# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 12:49:39 2020
#   Inital geometry file: a 98 line input string
#   Ligand name: 3-(3-aminophenyl)-N-(3-chlorophenyl)pyrazolo[1,5-a]pyrimidin-5-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1cccc(c1)c2cnn3ccc(Nc4cccc(Cl)c4)nc23
#
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
 DZO  DZO  3-(3-aminophenyl)-N-(3-chlorophenyl)pyrazolo[1,5-a]pyrimidin-5-amine  ligand  38  24  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_DZO
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
 DZO  C4    C   CR15  0  -0.066   3.7918   1.5174   0.1806
 DZO  C3    C   CR6   0   0.559  -0.5421   2.1569  -0.1140
 DZO  C2    C   CR5   0  -0.241   2.7248   0.5992   0.1303
 DZO  C1    C   CR56  0   0.614   1.5988   1.4158   0.0506
 DZO  C10   C   CR16  0  -0.320  -4.0064   0.9114  -0.1624
 DZO  C12   C   CR6   0  -0.023  -4.8156  -0.2051  -0.2333
 DZO  CL1   CL  CL    0  -0.127  -6.5318  -0.0024  -0.0916
 DZO  C17   C   CR16  0  -0.240  -4.2939  -1.4775  -0.4106
 DZO  C15   C   CR16  0  -0.252  -2.9180  -1.6002  -0.5201
 DZO  C16   C   CR16  0  -0.303  -2.0744  -0.5006  -0.4543
 DZO  C9    C   CR6   0   0.368  -2.6176   0.7736  -0.2727
 DZO  N4    N   NH1   0  -0.793  -1.8824   1.9516  -0.2103
 DZO  C5    C   CR16  0  -0.474  -0.0973   3.5213  -0.0907
 DZO  C7    C   CR16  0   0.085   1.2278   3.7638  -0.0040
 DZO  N1    N   N     0  -0.513   0.2889   1.1492  -0.0427
 DZO  N2    N   N     0  -0.385   2.0732   2.7088   0.0627
 DZO  N3    N   N     0  -0.304   3.4079   2.7787   0.1431
 DZO  C6    C   CR6   0   0.120   2.7940  -0.8587   0.1578
 DZO  C8    C   CR16  0  -0.420   3.9672  -1.5036  -0.2352
 DZO  C13   C   CR16  0  -0.375   1.7088  -1.6296   0.5866
 DZO  C14   C   CR16  0  -0.231   1.8166  -3.0125   0.6057
 DZO  C18   C   CR16  0  -0.346   2.9831  -3.6512   0.2197
 DZO  C11   C   CR6   0   0.331   4.0839  -2.8960  -0.2028
 DZO  N5    N   NH2   0  -0.864   5.2734  -3.5101  -0.5363
 DZO  H4    H   HCR5  0   0.271   4.8448   1.2894   0.2585
 DZO  H10   H   HCR6  0   0.292  -4.4449   1.8913  -0.0179
 DZO  H17   H   HCR6  0   0.278  -4.9392  -2.3429  -0.4625
 DZO  H15   H   HCR6  0   0.268  -2.4864  -2.5819  -0.6650
 DZO  H16   H   HCR6  0   0.295  -1.0100  -0.6359  -0.5441
 DZO  HN4   H   HNH1  0   0.424  -2.4401   2.7914  -0.2037
 DZO  H5    H   HCR6  0   0.305  -0.7952   4.3438  -0.1457
 DZO  H7    H   HCR6  0   0.327   1.6673   4.7505   0.0151
 DZO  H8    H   HCR6  0   0.244   4.8102  -0.9208  -0.5903
 DZO  H13   H   HCR6  0   0.241   0.7950  -1.1545   0.9132
 DZO  H14   H   HCR6  0   0.248   0.9728  -3.6065   0.9351
 DZO  H18   H   HCR6  0   0.252   3.0475  -4.7326   0.2442
 DZO  HN5   H   HNH2  0   0.377   5.8882  -2.9781  -1.1310
 DZO  HN5A  H   HNH2  0   0.377   5.1988  -4.4670  -0.8424

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
 DZO  C4   C2    aromatic  1.409  0.020  1.409
 DZO  C4   N3    aromatic  1.319  0.020  1.319
 DZO  C3   N4    single    1.359  0.020  1.359
 DZO  C3   C5    aromatic  1.435  0.020  1.435
 DZO  C3   N1    aromatic  1.308  0.020  1.308
 DZO  C2   C1    aromatic  1.393  0.020  1.393
 DZO  C2   C6    single    1.460  0.020  1.460
 DZO  C1   N1    aromatic  1.340  0.020  1.340
 DZO  C1   N2    aromatic  1.377  0.020  1.377
 DZO  C10  C12   aromatic  1.381  0.020  1.381
 DZO  C10  C9    aromatic  1.400  0.020  1.400
 DZO  C12  CL1   single    1.734  0.020  1.734
 DZO  C12  C17   aromatic  1.387  0.020  1.387
 DZO  C17  C15   aromatic  1.386  0.020  1.386
 DZO  C15  C16   aromatic  1.387  0.020  1.387
 DZO  C16  C9    aromatic  1.397  0.020  1.397
 DZO  C9   N4    single    1.390  0.020  1.390
 DZO  C5   C7    aromatic  1.350  0.020  1.350
 DZO  C7   N2    aromatic  1.354  0.020  1.354
 DZO  N2   N3    aromatic  1.339  0.020  1.339
 DZO  C6   C8    aromatic  1.395  0.020  1.395
 DZO  C6   C13   aromatic  1.399  0.020  1.399
 DZO  C8   C11   aromatic  1.398  0.020  1.398
 DZO  C13  C14   aromatic  1.387  0.020  1.387
 DZO  C14  C18   aromatic  1.385  0.020  1.385
 DZO  C18  C11   aromatic  1.400  0.020  1.400
 DZO  C11  N5    single    1.380  0.020  1.380
 DZO  C4   H4    single    0.930  0.020  1.080
 DZO  C10  H10   single    0.930  0.020  1.080
 DZO  C17  H17   single    0.930  0.020  1.080
 DZO  C15  H15   single    0.930  0.020  1.080
 DZO  C16  H16   single    0.930  0.020  1.080
 DZO  N4   HN4   single    0.860  0.020  1.020
 DZO  C5   H5    single    0.930  0.020  1.080
 DZO  C7   H7    single    0.930  0.020  1.080
 DZO  C8   H8    single    0.930  0.020  1.080
 DZO  C13  H13   single    0.930  0.020  1.080
 DZO  C14  H14   single    0.930  0.020  1.080
 DZO  C18  H18   single    0.930  0.020  1.080
 DZO  N5   HN5   single    0.890  0.020  1.040
 DZO  N5   HN5A  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
 DZO  H4    C4   N3   119.18  3.000
 DZO  H4    C4   C2   127.11  3.000
 DZO  N3    C4   C2   113.70  3.000
 DZO  N1    C3   C5   122.32  3.000
 DZO  N1    C3   N4   120.92  3.000
 DZO  C5    C3   N4   116.76  3.000
 DZO  C6    C2   C1   128.66  3.000
 DZO  C6    C2   C4   127.91  3.000
 DZO  C1    C2   C4   103.42  3.000
 DZO  N2    C1   N1   121.61  3.000
 DZO  N2    C1   C2   105.74  3.000
 DZO  N1    C1   C2   132.64  3.000
 DZO  H10   C10  C9   120.08  3.000
 DZO  H10   C10  C12  120.07  3.000
 DZO  C9    C10  C12  119.85  3.000
 DZO  C17   C12  CL1  119.35  3.000
 DZO  C17   C12  C10  121.88  3.000
 DZO  CL1   C12  C10  118.77  3.000
 DZO  H17   C17  C15  121.21  3.000
 DZO  H17   C17  C12  121.08  3.000
 DZO  C15   C17  C12  117.70  3.000
 DZO  H15   C15  C16  118.87  3.000
 DZO  H15   C15  C17  119.14  3.000
 DZO  C16   C15  C17  122.00  3.000
 DZO  H16   C16  C9   120.65  3.000
 DZO  H16   C16  C15  119.84  3.000
 DZO  C9    C16  C15  119.51  3.000
 DZO  N4    C9   C16  124.97  3.000
 DZO  N4    C9   C10  115.96  3.000
 DZO  C16   C9   C10  119.06  3.000
 DZO  HN4   N4   C9   114.43  3.000
 DZO  HN4   N4   C3   114.78  3.000
 DZO  C9    N4   C3   130.75  3.000
 DZO  H5    C5   C7   120.05  3.000
 DZO  H5    C5   C3   121.53  3.000
 DZO  C7    C5   C3   118.43  3.000
 DZO  H7    C7   N2   117.19  3.000
 DZO  H7    C7   C5   124.37  3.000
 DZO  N2    C7   C5   118.44  3.000
 DZO  C1    N1   C3   118.13  3.000
 DZO  N3    N2   C7   125.79  3.000
 DZO  N3    N2   C1   113.14  3.000
 DZO  C7    N2   C1   121.07  3.000
 DZO  N2    N3   C4   104.00  3.000
 DZO  C13   C6   C8   118.95  3.000
 DZO  C13   C6   C2   121.30  3.000
 DZO  C8    C6   C2   119.74  3.000
 DZO  H8    C8   C11  118.56  3.000
 DZO  H8    C8   C6   119.83  3.000
 DZO  C11   C8   C6   121.61  3.000
 DZO  H13   C13  C14  120.00  3.000
 DZO  H13   C13  C6   120.43  3.000
 DZO  C14   C13  C6   119.57  3.000
 DZO  H14   C14  C18  119.21  3.000
 DZO  H14   C14  C13  119.36  3.000
 DZO  C18   C14  C13  121.43  3.000
 DZO  H18   C18  C11  119.89  3.000
 DZO  H18   C18  C14  120.27  3.000
 DZO  C11   C18  C14  119.84  3.000
 DZO  N5    C11  C18  120.71  3.000
 DZO  N5    C11  C8   120.65  3.000
 DZO  C18   C11  C8   118.60  3.000
 DZO  HN5A  N5   HN5  111.56  3.000
 DZO  HN5A  N5   C11  115.62  3.000
 DZO  HN5   N5   C11  115.71  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
 DZO  CONST_01  N1   C1   C2   C4   180.00   0.0  0
 DZO  CONST_02  N2   C1   C2   C4     0.00   0.0  0
 DZO  CONST_05  C1   N2   N3   C4     0.00   0.0  0
 DZO  CONST_06  C7   N2   N3   C4   180.00   0.0  0
 DZO  CONST_07  N2   C7   C5   C3     0.00   0.0  0
 DZO  CONST_08  C2   C1   N1   C3   180.00   0.0  0
 DZO  CONST_09  N2   C1   N1   C3     0.00   0.0  0
 DZO  CONST_10  N2   N3   C4   C2     0.00   0.0  0
 DZO  CONST_11  C7   N2   C1   C2   180.00   0.0  0
 DZO  CONST_12  N3   N2   C1   C2     0.00   0.0  0
 DZO  CONST_13  C11  C8   C6   C2   180.00   0.0  0
 DZO  CONST_14  C14  C13  C6   C2   180.00   0.0  0
 DZO  CONST_15  N3   C4   C2   C1     0.00   0.0  0
 DZO  CONST_18  C5   C3   N1   C1     0.00   0.0  0
 DZO  CONST_19  C5   C7   N2   C1     0.00   0.0  0
 DZO  CONST_20  C15  C17  C12  C10    0.00   0.0  0
 DZO  CONST_21  C15  C16  C9   C10    0.00   0.0  0
 DZO  CONST_22  C16  C9   C10  C12    0.00   0.0  0
 DZO  CONST_23  C16  C15  C17  C12    0.00   0.0  0
 DZO  CONST_24  C9   C10  C12  C17    0.00   0.0  0
 DZO  CONST_25  C9   C16  C15  C17    0.00   0.0  0
 DZO  CONST_26  N3   N2   C7   C5   180.00   0.0  0
 DZO  CONST_27  N1   C3   C5   C7     0.00   0.0  0
 DZO  CONST_28  N1   C1   N2   C7     0.00   0.0  0
 DZO  CONST_29  C6   C2   C1   N1     0.00   0.0  0
 DZO  CONST_30  N3   N2   C1   N1   180.00   0.0  0
 DZO  CONST_31  C6   C2   C1   N2   180.00   0.0  0
 DZO  CONST_32  C6   C2   C4   N3   180.00   0.0  0
 DZO  CONST_33  C18  C11  C8   C6     0.00   0.0  0
 DZO  CONST_34  C18  C14  C13  C6     0.00   0.0  0
 DZO  CONST_35  C14  C13  C6   C8     0.00   0.0  0
 DZO  CONST_36  C14  C18  C11  C8     0.00   0.0  0
 DZO  CONST_37  C11  C8   C6   C13    0.00   0.0  0
 DZO  CONST_38  C11  C18  C14  C13    0.00   0.0  0
 DZO  CONST_39  N4   C3   N1   C1   180.00   0.0  0
 DZO  CONST_40  N4   C9   C10  C12  180.00   0.0  0
 DZO  CONST_41  C9   C10  C12  CL1  180.00   0.0  0
 DZO  CONST_42  C15  C17  C12  CL1  180.00   0.0  0
 DZO  CONST_43  N4   C9   C16  C15  180.00   0.0  0
 DZO  CONST_44  C7   C5   C3   N4   180.00   0.0  0
 DZO  CONST_45  N5   C11  C8   C6   180.00   0.0  0
 DZO  CONST_46  N5   C11  C18  C14  180.00   0.0  0
 DZO  CONST_47  H7   C7   C5   C3   180.00   0.0  0
 DZO  CONST_48  H8   C8   C6   C2     0.00   0.0  0
 DZO  CONST_49  H13  C13  C6   C2     0.00   0.0  0
 DZO  CONST_50  H4   C4   C2   C1   180.00   0.0  0
 DZO  CONST_51  H17  C17  C12  C10  180.00   0.0  0
 DZO  CONST_52  H16  C16  C9   C10  180.00   0.0  0
 DZO  CONST_53  H15  C15  C17  C12  180.00   0.0  0
 DZO  CONST_54  H10  C10  C12  C17  180.00   0.0  0
 DZO  CONST_55  H5   C5   C3   N1   180.00   0.0  0
 DZO  CONST_56  H14  C14  C13  C6   180.00   0.0  0
 DZO  CONST_57  H18  C18  C11  C8   180.00   0.0  0
 DZO  Var_01    C10  C9   N4   C3   170.56  30.0  3
 DZO  Var_02    C5   C3   N4   C9   179.09  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
 DZO  plan-1  C10   0.020
 DZO  plan-1  C12   0.020
 DZO  plan-1  CL1   0.020
 DZO  plan-1  C17   0.020
 DZO  plan-1  C15   0.020
 DZO  plan-1  C16   0.020
 DZO  plan-1  C9    0.020
 DZO  plan-1  N4    0.020
 DZO  plan-1  H10   0.020
 DZO  plan-1  H17   0.020
 DZO  plan-1  H15   0.020
 DZO  plan-1  H16   0.020
 DZO  plan-2  C2    0.020
 DZO  plan-2  C6    0.020
 DZO  plan-2  C8    0.020
 DZO  plan-2  C13   0.020
 DZO  plan-2  C14   0.020
 DZO  plan-2  C18   0.020
 DZO  plan-2  C11   0.020
 DZO  plan-2  N5    0.020
 DZO  plan-2  H8    0.020
 DZO  plan-2  H13   0.020
 DZO  plan-2  H14   0.020
 DZO  plan-2  H18   0.020
 DZO  plan-3  C4    0.020
 DZO  plan-3  C3    0.020
 DZO  plan-3  C2    0.020
 DZO  plan-3  C1    0.020
 DZO  plan-3  N4    0.020
 DZO  plan-3  C5    0.020
 DZO  plan-3  C7    0.020
 DZO  plan-3  N1    0.020
 DZO  plan-3  N2    0.020
 DZO  plan-3  N3    0.020
 DZO  plan-3  C6    0.020
 DZO  plan-3  H4    0.020
 DZO  plan-3  H5    0.020
 DZO  plan-3  H7    0.020
 DZO  plan-4  C11   0.020
 DZO  plan-4  N5    0.020
 DZO  plan-4  HN5   0.020
 DZO  plan-4  HN5A  0.020

