# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 03:20:49 2020
#   Inital geometry file: a 83 line input string
#   Ligand name: 7-(3-methylphenyl)pyrazolo[1,5-a]pyrimidine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cccc(c1)c2ccnc3n2ncc3C(N)=O
#
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
 CU8  CU8  7-(3-methylphenyl)pyrazolo[1,5-a]pyrimidine-3-carboxamide  ligand  31  19  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CU8
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
 CU8  O    O  O     0  -0.485  -4.7454  -0.7003  -0.1582
 CU8  C12  C  C     0   0.459  -4.1907   0.3901  -0.1004
 CU8  N3   N  NH2   0  -0.823  -4.8769   1.5488  -0.0994
 CU8  C5   C  CR5   0  -0.378  -2.7290   0.5142  -0.0449
 CU8  C    C  CR56  0   0.620  -1.8130  -0.5376   0.0218
 CU8  N    N  N     0  -0.423  -0.5651   0.0638   0.0500
 CU8  N2   N  N     0  -0.284  -0.6362   1.3975  -0.0115
 CU8  C4   C  CR15  0  -0.015  -1.9250   1.6626  -0.0640
 CU8  N1   N  N     0  -0.411  -1.9571  -1.8648   0.0481
 CU8  C3   C  CR16  0  -0.043  -0.8588  -2.5738   0.0889
 CU8  C2   C  CR16  0  -0.417   0.4339  -2.0199   0.1192
 CU8  C1   C  CR6   0   0.420   0.5861  -0.6599   0.1049
 CU8  C6   C  CR6   0   0.067   1.8931   0.0072   0.1533
 CU8  C10  C  CR16  0  -0.277   2.1419   1.0816   1.0070
 CU8  C11  C  CR16  0  -0.232   3.4136   1.6270   1.0597
 CU8  C9   C  CR16  0  -0.293   4.4323   1.1219   0.2632
 CU8  C8   C  CR6   0   0.114   4.2023   0.0512  -0.5970
 CU8  C13  C  CH3   0  -0.719   5.3068  -0.5140  -1.4411
 CU8  C7   C  CR16  0  -0.338   2.9246  -0.4973  -0.6375
 CU8  H1   H  HNH2  0   0.403  -5.8830   1.5271  -0.0840
 CU8  H2   H  HNH2  0   0.407  -4.4426   2.4434   0.0430
 CU8  H3   H  HCR5  0   0.280  -2.2354   2.6955  -0.1227
 CU8  H4   H  HCR6  0   0.283  -0.9723  -3.6515   0.1102
 CU8  H5   H  HCR6  0   0.298   1.2990  -2.6619   0.1825
 CU8  H6   H  HCR6  0   0.261   1.3592   1.4826   1.6342
 CU8  H7   H  HCR6  0   0.263   3.6106   2.4570   1.7253
 CU8  H8   H  HCR6  0   0.257   5.4186   1.5679   0.3098
 CU8  H9   H  HCH3  0   0.253   5.8360  -1.3070  -0.9083
 CU8  H10  H  HCH3  0   0.246   4.9243  -0.9435  -2.3664
 CU8  H11  H  HCH3  0   0.247   6.0407   0.2490  -1.6984
 CU8  H12  H  HCR6  0   0.260   2.7269  -1.3217  -1.3132

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
 CU8  O    C12  double    1.225  0.020  1.225
 CU8  N3   C12  single    1.347  0.020  1.347
 CU8  C12  C5   single    1.468  0.020  1.468
 CU8  C5   C4   aromatic  1.402  0.020  1.402
 CU8  C5   C    aromatic  1.396  0.020  1.396
 CU8  C4   N2   aromatic  1.317  0.020  1.317
 CU8  N1   C    aromatic  1.335  0.020  1.335
 CU8  N1   C3   aromatic  1.308  0.020  1.308
 CU8  C    N    aromatic  1.386  0.020  1.386
 CU8  N2   N    aromatic  1.337  0.020  1.337
 CU8  N    C1   aromatic  1.361  0.020  1.361
 CU8  C3   C2   aromatic  1.407  0.020  1.407
 CU8  C1   C2   aromatic  1.369  0.020  1.369
 CU8  C1   C6   single    1.468  0.020  1.468
 CU8  C10  C6   aromatic  1.395  0.020  1.395
 CU8  C10  C11  aromatic  1.385  0.020  1.385
 CU8  C6   C7   aromatic  1.394  0.020  1.394
 CU8  C11  C9   aromatic  1.388  0.020  1.388
 CU8  C7   C8   aromatic  1.391  0.020  1.391
 CU8  C9   C8   aromatic  1.392  0.020  1.392
 CU8  C8   C13  single    1.501  0.020  1.501
 CU8  N3   H1   single    0.860  0.020  1.020
 CU8  N3   H2   single    0.860  0.020  1.020
 CU8  C4   H3   single    0.930  0.020  1.080
 CU8  C3   H4   single    0.930  0.020  1.080
 CU8  C2   H5   single    0.930  0.020  1.080
 CU8  C10  H6   single    0.930  0.020  1.080
 CU8  C11  H7   single    0.930  0.020  1.080
 CU8  C9   H8   single    0.930  0.020  1.080
 CU8  C13  H9   single    0.970  0.020  1.090
 CU8  C13  H10  single    0.970  0.020  1.090
 CU8  C13  H11  single    0.970  0.020  1.090
 CU8  C7   H12  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
 CU8  C5   C12  N3   115.76  3.000
 CU8  C5   C12  O    121.87  3.000
 CU8  N3   C12  O    122.37  3.000
 CU8  H2   N3   H1   116.69  3.000
 CU8  H2   N3   C12  123.10  3.000
 CU8  H1   N3   C12  119.40  3.000
 CU8  C4   C5   C    103.97  3.000
 CU8  C    C5   C12  126.25  3.000
 CU8  C4   C5   C12  129.78  3.000
 CU8  N1   C    N    121.88  3.000
 CU8  N    C    C5   105.36  3.000
 CU8  N1   C    C5   132.76  3.000
 CU8  C1   N    N2   125.26  3.000
 CU8  C1   N    C    122.13  3.000
 CU8  N2   N    C    112.59  3.000
 CU8  C4   N2   N    104.76  3.000
 CU8  H3   C4   N2   118.42  3.000
 CU8  H3   C4   C5   128.25  3.000
 CU8  N2   C4   C5   113.32  3.000
 CU8  C3   N1   C    116.67  3.000
 CU8  H4   C3   C2   119.17  3.000
 CU8  H4   C3   N1   116.85  3.000
 CU8  C2   C3   N1   123.97  3.000
 CU8  H5   C2   C1   120.18  3.000
 CU8  H5   C2   C3   120.24  3.000
 CU8  C1   C2   C3   119.56  3.000
 CU8  C6   C1   C2   123.38  3.000
 CU8  C6   C1   N    120.85  3.000
 CU8  C2   C1   N    115.77  3.000
 CU8  C7   C6   C10  119.60  3.000
 CU8  C7   C6   C1   118.39  3.000
 CU8  C10  C6   C1   121.94  3.000
 CU8  H6   C10  C11  119.81  3.000
 CU8  H6   C10  C6   120.80  3.000
 CU8  C11  C10  C6   119.38  3.000
 CU8  H7   C11  C9   119.90  3.000
 CU8  H7   C11  C10  119.52  3.000
 CU8  C9   C11  C10  120.58  3.000
 CU8  H8   C9   C8   119.57  3.000
 CU8  H8   C9   C11  119.57  3.000
 CU8  C8   C9   C11  120.86  3.000
 CU8  C7   C8   C13  120.74  3.000
 CU8  C13  C8   C9   121.03  3.000
 CU8  C7   C8   C9   118.22  3.000
 CU8  H11  C13  H10  108.18  3.000
 CU8  H11  C13  H9   107.30  3.000
 CU8  H10  C13  H9   107.35  3.000
 CU8  H11  C13  C8   111.40  3.000
 CU8  H10  C13  C8   111.58  3.000
 CU8  H9   C13  C8   110.83  3.000
 CU8  H12  C7   C8   119.05  3.000
 CU8  H12  C7   C6   119.59  3.000
 CU8  C8   C7   C6   121.35  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
 CU8  CONST_01  N    N2   C4   C5     0.00   0.0  0
 CU8  CONST_02  C3   N1   C    C5   180.00   0.0  0
 CU8  CONST_03  N2   N    C    C5     0.00   0.0  0
 CU8  CONST_04  C1   N    C    C5   180.00   0.0  0
 CU8  CONST_05  N2   C4   C5   C      0.00   0.0  0
 CU8  CONST_06  C2   C3   N1   C      0.00   0.0  0
 CU8  CONST_07  C4   N2   N    C      0.00   0.0  0
 CU8  CONST_08  C2   C1   N    C      0.00   0.0  0
 CU8  CONST_09  C6   C1   N    C    180.00   0.0  0
 CU8  CONST_10  C4   C5   C    N      0.00   0.0  0
 CU8  CONST_11  C3   N1   C    N      0.00   0.0  0
 CU8  CONST_12  C3   C2   C1   N      0.00   0.0  0
 CU8  CONST_15  N1   C    N    N2   180.00   0.0  0
 CU8  CONST_16  C2   C1   N    N2   180.00   0.0  0
 CU8  CONST_17  C6   C1   N    N2     0.00   0.0  0
 CU8  CONST_18  N1   C    C5   C4   180.00   0.0  0
 CU8  CONST_19  C1   N    N2   C4   180.00   0.0  0
 CU8  CONST_20  C1   N    C    N1     0.00   0.0  0
 CU8  CONST_21  C1   C2   C3   N1     0.00   0.0  0
 CU8  CONST_22  C6   C1   C2   C3   180.00   0.0  0
 CU8  CONST_25  C11  C10  C6   C1   180.00   0.0  0
 CU8  CONST_26  C8   C7   C6   C1   180.00   0.0  0
 CU8  CONST_27  C9   C11  C10  C6     0.00   0.0  0
 CU8  CONST_28  C9   C8   C7   C6     0.00   0.0  0
 CU8  CONST_29  C8   C7   C6   C10    0.00   0.0  0
 CU8  CONST_30  C8   C9   C11  C10    0.00   0.0  0
 CU8  CONST_31  C7   C6   C10  C11    0.00   0.0  0
 CU8  CONST_32  C7   C8   C9   C11    0.00   0.0  0
 CU8  CONST_33  N2   C4   C5   C12  180.00   0.0  0
 CU8  CONST_34  N1   C    C5   C12    0.00   0.0  0
 CU8  CONST_35  N    C    C5   C12  180.00   0.0  0
 CU8  CONST_36  C13  C8   C7   C6   180.00   0.0  0
 CU8  CONST_37  C13  C8   C9   C11  180.00   0.0  0
 CU8  CONST_38  H3   C4   C5   C    180.00   0.0  0
 CU8  CONST_39  H4   C3   N1   C    180.00   0.0  0
 CU8  CONST_40  H5   C2   C1   N    180.00   0.0  0
 CU8  CONST_41  H6   C10  C6   C1     0.00   0.0  0
 CU8  CONST_42  H12  C7   C6   C1     0.00   0.0  0
 CU8  CONST_43  H7   C11  C10  C6   180.00   0.0  0
 CU8  CONST_44  H8   C9   C11  C10  180.00   0.0  0
 CU8  CONST_45  H1   N3   C12  C5   180.00   0.0  0
 CU8  CONST_46  H2   N3   C12  C5     0.00   0.0  0
 CU8  Var_01    C4   C5   C12  O    175.34  30.0  2
 CU8  Var_02    H9   C13  C8   C9    89.54  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
 CU8  plan-1  C1   0.020
 CU8  plan-1  C6   0.020
 CU8  plan-1  C10  0.020
 CU8  plan-1  C11  0.020
 CU8  plan-1  C9   0.020
 CU8  plan-1  C8   0.020
 CU8  plan-1  C13  0.020
 CU8  plan-1  C7   0.020
 CU8  plan-1  H6   0.020
 CU8  plan-1  H7   0.020
 CU8  plan-1  H8   0.020
 CU8  plan-1  H12  0.020
 CU8  plan-2  C12  0.020
 CU8  plan-2  C5   0.020
 CU8  plan-2  C    0.020
 CU8  plan-2  N    0.020
 CU8  plan-2  N2   0.020
 CU8  plan-2  C4   0.020
 CU8  plan-2  N1   0.020
 CU8  plan-2  C3   0.020
 CU8  plan-2  C2   0.020
 CU8  plan-2  C1   0.020
 CU8  plan-2  C6   0.020
 CU8  plan-2  H3   0.020
 CU8  plan-2  H4   0.020
 CU8  plan-2  H5   0.020
 CU8  plan-3  O    0.020
 CU8  plan-3  C12  0.020
 CU8  plan-3  N3   0.020
 CU8  plan-3  C5   0.020
 CU8  plan-3  H1   0.020
 CU8  plan-3  H2   0.020

