4A  HO30  H  HOH1  0   0.470  -3.4578   1.8731   0.4920
 P4A  H34   H  HCH3  0   0.228   5.1307  -2.1755   1.7296
 P4A  H34A  H  HCH3  0   0.228   4.1154  -3.4249   0.9761
 P4A  H34B  H  HCH3  0   0.259   5.8129  -3.2502   0.4971

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
 P4A  N1   N2    aromatic  1.326  0.020  1.326
 P4A  N1   C5    aromatic  1.341  0.020  1.341
 P4A  N2   C3    aromatic  1.328  0.020  1.328
 P4A  C3   C4    aromatic  1.418  0.020  1.418
 P4A  C3   C6    single    1.465  0.020  1.465
 P4A  C4   C5    aromatic  1.384  0.020  1.384
 P4A  C4   C7    single    1.471  0.020  1.471
 P4A  C5   C8    single    1.486  0.020  1.486
 P4A  C6   C21   aromatic  1.413  0.020  1.413
 P4A  C6   C25   aromatic  1.395  0.020  1.395
 P4A  C7   C12   aromatic  1.396  0.020  1.396
 P4A  C7   C16   aromatic  1.391  0.020  1.391
 P4A  C12  C13   aromatic  1.382  0.020  1.382
 P4A  C13  C14   aromatic  1.396  0.020  1.396
 P4A  C14  C15   aromatic  1.393  0.020  1.393
 P4A  C14  O33   single    1.346  0.020  1.346
 P4A  C15  C16   aromatic  1.389  0.020  1.389
 P4A  C21  C22   aromatic  1.392  0.020  1.392
 P4A  C21  O30   single    1.340  0.020  1.340
 P4A  C22  C23   aromatic  1.388  0.020  1.388
 P4A  C23  C24   aromatic  1.394  0.020  1.394
 P4A  C23  O29   single    1.346  0.020  1.346
 P4A  C24  C25   aromatic  1.382  0.020  1.382
 P4A  O33  C34   single    1.413  0.020  1.413
 P4A  N1   HN1   single    0.860  0.020  1.020
 P4A  C8   H8    single    0.970  0.020  1.090
 P4A  C8   H8A   single    0.970  0.020  1.090
 P4A  C8   H8B   single    0.970  0.020  1.090
 P4A  C12  H12   single    0.930  0.020  1.080
 P4A  C13  H13   single    0.930  0.020  1.080
 P4A  C15  H15   single    0.930  0.020  1.080
 P4A  C16  H16   single    0.930  0.020  1.080
 P4A  C22  H22   single    0.930  0.020  1.080
 P4A  C24  H24   single    0.930  0.020  1.080
 P4A  C25  H25   single    0.930  0.020  1.080
 P4A  O29  HO29  single    0.850  0.020  0.980
 P4A  O30  HO30  single    0.850  0.020  0.980
 P4A  C34  H34   single    0.970  0.020  1.090
 P4A  C34  H34A  single    0.970  0.020  1.090
 P4A  C34  H34B  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
 P4A  HN1   N1   C5    127.25  3.000
 P4A  HN1   N1   N2    119.83  3.000
 P4A  C5    N1   N2    112.92  3.000
 P4A  C3    N2   N1    106.20  3.000
 P4A  C6    C3   C4    130.95  3.000
 P4A  C6    C3   N2    119.19  3.000
 P4A  C4    C3   N2    109.86  3.000
 P4A  C7    C4   C5    125.34  3.000
 P4A  C7    C4   C3    129.90  3.000
 P4A  C5    C4   C3    104.70  3.000
 P4A  C8    C5   C4    130.86  3.000
 P4A  C8    C5   N1    122.79  3.000
 P4A  C4    C5   N1    106.31  3.000
 P4A  C25   C6   C21   117.31  3.000
 P4A  C25   C6   C3    121.88  3.000
 P4A  C21   C6   C3    120.81  3.000
 P4A  C16   C7   C12   117.80  3.000
 P4A  C16   C7   C4    120.96  3.000
 P4A  C12   C7   C4    121.24  3.000
 P4A  H8B   C8   H8A   108.04  3.000
 P4A  H8B   C8   H8    107.76  3.000
 P4A  H8A   C8   H8    107.63  3.000
 P4A  H8B   C8   C5    111.42  3.000
 P4A  H8A   C8   C5    110.78  3.000
 P4A  H8    C8   C5    111.06  3.000
 P4A  H12   C12  C13   119.16  3.000
 P4A  H12   C12  C7    119.54  3.000
 P4A  C13   C12  C7    121.30  3.000
 P4A  H13   C13  C14   119.50  3.000
 P4A  H13   C13  C12   120.26  3.000
 P4A  C14   C13  C12   120.23  3.000
 P4A  O33   C14  C15   124.48  3.000
 P4A  O33   C14  C13   116.28  3.000
 P4A  C15   C14  C13   119.24  3.000
 P4A  H15   C15  C16   118.88  3.000
 P4A  H15   C15  C14   121.42  3.000
 P4A  C16   C15  C14   119.70  3.000
 P4A  H16   C16  C15   118.84  3.000
 P4A  H16   C16  C7    119.43  3.000
 P4A  C15   C16  C7    121.73  3.000
 P4A  O30   C21  C22   116.82  3.000
 P4A  O30   C21  C6    122.75  3.000
 P4A  C22   C21  C6    120.43  3.000
 P4A  H22   C22  C23   120.08  3.000
 P4A  H22   C22  C21   119.32  3.000
 P4A  C23   C22  C21   120.59  3.000
 P4A  O29   C23  C24   122.58  3.000
 P4A  O29   C23  C22   117.54  3.000
 P4A  C24   C23  C22   119.88  3.000
 P4A  H24   C24  C25   120.08  3.000
 P4A  H24   C24  C23   120.79  3.000
 P4A  C25   C24  C23   119.12  3.000
 P4A  H25   C25  C24   118.08  3.000
 P4A  H25   C25  C6    119.28  3.000
 P4A  C24   C25  C6    122.64  3.000
 P4A  HO29  O29  C23   110.30  3.000
 P4A  HO30  O30  C21   109.04  3.000
 P4A  C34   O33  C14   118.59  3.000
 P4A  H34B  C34  H34A  108.75  3.000
 P4A  H34B  C34  H34   108.71  3.000
 P4A  H34A  C34  H34   108.79  3.000
 P4A  H34B  C34  O33   106.51  3.000
 P4A  H34A  C34  O33   111.93  3.000
 P4A  H34   C34  O33   112.04  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
 P4A  CONST_01  C4   C3   N2   N1     0.00   0.0  0
 P4A  CONST_02  C6   C3   N2   N1   180.00   0.0  0
 P4A  CONST_03  C3   C4   C5   N1     0.00   0.0  0
 P4A  CONST_04  C7   C4   C5   N1   180.00   0.0  0
 P4A  CONST_05  C4   C5   N1   N2     0.00   0.0  0
 P4A  CONST_06  C5   C4   C3   N2     0.00   0.0  0
 P4A  CONST_07  C7   C4   C3   N2   180.00   0.0  0
 P4A  CONST_08  C21  C6   C3   N2     0.00   0.0  0
 P4A  CONST_10  C5   N1   N2   C3     0.00   0.0  0
 P4A  CONST_13  C22  C21  C6   C3   180.00   0.0  0
 P4A  CONST_14  C24  C25  C6   C3   180.00   0.0  0
 P4A  CONST_15  C21  C6   C3   C4   180.00   0.0  0
 P4A  CONST_17  C13  C12  C7   C4   180.00   0.0  0
 P4A  CONST_18  C15  C16  C7   C4   180.00   0.0  0
 P4A  CONST_19  C6   C3   C4   C5   180.00   0.0  0
 P4A  CONST_22  C7   C4   C3   C6     0.00   0.0  0
 P4A  CONST_23  C23  C22  C21  C6     0.00   0.0  0
 P4A  CONST_24  C23  C24  C25  C6     0.00   0.0  0
 P4A  CONST_25  C14  C13  C12  C7     0.00   0.0  0
 P4A  CONST_26  C14  C15  C16  C7     0.00   0.0  0
 P4A  CONST_27  C15  C16  C7   C12    0.00   0.0  0
 P4A  CONST_28  C15  C14  C13  C12    0.00   0.0  0
 P4A  CONST_29  C16  C7   C12  C13    0.00   0.0  0
 P4A  CONST_30  C16  C15  C14  C13    0.00   0.0  0
 P4A  CONST_31  C24  C25  C6   C21    0.00   0.0  0
 P4A  CONST_32  C24  C23  C22  C21    0.00   0.0  0
 P4A  CONST_33  C25  C6   C21  C22    0.00   0.0  0
 P4A  CONST_34  C25  C24  C23  C22    0.00   0.0  0
 P4A  CONST_35  C8   C5   N1   N2   180.00   0.0  0
 P4A  CONST_36  C8   C5   C4   C3   180.00   0.0  0
 P4A  CONST_37  O30  C21  C6   C3     0.00   0.0  0
 P4A  CONST_38  C8   C5   C4   C7     0.00   0.0  0
 P4A  CONST_39  O33  C14  C13  C12  180.00   0.0  0
 P4A  CONST_40  O33  C14  C15  C16  180.00   0.0  0
 P4A  CONST_41  O29  C23  C22  C21  180.00   0.0  0
 P4A  CONST_42  O30  C21  C22  C23  180.00   0.0  0
 P4A  CONST_43  O30  C21  C6   C25  180.00   0.0  0
 P4A  CONST_44  O29  C23  C24  C25  180.00   0.0  0
 P4A  CONST_45  HN1  N1   N2   C3   180.00   0.0  0
 P4A  CONST_46  H25  C25  C6   C3     0.00   0.0  0
 P4A  CONST_47  H12  C12  C7   C4     0.00   0.0  0
 P4A  CONST_48  H16  C16  C7   C4     0.00   0.0  0
 P4A  CONST_49  H22  C22  C21  C6   180.00   0.0  0
 P4A  CONST_50  H24  C24  C25  C6   180.00   0.0  0
 P4A  CONST_51  H13  C13  C12  C7   180.00   0.0  0
 P4A  CONST_52  H15  C15  C16  C7   180.00   0.0  0
 P4A  Var_01    H8   C8   C5   N1    87.60  30.0  2
 P4A  Var_02    H34  C34  O33  C14  -61.06  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
 P4A  plan-1  N1   0.020
 P4A  plan-1  N2   0.020
 P4A  plan-1  C3   0.020
 P4A  plan-1  C4   0.020
 P4A  plan-1  C5   0.020
 P4A  plan-1  C6   0.020
 P4A  plan-1  C7   0.020
 P4A  plan-1  C8   0.020
 P4A  plan-1  HN1  0.020
 P4A  plan-2  C3   0.020
 P4A  plan-2  C6   0.020
 P4A  plan-2  C21  0.020
 P4A  plan-2  C22  0.020
 P4A  plan-2  C23  0.020
 P4A  plan-2  C24  0.020
 P4A  plan-2  C25  0.020
 P4A  plan-2  O29  0.020
 P4A  plan-2  O30  0.020
 P4A  plan-2  H22  0.020
 P4A  plan-2  H24  0.020
 P4A  plan-2  H25  0.020
 P4A  plan-3  C4   0.020
 P4A  plan-3  C7   0.020
 P4A  plan-3  C12  0.020
 P4A  plan-3  C13  0.020
 P4A  plan-3  C14  0.020
 P4A  plan-3  C15  0.020
 P4A  plan-3  C16  0.020
 P4A  plan-3  O33  0.020
 P4A  plan-3  H12  0.020
 P4A  plan-3  H13  0.020
 P4A  plan-3  H15  0.020
 P4A  plan-3  H16  0.020

