# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 11:47:37 2020
#   Inital geometry file: a 117 line input string
#   Ligand name: 4-[5-amino-4-(3'-amino[1,1'-biphenyl]-3-yl)-1H-pyrazol-3-yl]phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1cccc(c1)c2cccc(c2)c3c(N)[nH]nc3c4ccc(O)cc4
#
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
 69M  69M  4-[5-amino-4-(3'-amino[1,1'-biphenyl]-3-yl)-1H-pyrazol-3-yl]phenol  ligand  44  26  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_69M
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
 69M  C2   C  CR16  0  -0.324  -3.1054   2.6933   0.3695
 69M  C4   C  CR6   0   0.018  -3.2253   0.2753   0.2550
 69M  C5   C  CR16  0  -0.281  -4.5696   0.3893  -0.0950
 69M  C6   C  CR16  0  -0.373  -5.1801   1.6274  -0.2160
 69M  C8   C  CR5   0  -0.202  -1.2751  -1.4384   0.1006
 69M  C9   C  CR5   0   0.518  -1.2253  -2.7760   0.4759
 69M  C12  C  CR6   0   0.074  -0.1999  -0.6881  -0.5503
 69M  C13  C  CR16  0  -0.323  -0.4421   0.0674  -1.7007
 69M  C14  C  CR16  0  -0.222   0.5874   0.7660  -2.3092
 69M  C15  C  CR16  0  -0.330   1.8759   0.7158  -1.7956
 69M  C1   C  CR6   0   0.344  -4.4496   2.7903   0.0155
 69M  C3   C  CR16  0  -0.289  -2.5088   1.4504   0.4873
 69M  O1   O  OH1   0  -0.631  -4.9882   4.0215  -0.0851
 69M  C7   C  CR5   0   0.254  -2.6029  -1.0441   0.4130
 69M  N10  N  NR15  0  -0.490  -2.4438  -3.0797   0.9496
 69M  N11  N  N     0  -0.318  -3.2943  -2.0423   0.9262
 69M  C16  C  CR6   0   0.113   2.1481  -0.0358  -0.6535
 69M  C17  C  CR16  0  -0.406   1.0987  -0.7232  -0.0421
 69M  C18  C  CR6   0   0.096   3.5131  -0.1015  -0.0899
 69M  C19  C  CR16  0  -0.395   4.3278   1.0276  -0.0970
 69M  C20  C  CR6   0   0.328   5.6253   0.9953   0.4243
 69M  C21  C  CR16  0  -0.336   6.0982  -0.2085   0.9607
 69M  C22  C  CR16  0  -0.235   5.2876  -1.3313   0.9690
 69M  C23  C  CR16  0  -0.349   4.0008  -1.2924   0.4514
 69M  N25  N  NH2   0  -0.863   6.3944   2.1385   0.4647
 69M  H1   H  HCR6  0   0.263  -2.5339   3.5928   0.5614
 69M  H2   H  HCR6  0   0.251  -5.1509  -0.5043  -0.2827
 69M  H3   H  HCR6  0   0.270  -6.2268   1.6851  -0.4929
 69M  H4   H  HCR6  0   0.246  -1.4388   0.1020  -2.1215
 69M  H5   H  HCR6  0   0.255   0.3898   1.3425  -3.2038
 69M  H6   H  HCR6  0   0.251   2.6735   1.2471  -2.2987
 69M  H7   H  HCR6  0   0.254  -1.4682   1.3993   0.7800
 69M  H8   H  HOH1  0   0.474  -5.9218   3.9612  -0.3161
 69M  H9   H  HNR5  0   0.415  -2.7475  -3.9659   1.3198
 69M  H10  H  HCR6  0   0.254   1.2911  -1.2665   0.8761
 69M  H11  H  HCR6  0   0.252   3.9472   1.9627  -0.4928
 69M  H12  H  HCR6  0   0.255   7.1002  -0.2578   1.3710
 69M  H13  H  HCR6  0   0.252   5.6717  -2.2570   1.3787
 69M  H14  H  HCR6  0   0.241   3.3932  -2.1884   0.4433
 69M  H15  H  HNH2  0   0.389   0.5385  -3.4341  -0.2053
 69M  H16  H  HNH2  0   0.392  -0.4671  -4.6405   0.3299
 69M  H17  H  HNH2  0   0.378   6.1601   2.8476  -0.2116
 69M  H18  H  HNH2  0   0.379   7.3896   1.9932   0.5211
 69M  N24  N  NH2   0  -0.850  -0.1920  -3.6765   0.4473

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
 69M  N24  C9   single    1.371  0.020  1.371
 69M  C13  C14  aromatic  1.385  0.020  1.385
 69M  C13  C12  aromatic  1.397  0.020  1.397
 69M  N10  C9   aromatic  1.342  0.020  1.342
 69M  N10  N11  aromatic  1.342  0.020  1.342
 69M  C9   C8   aromatic  1.390  0.020  1.390
 69M  C14  C15  aromatic  1.388  0.020  1.388
 69M  N11  C7   aromatic  1.318  0.020  1.318
 69M  C8   C12  single    1.464  0.020  1.464
 69M  C8   C7   aromatic  1.420  0.020  1.420
 69M  C12  C17  aromatic  1.395  0.020  1.395
 69M  C7   C4   single    1.467  0.020  1.467
 69M  C3   C4   aromatic  1.396  0.020  1.396
 69M  C3   C2   aromatic  1.384  0.020  1.384
 69M  C15  C16  aromatic  1.394  0.020  1.394
 69M  C4   C5   aromatic  1.394  0.020  1.394
 69M  C2   C1   aromatic  1.393  0.020  1.393
 69M  C17  C16  aromatic  1.396  0.020  1.396
 69M  C16  C18  single    1.478  0.020  1.478
 69M  C5   C6   aromatic  1.386  0.020  1.386
 69M  C1   C6   aromatic  1.393  0.020  1.393
 69M  C1   O1   single    1.348  0.020  1.348
 69M  C18  C23  aromatic  1.396  0.020  1.396
 69M  C18  C19  aromatic  1.392  0.020  1.392
 69M  C23  C22  aromatic  1.388  0.020  1.388
 69M  C19  C20  aromatic  1.399  0.020  1.399
 69M  C22  C21  aromatic  1.385  0.020  1.385
 69M  C20  C21  aromatic  1.400  0.020  1.400
 69M  C20  N25  single    1.378  0.020  1.378
 69M  C2   H1   single    0.930  0.020  1.080
 69M  C5   H2   single    0.930  0.020  1.080
 69M  C6   H3   single    0.930  0.020  1.080
 69M  C13  H4   single    0.930  0.020  1.080
 69M  C14  H5   single    0.930  0.020  1.080
 69M  C15  H6   single    0.930  0.020  1.080
 69M  C3   H7   single    0.930  0.020  1.080
 69M  O1   H8   single    0.850  0.020  0.980
 69M  N10  H9   single    0.860  0.020  1.020
 69M  C17  H10  single    0.930  0.020  1.080
 69M  C19  H11  single    0.930  0.020  1.080
 69M  C21  H12  single    0.930  0.020  1.080
 69M  C22  H13  single    0.930  0.020  1.080
 69M  C23  H14  single    0.930  0.020  1.080
 69M  N24  H15  single    0.890  0.020  1.040
 69M  N24  H16  single    0.890  0.020  1.040
 69M  N25  H17  single    0.890  0.020  1.040
 69M  N25  H18  single    0.890  0.020  1.040

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
 69M  H1   C2   C3   120.23  3.000
 69M  H1   C2   C1   119.76  3.000
 69M  C3   C2   C1   120.01  3.000
 69M  C7   C4   C3   121.42  3.000
 69M  C3   C4   C5   117.91  3.000
 69M  C7   C4   C5   120.64  3.000
 69M  H2   C5   C6   119.07  3.000
 69M  H2   C5   C4   119.60  3.000
 69M  C6   C5   C4   121.33  3.000
 69M  H3   C6   C1   120.29  3.000
 69M  H3   C6   C5   119.68  3.000
 69M  C1   C6   C5   120.03  3.000
 69M  C7   C8   C12  129.97  3.000
 69M  C7   C8   C9   103.96  3.000
 69M  C12  C8   C9   125.94  3.000
 69M  N24  C9   N10  122.89  3.000
 69M  N10  C9   C8   106.29  3.000
 69M  N24  C9   C8   130.80  3.000
 69M  C17  C12  C13  118.35  3.000
 69M  C17  C12  C8   120.59  3.000
 69M  C13  C12  C8   121.05  3.000
 69M  H4   C13  C14  119.83  3.000
 69M  H4   C13  C12  119.80  3.000
 69M  C14  C13  C12  120.37  3.000
 69M  H5   C14  C15  119.65  3.000
 69M  H5   C14  C13  119.74  3.000
 69M  C15  C14  C13  120.61  3.000
 69M  H6   C15  C16  120.10  3.000
 69M  H6   C15  C14  119.62  3.000
 69M  C16  C15  C14  120.26  3.000
 69M  O1   C1   C6   122.74  3.000
 69M  O1   C1   C2   117.91  3.000
 69M  C6   C1   C2   119.34  3.000
 69M  H7   C3   C4   119.92  3.000
 69M  H7   C3   C2   118.69  3.000
 69M  C4   C3   C2   121.38  3.000
 69M  H8   O1   C1   110.36  3.000
 69M  N11  C7   C8   111.46  3.000
 69M  C8   C7   C4   128.51  3.000
 69M  N11  C7   C4   120.02  3.000
 69M  H9   N10  N11  119.71  3.000
 69M  H9   N10  C9   127.04  3.000
 69M  N11  N10  C9   113.23  3.000
 69M  N10  N11  C7   105.06  3.000
 69M  C18  C16  C17  120.36  3.000
 69M  C18  C16  C15  121.11  3.000
 69M  C17  C16  C15  118.53  3.000
 69M  H10  C17  C16  118.98  3.000
 69M  H10  C17  C12  119.11  3.000
 69M  C16  C17  C12  121.87  3.000
 69M  C23  C18  C19  119.30  3.000
 69M  C19  C18  C16  120.15  3.000
 69M  C23  C18  C16  120.55  3.000
 69M  H11  C19  C20  118.78  3.000
 69M  H11  C19  C18  119.72  3.000
 69M  C20  C19  C18  121.48  3.000
 69M  N25  C20  C21  120.88  3.000
 69M  N25  C20  C19  120.62  3.000
 69M  C21  C20  C19  118.42  3.000
 69M  H12  C21  C22  120.13  3.000
 69M  H12  C21  C20  119.77  3.000
 69M  C22  C21  C20  120.11  3.000
 69M  H13  C22  C23  119.60  3.000
 69M  H13  C22  C21  119.20  3.000
 69M  C23  C22  C21  121.19  3.000
 69M  H14  C23  C22  120.01  3.000
 69M  H14  C23  C18  120.47  3.000
 69M  C22  C23  C18  119.50  3.000
 69M  H18  N25  H17  111.64  3.000
 69M  H18  N25  C20  115.68  3.000
 69M  H17  N25  C20  115.74  3.000
 69M  H16  N24  H15  110.58  3.000
 69M  H16  N24  C9   115.10  3.000
 69M  H15  N24  C9   113.66  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
 69M  CONST_01  C7   C4   C3   C2   180.00  0.0  0
 69M  CONST_02  C5   C4   C3   C2     0.00  0.0  0
 69M  CONST_03  C5   C6   C1   C2     0.00  0.0  0
 69M  CONST_04  N10  N11  C7   C4   180.00  0.0  0
 69M  CONST_05  C9   C8   C7   C4   180.00  0.0  0
 69M  CONST_06  C12  C8   C7   C4     0.00  0.0  0
 69M  CONST_07  C1   C2   C3   C4     0.00  0.0  0
 69M  CONST_08  C1   C6   C5   C4     0.00  0.0  0
 69M  CONST_11  C7   C4   C5   C6   180.00  0.0  0
 69M  CONST_12  C3   C4   C5   C6     0.00  0.0  0
 69M  CONST_13  C3   C2   C1   C6     0.00  0.0  0
 69M  CONST_14  N11  N10  C9   C8     0.00  0.0  0
 69M  CONST_15  C14  C13  C12  C8   180.00  0.0  0
 69M  CONST_16  C16  C17  C12  C8   180.00  0.0  0
 69M  CONST_17  N10  N11  C7   C8     0.00  0.0  0
 69M  CONST_19  C7   N11  N10  C9     0.00  0.0  0
 69M  CONST_22  N11  C7   C8   C9     0.00  0.0  0
 69M  CONST_23  C15  C14  C13  C12    0.00  0.0  0
 69M  CONST_24  N10  C9   C8   C12  180.00  0.0  0
 69M  CONST_25  N11  C7   C8   C12  180.00  0.0  0
 69M  CONST_26  C15  C16  C17  C12    0.00  0.0  0
 69M  CONST_27  C18  C16  C17  C12  180.00  0.0  0
 69M  CONST_28  C16  C15  C14  C13    0.00  0.0  0
 69M  CONST_30  C16  C17  C12  C13    0.00  0.0  0
 69M  CONST_31  C17  C12  C13  C14    0.00  0.0  0
 69M  CONST_32  C17  C16  C15  C14    0.00  0.0  0
 69M  CONST_33  C18  C16  C15  C14  180.00  0.0  0
 69M  CONST_37  N10  C9   C8   C7     0.00  0.0  0
 69M  CONST_39  C22  C23  C18  C16  180.00  0.0  0
 69M  CONST_40  C20  C19  C18  C16  180.00  0.0  0
 69M  CONST_43  C21  C22  C23  C18    0.00  0.0  0
 69M  CONST_44  C21  C20  C19  C18    0.00  0.0  0
 69M  CONST_45  C22  C23  C18  C19    0.00  0.0  0
 69M  CONST_46  C22  C21  C20  C19    0.00  0.0  0
 69M  CONST_47  C23  C18  C19  C20    0.00  0.0  0
 69M  CONST_48  C23  C22  C21  C20    0.00  0.0  0
 69M  CONST_49  O1   C1   C6   C5   180.00  0.0  0
 69M  CONST_50  N24  C9   C8   C12    0.00  0.0  0
 69M  CONST_51  O1   C1   C2   C3   180.00  0.0  0
 69M  CONST_52  N24  C9   C8   C7   180.00  0.0  0
 69M  CONST_53  N24  C9   N10  N11  180.00  0.0  0
 69M  CONST_54  N25  C20  C19  C18  180.00  0.0  0
 69M  CONST_55  N25  C20  C21  C22  180.00  0.0  0
 69M  CONST_56  H3   C6   C1   C2   180.00  0.0  0
 69M  CONST_57  H1   C2   C3   C4   180.00  0.0  0
 69M  CONST_58  H7   C3   C4   C5   180.00  0.0  0
 69M  CONST_59  H9   N10  C9   C8   180.00  0.0  0
 69M  CONST_60  H4   C13  C12  C8     0.00  0.0  0
 69M  CONST_61  H10  C17  C12  C8     0.00  0.0  0
 69M  CONST_62  H5   C14  C13  C12  180.00  0.0  0
 69M  CONST_63  H6   C15  C14  C13  180.00  0.0  0
 69M  CONST_64  H2   C5   C6   C1   180.00  0.0  0
 69M  CONST_65  H14  C23  C18  C16    0.00  0.0  0
 69M  CONST_66  H11  C19  C18  C16    0.00  0.0  0
 69M  CONST_67  H13  C22  C23  C18  180.00  0.0  0
 69M  CONST_68  H12  C21  C20  C19  180.00  0.0  0

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
 69M  plan-1  C4   0.020
 69M  plan-1  C8   0.020
 69M  plan-1  C9   0.020
 69M  plan-1  C12  0.020
 69M  plan-1  C7   0.020
 69M  plan-1  N10  0.020
 69M  plan-1  N11  0.020
 69M  plan-1  H9   0.020
 69M  plan-1  N24  0.020
 69M  plan-2  C8   0.020
 69M  plan-2  C12  0.020
 69M  plan-2  C13  0.020
 69M  plan-2  C14  0.020
 69M  plan-2  C15  0.020
 69M  plan-2  C16  0.020
 69M  plan-2  C17  0.020
 69M  plan-2  C18  0.020
 69M  plan-2  H4   0.020
 69M  plan-2  H5   0.020
 69M  plan-2  H6   0.020
 69M  plan-2  H10  0.020
 69M  plan-3  C2   0.020
 69M  plan-3  C4   0.020
 69M  plan-3  C5   0.020
 69M  plan-3  C6   0.020
 69M  plan-3  C1   0.020
 69M  plan-3  C3   0.020
 69M  plan-3  O1   0.020
 69M  plan-3  C7   0.020
 69M  plan-3  H1   0.020
 69M  plan-3  H2   0.020
 69M  plan-3  H3   0.020
 69M  plan-3  H7   0.020
 69M  plan-4  C16  0.020
 69M  plan-4  C18  0.020
 69M  plan-4  C19  0.020
 69M  plan-4  C20  0.020
 69M  plan-4  C21  0.020
 69M  plan-4  C22  0.020
 69M  plan-4  C23  0.020
 69M  plan-4  N25  0.020
 69M  plan-4  H11  0.020
 69M  plan-4  H12  0.020
 69M  plan-4  H13  0.020
 69M  plan-4  H14  0.020
 69M  plan-5  C20  0.020
 69M  plan-5  N25  0.020
 69M  plan-5  H17  0.020
 69M  plan-5  H18  0.020
 69M  plan-6  C9   0.020
 69M  plan-6  H15  0.020
 69M  plan-6  H16  0.020
 69M  plan-6  N24  0.020

