# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 12:29:09 2020
#   Inital geometry file: a 89 line input string
#   Ligand name: 4-(3'-amino[1,1'-biphenyl]-3-yl)-1H-pyrazol-5-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1cccc(c1)c2cccc(c2)c3cn[nH]c3N
#
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
 69W  69W  4-(3'-amino[1,1'-biphenyl]-3-yl)-1H-pyrazol-5-amine  ligand  33  19  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_69W
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
 69W  N    N  NH2   0  -0.863  -5.5949   0.5859  -1.0445
 69W  C1   C  CR6   0   0.328  -4.5331  -0.0738  -0.4651
 69W  C2   C  CR16  0  -0.336  -4.6564  -1.4006  -0.0350
 69W  C3   C  CR16  0  -0.235  -3.5602  -2.0672   0.4865
 69W  C4   C  CR16  0  -0.348  -2.3257  -1.4436   0.5980
 69W  C5   C  CR6   0   0.095  -2.1853  -0.1193   0.1798
 69W  C6   C  CR16  0  -0.393  -3.2864   0.5497  -0.3478
 69W  C7   C  CR6   0   0.111  -0.8844   0.5729   0.3022
 69W  C8   C  CR16  0  -0.402   0.3035  -0.1074   0.0457
 69W  C9   C  CR6   0   0.141   1.5510   0.5103   0.1645
 69W  C10  C  CR16  0  -0.361   1.5861   1.8543   0.5477
 69W  C11  C  CR16  0  -0.221   0.4094   2.5473   0.7891
 69W  C12  C  CR16  0  -0.331  -0.8194   1.9180   0.6712
 69W  C13  C  CR5   0  -0.164   2.7699  -0.2479  -0.0936
 69W  C14  C  CR5   0   0.501   3.9825   0.2050  -0.6076
 69W  N15  N  NR15  0  -0.488   4.7927  -0.8658  -0.6531
 69W  N16  N  N     0  -0.290   4.2118  -1.9936  -0.2097
 69W  C17  C  CR15  0  -0.106   2.9967  -1.6260   0.1195
 69W  N18  N  NH2   0  -0.848   4.3882   1.4618  -0.9797
 69W  H1   H  HNH2  0   0.379  -6.5090   0.2293  -0.8168
 69W  H2   H  HNH2  0   0.379  -5.5644   1.5919  -0.9987
 69W  H3   H  HCR6  0   0.255  -5.6132  -1.9039  -0.1063
 69W  H4   H  HCR6  0   0.252  -3.6769  -3.0896   0.8233
 69W  H5   H  HCR6  0   0.243  -1.4891  -1.9728   1.0353
 69W  H6   H  HCR6  0   0.252  -3.1778   1.5710  -0.6959
 69W  H7   H  HCR6  0   0.244   0.2577  -1.1381  -0.2855
 69W  H8   H  HCR6  0   0.251   2.5336   2.3581   0.6915
 69W  H9   H  HCR6  0   0.256   0.4540   3.5853   1.0925
 69W  H10  H  HCR6  0   0.250  -1.7267   2.4658   0.8907
 69W  H11  H  HNR5  0   0.416   5.7454  -0.8926  -0.9776
 69W  H12  H  HCR5  0   0.251   2.3014  -2.3475   0.5238
 69W  H13  H  HNH2  0   0.392   3.6347   2.0504  -1.3013
 69W  H14  H  HNH2  0   0.393   5.1529   1.4880  -1.6371

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
 69W  C10  C11  aromatic  1.387  0.020  1.387
 69W  C10  C9   aromatic  1.398  0.020  1.398
 69W  N16  N15  aromatic  1.344  0.020  1.344
 69W  N16  C17  aromatic  1.312  0.020  1.312
 69W  N15  C14  aromatic  1.344  0.020  1.344
 69W  C17  C13  aromatic  1.413  0.020  1.413
 69W  C11  C12  aromatic  1.386  0.020  1.386
 69W  C14  C13  aromatic  1.393  0.020  1.393
 69W  C14  N18  single    1.372  0.020  1.372
 69W  C13  C9   single    1.459  0.020  1.459
 69W  C9   C8   aromatic  1.397  0.020  1.397
 69W  C12  C7   aromatic  1.396  0.020  1.396
 69W  C8   C7   aromatic  1.393  0.020  1.393
 69W  C7   C5   single    1.479  0.020  1.479
 69W  C5   C4   aromatic  1.396  0.020  1.396
 69W  C5   C6   aromatic  1.392  0.020  1.392
 69W  C4   C3   aromatic  1.388  0.020  1.388
 69W  C6   C1   aromatic  1.399  0.020  1.399
 69W  C3   C2   aromatic  1.385  0.020  1.385
 69W  C1   C2   aromatic  1.400  0.020  1.400
 69W  C1   N    single    1.378  0.020  1.378
 69W  N    H1   single    0.890  0.020  1.040
 69W  N    H2   single    0.890  0.020  1.040
 69W  C2   H3   single    0.930  0.020  1.080
 69W  C3   H4   single    0.930  0.020  1.080
 69W  C4   H5   single    0.930  0.020  1.080
 69W  C6   H6   single    0.930  0.020  1.080
 69W  C8   H7   single    0.930  0.020  1.080
 69W  C10  H8   single    0.930  0.020  1.080
 69W  C11  H9   single    0.930  0.020  1.080
 69W  C12  H10  single    0.930  0.020  1.080
 69W  N15  H11  single    0.860  0.020  1.020
 69W  C17  H12  single    0.930  0.020  1.080
 69W  N18  H13  single    0.890  0.020  1.040
 69W  N18  H14  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
 69W  H2   N    H1   111.76  3.000
 69W  H2   N    C1   115.82  3.000
 69W  H1   N    C1   115.77  3.000
 69W  C6   C1   C2   118.36  3.000
 69W  C2   C1   N    121.00  3.000
 69W  C6   C1   N    120.57  3.000
 69W  H3   C2   C3   120.01  3.000
 69W  H3   C2   C1   119.85  3.000
 69W  C3   C2   C1   120.14  3.000
 69W  H4   C3   C4   119.69  3.000
 69W  H4   C3   C2   119.10  3.000
 69W  C4   C3   C2   121.21  3.000
 69W  H5   C4   C5   120.48  3.000
 69W  H5   C4   C3   120.03  3.000
 69W  C5   C4   C3   119.46  3.000
 69W  C7   C5   C6   120.15  3.000
 69W  C6   C5   C4   119.33  3.000
 69W  C7   C5   C4   120.52  3.000
 69W  H6   C6   C5   119.67  3.000
 69W  H6   C6   C1   118.82  3.000
 69W  C5   C6   C1   121.50  3.000
 69W  C12  C7   C8   118.65  3.000
 69W  C8   C7   C5   120.43  3.000
 69W  C12  C7   C5   120.92  3.000
 69W  H7   C8   C9   118.96  3.000
 69W  H7   C8   C7   119.00  3.000
 69W  C9   C8   C7   122.00  3.000
 69W  C13  C9   C10  121.82  3.000
 69W  C13  C9   C8   120.09  3.000
 69W  C10  C9   C8   118.08  3.000
 69W  H8   C10  C11  119.14  3.000
 69W  H8   C10  C9   120.38  3.000
 69W  C11  C10  C9   120.45  3.000
 69W  H9   C11  C12  119.74  3.000
 69W  H9   C11  C10  119.54  3.000
 69W  C12  C11  C10  120.71  3.000
 69W  H10  C12  C11  119.75  3.000
 69W  H10  C12  C7   120.14  3.000
 69W  C11  C12  C7   120.09  3.000
 69W  C17  C13  C14  103.48  3.000
 69W  C14  C13  C9   128.60  3.000
 69W  C17  C13  C9   127.92  3.000
 69W  N18  C14  N15  122.86  3.000
 69W  N18  C14  C13  130.95  3.000
 69W  N15  C14  C13  106.16  3.000
 69W  H11  N15  N16  119.54  3.000
 69W  H11  N15  C14  127.07  3.000
 69W  N16  N15  C14  113.39  3.000
 69W  C17  N16  N15  104.37  3.000
 69W  H12  C17  N16  120.20  3.000
 69W  H12  C17  C13  127.19  3.000
 69W  N16  C17  C13  112.59  3.000
 69W  H14  N18  H13  110.08  3.000
 69W  H14  N18  C14  115.13  3.000
 69W  H13  N18  C14  113.58  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
 69W  CONST_01  C7   C5   C6   C1   180.00  0.0  0
 69W  CONST_02  C4   C5   C6   C1     0.00  0.0  0
 69W  CONST_03  C4   C3   C2   C1     0.00  0.0  0
 69W  CONST_04  C5   C4   C3   C2     0.00  0.0  0
 69W  CONST_05  C5   C6   C1   C2     0.00  0.0  0
 69W  CONST_06  C7   C5   C4   C3   180.00  0.0  0
 69W  CONST_07  C6   C5   C4   C3     0.00  0.0  0
 69W  CONST_08  C6   C1   C2   C3     0.00  0.0  0
 69W  CONST_11  C11  C12  C7   C5   180.00  0.0  0
 69W  CONST_12  C9   C8   C7   C5   180.00  0.0  0
 69W  CONST_15  C10  C11  C12  C7     0.00  0.0  0
 69W  CONST_16  C10  C9   C8   C7     0.00  0.0  0
 69W  CONST_17  C13  C9   C8   C7   180.00  0.0  0
 69W  CONST_18  C11  C10  C9   C8     0.00  0.0  0
 69W  CONST_21  C11  C12  C7   C8     0.00  0.0  0
 69W  CONST_22  C12  C11  C10  C9     0.00  0.0  0
 69W  CONST_23  N16  C17  C13  C9   180.00  0.0  0
 69W  CONST_24  N15  C14  C13  C9   180.00  0.0  0
 69W  CONST_25  C12  C7   C8   C9     0.00  0.0  0
 69W  CONST_28  C13  C9   C10  C11  180.00  0.0  0
 69W  CONST_29  N15  N16  C17  C13    0.00  0.0  0
 69W  CONST_30  N16  N15  C14  C13    0.00  0.0  0
 69W  CONST_31  C17  N16  N15  C14    0.00  0.0  0
 69W  CONST_32  N16  C17  C13  C14    0.00  0.0  0
 69W  CONST_33  C17  C13  C14  N15    0.00  0.0  0
 69W  CONST_34  C5   C6   C1   N    180.00  0.0  0
 69W  CONST_35  C3   C2   C1   N    180.00  0.0  0
 69W  CONST_36  N18  C14  C13  C9     0.00  0.0  0
 69W  CONST_37  N18  C14  N15  N16  180.00  0.0  0
 69W  CONST_38  N18  C14  C13  C17  180.00  0.0  0
 69W  CONST_39  H4   C3   C2   C1   180.00  0.0  0
 69W  CONST_40  H5   C4   C3   C2   180.00  0.0  0
 69W  CONST_41  H6   C6   C1   C2   180.00  0.0  0
 69W  CONST_42  H3   C2   C3   C4   180.00  0.0  0
 69W  CONST_43  H10  C12  C7   C5     0.00  0.0  0
 69W  CONST_44  H7   C8   C7   C5     0.00  0.0  0
 69W  CONST_45  H9   C11  C12  C7   180.00  0.0  0
 69W  CONST_46  H8   C10  C9   C8   180.00  0.0  0
 69W  CONST_47  H12  C17  C13  C9     0.00  0.0  0
 69W  CONST_48  H11  N15  C14  C13  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
 69W  plan-1  C9   0.020
 69W  plan-1  C13  0.020
 69W  plan-1  C14  0.020
 69W  plan-1  N15  0.020
 69W  plan-1  N16  0.020
 69W  plan-1  C17  0.020
 69W  plan-1  N18  0.020
 69W  plan-1  H11  0.020
 69W  plan-1  H12  0.020
 69W  plan-2  N    0.020
 69W  plan-2  C1   0.020
 69W  plan-2  C2   0.020
 69W  plan-2  C3   0.020
 69W  plan-2  C4   0.020
 69W  plan-2  C5   0.020
 69W  plan-2  C6   0.020
 69W  plan-2  C7   0.020
 69W  plan-2  H3   0.020
 69W  plan-2  H4   0.020
 69W  plan-2  H5   0.020
 69W  plan-2  H6   0.020
 69W  plan-3  C5   0.020
 69W  plan-3  C7   0.020
 69W  plan-3  C8   0.020
 69W  plan-3  C9   0.020
 69W  plan-3  C10  0.020
 69W  plan-3  C11  0.020
 69W  plan-3  C12  0.020
 69W  plan-3  C13  0.020
 69W  plan-3  H7   0.020
 69W  plan-3  H8   0.020
 69W  plan-3  H9   0.020
 69W  plan-3  H10  0.020
 69W  plan-4  N    0.020
 69W  plan-4  C1   0.020
 69W  plan-4  H1   0.020
 69W  plan-4  H2   0.020
 69W  plan-5  C14  0.020
 69W  plan-5  N18  0.020
 69W  plan-5  H13  0.020
 69W  plan-5  H14  0.020

