# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 21 09:34:00 2020
#   Inital geometry file: a 101 line input string
#   Ligand name: N-[1-(3-chlorophenyl)-3-methyl-1H-pyrazol-5-yl]pyrazolo[1,5-a]pyrimidine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(NC(=O)c2cnn3cccnc23)n(n1)c4cccc(Cl)c4
#
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
 15V  15V  N-[1-(3-chlorophenyl)-3-methyl-1H-pyrazol-5-yl]pyrazolo[1,5-a]pyrimidine-3-carboxamide  ligand  38  25  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_15V
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
 15V  C4   C   CR16  0   0.092   5.1726   1.8644  -0.3088
 15V  C14  C   CR16  0  -0.258  -4.3962   1.2013  -1.1878
 15V  C5   C   CR5   0  -0.379   2.1743   0.0712  -0.0871
 15V  C6   C   CR15  0  -0.019   1.7955   1.3944  -0.3698
 15V  C11  C   CR6   0   0.313  -2.7886  -0.2506  -0.1659
 15V  C7   C   C     0   0.517   1.3503  -1.1088   0.1571
 15V  C8   C   CR5   0   0.284  -2.2751  -3.6380   0.2970
 15V  C9   C   CR15  0  -0.539  -0.9163  -3.2732   0.1812
 15V  C10  C   CR5   0   0.661  -0.9405  -1.9153  -0.0180
 15V  C13  C   CR16  0  -0.267  -3.8677  -0.0686  -1.0226
 15V  N1   N   N     0  -0.411   4.5108  -0.7954   0.1993
 15V  N2   N   N     0  -0.360   3.8915   1.4410  -0.2791
 15V  C3   C   CR56  0   0.638   3.5690   0.1246  -0.0251
 15V  N3   N   N     0  -0.286   2.8199   2.2141  -0.4832
 15V  C16  C   CR6   0  -0.027  -2.7744   2.0883   0.3188
 15V  C15  C   CR16  0  -0.216  -3.8493   2.2946  -0.5300
 15V  C17  C   CR16  0  -0.277  -2.2465   0.8246   0.5300
 15V  N5   N   NR5   0  -0.468  -2.2481  -1.5388   0.0070
 15V  N4   N   N     0  -0.305  -3.0647  -2.5935   0.1772
 15V  N6   N   NH1   0  -0.776   0.0504  -0.9835  -0.2561
 15V  O1   O   O     0  -0.446   1.7708  -2.1159   0.6937
 15V  C2   C   CR16  0  -0.040   5.7548  -0.3927   0.1716
 15V  C1   C   CR16  0  -0.387   6.1437   0.9419  -0.0792
 15V  H1   H   HCR6  0   0.335   5.3403   2.9114  -0.5141
 15V  H2   H   HCR6  0   0.279  -5.2379   1.3464  -1.8511
 15V  H3   H   HCR5  0   0.269   0.7978   1.7951  -0.4808
 15V  H4   H   HCR5  0   0.273  -0.0591  -3.9211   0.2148
 15V  H5   H   HCH3  0   0.250  -2.5207  -5.3928   1.4961
 15V  H6   H   HCH3  0   0.248  -3.9123  -4.9963   0.4859
 15V  H7   H   HCH3  0   0.249  -2.4609  -5.7008  -0.2310
 15V  H8   H   HCR6  0   0.281  -4.2852  -0.9115  -1.5552
 15V  H9   H   HCR6  0   0.287  -4.2545   3.2860  -0.6766
 15V  H10  H   HCR6  0   0.311  -1.4417   0.6810   1.2382
 15V  H11  H   HNH1  0   0.427  -0.1961  -0.1932  -0.8335
 15V  H12  H   HCR6  0   0.288   6.5149  -1.1425   0.3545
 15V  H13  H   HCR6  0   0.304   7.1845   1.2253  -0.0921
 15V  C12  C   CH3   0  -0.734  -2.8244  -5.0029   0.5237
 15V  CL1  CL  CL    0  -0.114  -2.0730   3.4320   1.1549

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
 15V  C15  C14  aromatic  1.388  0.020  1.388
 15V  C15  C16  aromatic  1.385  0.020  1.385
 15V  CL1  C16  single    1.731  0.020  1.731
 15V  C14  C13  aromatic  1.385  0.020  1.385
 15V  C16  C17  aromatic  1.386  0.020  1.386
 15V  C1   C2   aromatic  1.412  0.020  1.412
 15V  C1   C4   aromatic  1.359  0.020  1.359
 15V  C2   N1   aromatic  1.308  0.020  1.308
 15V  C13  C11  aromatic  1.390  0.020  1.390
 15V  C17  C11  aromatic  1.391  0.020  1.391
 15V  C4   N2   aromatic  1.350  0.020  1.350
 15V  C11  N5   single    1.408  0.020  1.408
 15V  N1   C3   aromatic  1.336  0.020  1.336
 15V  N2   C3   aromatic  1.379  0.020  1.379
 15V  N2   N3   aromatic  1.337  0.020  1.337
 15V  C3   C5   aromatic  1.397  0.020  1.397
 15V  N5   N4   aromatic  1.345  0.020  1.345
 15V  N5   C10  aromatic  1.361  0.020  1.361
 15V  N4   C8   aromatic  1.315  0.020  1.315
 15V  N6   C10  single    1.381  0.020  1.381
 15V  N6   C7   single    1.370  0.020  1.370
 15V  C10  C9   aromatic  1.373  0.020  1.373
 15V  N3   C6   aromatic  1.317  0.020  1.317
 15V  C5   C7   single    1.460  0.020  1.460
 15V  C5   C6   aromatic  1.405  0.020  1.405
 15V  C7   O1   double    1.216  0.020  1.216
 15V  C8   C9   aromatic  1.412  0.020  1.412
 15V  C8   C12  single    1.489  0.020  1.489
 15V  C4   H1   single    0.930  0.020  1.080
 15V  C14  H2   single    0.930  0.020  1.080
 15V  C6   H3   single    0.930  0.020  1.080
 15V  C9   H4   single    0.930  0.020  1.080
 15V  C12  H5   single    0.970  0.020  1.090
 15V  C12  H6   single    0.970  0.020  1.090
 15V  C12  H7   single    0.970  0.020  1.090
 15V  C13  H8   single    0.930  0.020  1.080
 15V  C15  H9   single    0.930  0.020  1.080
 15V  C17  H10  single    0.930  0.020  1.080
 15V  N6   H11  single    0.860  0.020  1.020
 15V  C2   H12  single    0.930  0.020  1.080
 15V  C1   H13  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
 15V  H1   C4   C1   125.39  3.000
 15V  H1   C4   N2   117.12  3.000
 15V  C1   C4   N2   117.49  3.000
 15V  H2   C14  C15  119.44  3.000
 15V  H2   C14  C13  119.55  3.000
 15V  C15  C14  C13  121.00  3.000
 15V  C3   C5   C7   125.94  3.000
 15V  C7   C5   C6   130.00  3.000
 15V  C3   C5   C6   104.00  3.000
 15V  H3   C6   N3   118.59  3.000
 15V  H3   C6   C5   128.21  3.000
 15V  N3   C6   C5   113.20  3.000
 15V  N5   C11  C17  119.76  3.000
 15V  N5   C11  C13  119.59  3.000
 15V  C17  C11  C13  120.65  3.000
 15V  O1   C7   N6   122.48  3.000
 15V  O1   C7   C5   123.23  3.000
 15V  N6   C7   C5   114.29  3.000
 15V  N4   C8   C12  121.38  3.000
 15V  C12  C8   C9   127.20  3.000
 15V  N4   C8   C9   111.42  3.000
 15V  H4   C9   C10  127.95  3.000
 15V  H4   C9   C8   127.52  3.000
 15V  C10  C9   C8   104.51  3.000
 15V  N6   C10  N5   120.40  3.000
 15V  N6   C10  C9   132.83  3.000
 15V  N5   C10  C9   106.74  3.000
 15V  H8   C13  C11  120.10  3.000
 15V  H8   C13  C14  120.57  3.000
 15V  C11  C13  C14  119.32  3.000
 15V  C2   N1   C3   117.07  3.000
 15V  N3   N2   C3   113.12  3.000
 15V  N3   N2   C4   125.17  3.000
 15V  C3   N2   C4   121.71  3.000
 15V  N2   C3   N1   121.57  3.000
 15V  N2   C3   C5   105.18  3.000
 15V  N1   C3   C5   133.24  3.000
 15V  N2   N3   C6   104.50  3.000
 15V  C17  C16  C15  121.66  3.000
 15V  C17  C16  CL1  118.68  3.000
 15V  C15  C16  CL1  119.66  3.000
 15V  H9   C15  C16  120.70  3.000
 15V  H9   C15  C14  120.69  3.000
 15V  C16  C15  C14  118.61  3.000
 15V  H10  C17  C16  120.28  3.000
 15V  H10  C17  C11  121.00  3.000
 15V  C16  C17  C11  118.71  3.000
 15V  N4   N5   C10  111.64  3.000
 15V  C10  N5   C11  128.30  3.000
 15V  N4   N5   C11  120.01  3.000
 15V  N5   N4   C8   105.66  3.000
 15V  H11  N6   C10  116.85  3.000
 15V  H11  N6   C7   118.42  3.000
 15V  C10  N6   C7   124.56  3.000
 15V  H12  C2   C1   119.39  3.000
 15V  H12  C2   N1   116.79  3.000
 15V  C1   C2   N1   123.82  3.000
 15V  H13  C1   C2   121.06  3.000
 15V  H13  C1   C4   120.60  3.000
 15V  C2   C1   C4   118.33  3.000
 15V  H7   C12  H6   108.24  3.000
 15V  H7   C12  H5   107.18  3.000
 15V  H6   C12  H5   108.14  3.000
 15V  H7   C12  C8   111.01  3.000
 15V  H6   C12  C8   110.98  3.000
 15V  H5   C12  C8   111.15  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
 15V  CONST_01  N1   C2   C1   C4     0.00   0.0  0
 15V  CONST_02  N1   C3   N2   C4     0.00   0.0  0
 15V  CONST_03  C5   C3   N2   C4   180.00   0.0  0
 15V  CONST_04  C6   N3   N2   C4   180.00   0.0  0
 15V  CONST_05  C17  C16  C15  C14    0.00   0.0  0
 15V  CONST_06  C17  C11  C13  C14    0.00   0.0  0
 15V  CONST_07  N5   C11  C13  C14  180.00   0.0  0
 15V  CONST_08  C2   N1   C3   C5   180.00   0.0  0
 15V  CONST_09  N3   N2   C3   C5     0.00   0.0  0
 15V  CONST_10  N2   N3   C6   C5     0.00   0.0  0
 15V  CONST_11  C3   N2   N3   C6     0.00   0.0  0
 15V  CONST_12  N1   C3   C5   C6   180.00   0.0  0
 15V  CONST_13  N2   C3   C5   C6     0.00   0.0  0
 15V  CONST_14  C15  C14  C13  C11    0.00   0.0  0
 15V  CONST_15  C15  C16  C17  C11    0.00   0.0  0
 15V  CONST_16  C8   N4   N5   C11  180.00   0.0  0
 15V  CONST_17  C9   C10  N5   C11  180.00   0.0  0
 15V  CONST_18  C10  N5   N4   C8     0.00   0.0  0
 15V  CONST_19  N5   C10  C9   C8     0.00   0.0  0
 15V  CONST_20  N4   N5   C10  C9     0.00   0.0  0
 15V  CONST_21  N5   N4   C8   C9     0.00   0.0  0
 15V  CONST_24  N4   C8   C9   C10    0.00   0.0  0
 15V  CONST_25  C16  C15  C14  C13    0.00   0.0  0
 15V  CONST_26  C16  C17  C11  C13    0.00   0.0  0
 15V  CONST_28  N3   N2   C3   N1   180.00   0.0  0
 15V  CONST_29  C2   C1   C4   N2     0.00   0.0  0
 15V  CONST_30  C2   N1   C3   N2     0.00   0.0  0
 15V  CONST_31  C1   C2   N1   C3     0.00   0.0  0
 15V  CONST_32  C1   C4   N2   C3     0.00   0.0  0
 15V  CONST_33  N3   C6   C5   C3     0.00   0.0  0
 15V  CONST_34  C1   C4   N2   N3   180.00   0.0  0
 15V  CONST_35  N5   C11  C17  C16  180.00   0.0  0
 15V  CONST_37  CL1  C16  C15  C14  180.00   0.0  0
 15V  CONST_38  CL1  C16  C17  C11  180.00   0.0  0
 15V  CONST_39  N6   C10  N5   C11    0.00   0.0  0
 15V  CONST_40  N1   C3   C5   C7     0.00   0.0  0
 15V  CONST_41  N2   C3   C5   C7   180.00   0.0  0
 15V  CONST_42  N3   C6   C5   C7   180.00   0.0  0
 15V  CONST_43  N6   C10  C9   C8   180.00   0.0  0
 15V  CONST_44  C12  C8   C9   C10  180.00   0.0  0
 15V  CONST_45  N5   N4   C8   C12  180.00   0.0  0
 15V  CONST_46  N6   C10  N5   N4   180.00   0.0  0
 15V  CONST_47  H12  C2   C1   C4   180.00   0.0  0
 15V  CONST_48  H2   C14  C13  C11  180.00   0.0  0
 15V  CONST_49  H9   C15  C14  C13  180.00   0.0  0
 15V  CONST_50  H10  C17  C11  C13  180.00   0.0  0
 15V  CONST_51  H13  C1   C2   N1   180.00   0.0  0
 15V  CONST_52  H3   C6   N3   N2   180.00   0.0  0
 15V  CONST_53  H1   C4   N2   C3   180.00   0.0  0
 15V  CONST_54  H8   C13  C14  C15  180.00   0.0  0
 15V  CONST_55  H4   C9   C10  N5   180.00   0.0  0
 15V  CONST_56  C10  N6   C7   C5   180.00   0.0  0
 15V  CONST_60  O1   C7   N6   C10    0.00   0.0  0
 15V  Var_01    N6   C7   C5   C6    17.21  30.0  2
 15V  Var_02    H5   C12  C8   C9    64.43  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
 15V  plan-1  C11  0.020
 15V  plan-1  C8   0.020
 15V  plan-1  C9   0.020
 15V  plan-1  C10  0.020
 15V  plan-1  N5   0.020
 15V  plan-1  N4   0.020
 15V  plan-1  N6   0.020
 15V  plan-1  H4   0.020
 15V  plan-1  C12  0.020
 15V  plan-2  C14  0.020
 15V  plan-2  C11  0.020
 15V  plan-2  C13  0.020
 15V  plan-2  C16  0.020
 15V  plan-2  C15  0.020
 15V  plan-2  C17  0.020
 15V  plan-2  N5   0.020
 15V  plan-2  H2   0.020
 15V  plan-2  H8   0.020
 15V  plan-2  H9   0.020
 15V  plan-2  H10  0.020
 15V  plan-2  CL1  0.020
 15V  plan-3  C4   0.020
 15V  plan-3  C5   0.020
 15V  plan-3  C6   0.020
 15V  plan-3  C7   0.020
 15V  plan-3  N1   0.020
 15V  plan-3  N2   0.020
 15V  plan-3  C3   0.020
 15V  plan-3  N3   0.020
 15V  plan-3  C2   0.020
 15V  plan-3  C1   0.020
 15V  plan-3  H1   0.020
 15V  plan-3  H3   0.020
 15V  plan-3  H12  0.020
 15V  plan-3  H13  0.020
 15V  plan-4  C5   0.020
 15V  plan-4  C7   0.020
 15V  plan-4  C10  0.020
 15V  plan-4  N6   0.020
 15V  plan-4  O1   0.020
 15V  plan-4  H11  0.020

