# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 29 10:02:01 2022
#   Inital geometry file: a 114 line input string
#   Ligand name: N-{4-[(7R,8R)-4-oxo-7-(propan-2-yl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-yl]pyridin-2-yl}cyclopropanecarboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)[C@@H]1CNC(=O)c2cc(nn12)c3ccnc(NC(=O)C4CC4)c3
#
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
 7IH  7IH  "N-{4-[(7R,8R)-4-oxo-7-(propan-2-yl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-yl]pyridin-2-yl}cyclopropanecarboxamide"
  ligand  46  25  .  2022-09-16  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_7IH
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
 7IH  C4   C  CR16  0  -0.097   -7.4544   1.3034  26.8467
 7IH  C14  C  CR6   0   0.175   -8.7879   1.8386  22.2361
 7IH  C5   C  C     0  -0.308   -7.4311  -0.0184  27.6107
 7IH  C7   C  CR6   0   0.505   -6.6463  -1.2504  25.6294
 7IH  C9   C  CR56  0   0.317   -7.3230  -0.1873  24.8674
 7IH  C12  C  CR5   0   0.293   -8.2310   1.1941  23.4249
 7IH  C13  C  CR15  0  -0.552   -7.6598  -0.0849  23.5383
 7IH  C15  C  CR16  0  -0.421   -8.9699   1.1233  21.0539
 7IH  C16  C  CR16  0  -0.051   -9.5170   1.7840  19.9705
 7IH  C18  C  CR6   0   0.501   -9.6946   3.7451  21.1136
 7IH  C19  C  CR16  0  -0.424   -9.1554   3.1798  22.2673
 7IH  C2   C  CH1   0  -0.238   -6.2333   2.2240  27.0034
 7IH  C21  C  C     0   0.593  -10.0289   6.0830  21.9140
 7IH  C23  C  CH1   0  -0.426  -10.5433   7.3805  21.4049
 7IH  C24  C  CH2   0  -0.461  -11.1685   8.3308  22.3928
 7IH  C25  C  CH2   0  -0.462   -9.8267   8.6350  21.8393
 7IH  N10  N  N     0  -0.329   -7.6954   0.9708  25.4523
 7IH  N11  N  N     0  -0.285   -8.2306   1.8157  24.6026
 7IH  N17  N  N     0  -0.452   -9.8750   3.0591  19.9892
 7IH  N20  N  NH1   0  -0.734  -10.1022   5.0707  21.0039
 7IH  N6   N  NR16  0  -0.638   -6.6287  -1.0345  26.9554
 7IH  O22  O  O     0  -0.465   -9.5795   5.9504  23.0387
 7IH  O8   O  O     0  -0.459   -6.1317  -2.2068  25.0727
 7IH  H1   H  HCR6  0   0.296   -8.3312   1.8546  27.1925
 7IH  H2   H  H     0   0.282   -7.0280   0.1401  28.6085
 7IH  H3   H  H     0   0.273   -8.4591  -0.3716  27.7354
 7IH  H4   H  HCR5  0   0.281   -7.5097  -0.8281  22.7731
 7IH  H5   H  HCH3  0   0.234   -7.1001   3.2056  28.7451
 7IH  H6   H  HCH3  0   0.225   -5.9018   1.9731  29.1457
 7IH  H7   H  HCH3  0   0.242   -5.3854   3.5241  28.5044
 7IH  H8   H  HCH3  0   0.239   -4.1214   2.3555  26.6203
 7IH  H9   H  HCH3  0   0.227   -4.6129   0.7844  27.2368
 7IH  H10  H  HCH3  0   0.233   -4.9336   1.2223  25.5559
 7IH  H11  H  HCR6  0   0.263   -8.7078   0.0778  20.9686
 7IH  H12  H  HCR6  0   0.267   -9.6775   1.2559  19.0373
 7IH  H13  H  HCR6  0   0.284   -9.0238   3.7628  23.1631
 7IH  H14  H  HCH1  0   0.246   -6.4310   3.0772  26.3460
 7IH  H15  H  HCH1  0   0.286  -10.9556   7.3824  20.4029
 7IH  H16  H  HCH2  0   0.265  -12.0171   8.9024  22.0419
 7IH  H17  H  HCH2  0   0.260  -11.2352   8.0036  23.4219
 7IH  H18  H  HCH2  0   0.260   -8.9678   8.5154  22.4864
 7IH  H19  H  HCH2  0   0.265   -9.7330   9.4195  21.1005
 7IH  H20  H  HNH1  0   0.410  -10.4776   5.2913  20.0924
 7IH  H21  H  HNR6  0   0.409   -6.2000  -1.7422  27.5339
 7IH  C3   C  CH3   0  -0.665   -6.1564   2.7570  28.4302
 7IH  C1   C  CH3   0  -0.665   -4.9084   1.6018  26.5784

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
 7IH  C16  N17  aromatic  1.325  0.020  1.325
 7IH  C16  C15  aromatic  1.382  0.020  1.382
 7IH  N17  C18  aromatic  1.329  0.020  1.329
 7IH  N20  C18  single    1.391  0.020  1.391
 7IH  N20  C21  single    1.363  0.020  1.363
 7IH  C18  C19  aromatic  1.393  0.020  1.393
 7IH  C15  C14  aromatic  1.394  0.020  1.394
 7IH  C23  C21  single    1.486  0.020  1.486
 7IH  C23  C24  single    1.507  0.020  1.507
 7IH  C23  C25  single    1.509  0.020  1.509
 7IH  C21  O22  double    1.218  0.020  1.218
 7IH  C19  C14  aromatic  1.391  0.020  1.391
 7IH  C14  C12  single    1.462  0.020  1.462
 7IH  C24  C25  single    1.483  0.020  1.483
 7IH  C12  C13  aromatic  1.405  0.020  1.405
 7IH  C12  N11  aromatic  1.332  0.020  1.332
 7IH  C13  C9   aromatic  1.375  0.020  1.375
 7IH  N11  N10  aromatic  1.312  0.020  1.312
 7IH  C9   N10  aromatic  1.350  0.020  1.350
 7IH  C9   C7   single    1.473  0.020  1.473
 7IH  O8   C7   double    1.220  0.020  1.220
 7IH  N10  C4   single    1.454  0.020  1.454
 7IH  C7   N6   single    1.344  0.020  1.344
 7IH  C1   C2   single    1.524  0.020  1.524
 7IH  C2   C4   single    1.537  0.020  1.537
 7IH  C2   C3   single    1.525  0.020  1.525
 7IH  C4   C5   single    1.527  0.020  1.527
 7IH  N6   C5   single    1.451  0.020  1.451
 7IH  C4   H1   single    0.970  0.020  1.090
 7IH  C5   H2   single    0.970  0.020  1.090
 7IH  C5   H3   single    0.970  0.020  1.090
 7IH  C13  H4   single    0.930  0.020  1.080
 7IH  C3   H5   single    0.970  0.020  1.090
 7IH  C3   H6   single    0.970  0.020  1.090
 7IH  C3   H7   single    0.970  0.020  1.090
 7IH  C1   H8   single    0.970  0.020  1.090
 7IH  C1   H9   single    0.970  0.020  1.090
 7IH  C1   H10  single    0.970  0.020  1.090
 7IH  C15  H11  single    0.930  0.020  1.080
 7IH  C16  H12  single    0.930  0.020  1.080
 7IH  C19  H13  single    0.930  0.020  1.080
 7IH  C2   H14  single    0.970  0.020  1.090
 7IH  C23  H15  single    0.970  0.020  1.090
 7IH  C24  H16  single    0.970  0.020  1.090
 7IH  C24  H17  single    0.970  0.020  1.090
 7IH  C25  H18  single    0.970  0.020  1.090
 7IH  C25  H19  single    0.970  0.020  1.090
 7IH  N20  H20  single    0.860  0.020  1.020
 7IH  N6   H21  single    0.860  0.020  1.020

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
 7IH  H1   C4   N10  106.62  3.000
 7IH  H1   C4   C2   107.66  3.000
 7IH  N10  C4   C2   111.50  3.000
 7IH  H1   C4   C5   106.91  3.000
 7IH  C2   C4   C5   117.09  3.000
 7IH  N10  C4   C5   106.52  3.000
 7IH  C19  C14  C15  118.64  3.000
 7IH  C19  C14  C12  120.48  3.000
 7IH  C15  C14  C12  120.87  3.000
 7IH  H3   C5   H2   106.90  3.000
 7IH  H3   C5   N6   110.18  3.000
 7IH  H2   C5   N6   108.14  3.000
 7IH  H3   C5   C4   108.79  3.000
 7IH  H2   C5   C4   109.78  3.000
 7IH  N6   C5   C4   112.87  3.000
 7IH  O8   C7   N6   124.79  3.000
 7IH  N6   C7   C9   113.62  3.000
 7IH  O8   C7   C9   121.56  3.000
 7IH  N10  C9   C13  106.71  3.000
 7IH  N10  C9   C7   121.46  3.000
 7IH  C13  C9   C7   131.80  3.000
 7IH  N11  C12  C13  110.69  3.000
 7IH  N11  C12  C14  120.89  3.000
 7IH  C13  C12  C14  128.42  3.000
 7IH  H4   C13  C12  128.84  3.000
 7IH  H4   C13  C9   126.95  3.000
 7IH  C12  C13  C9   104.20  3.000
 7IH  H11  C15  C16  119.77  3.000
 7IH  H11  C15  C14  122.11  3.000
 7IH  C16  C15  C14  118.12  3.000
 7IH  H12  C16  N17  116.17  3.000
 7IH  H12  C16  C15  120.04  3.000
 7IH  N17  C16  C15  123.80  3.000
 7IH  N20  C18  N17  112.66  3.000
 7IH  N20  C18  C19  124.42  3.000
 7IH  N17  C18  C19  122.92  3.000
 7IH  H13  C19  C18  121.10  3.000
 7IH  H13  C19  C14  120.55  3.000
 7IH  C18  C19  C14  118.35  3.000
 7IH  H14  C2   C1   107.92  3.000
 7IH  H14  C2   C3   107.36  3.000
 7IH  C1   C2   C3   111.08  3.000
 7IH  H14  C2   C4   105.19  3.000
 7IH  C3   C2   C4   110.17  3.000
 7IH  C1   C2   C4   114.68  3.000
 7IH  O22  C21  N20  123.73  3.000
 7IH  O22  C21  C23  122.62  3.000
 7IH  N20  C21  C23  113.65  3.000
 7IH  H15  C23  C25  116.47  3.000
 7IH  H15  C23  C24  116.58  3.000
 7IH  C25  C23  C24   58.92  3.000
 7IH  H15  C23  C21  116.75  3.000
 7IH  C25  C23  C21  117.59  3.000
 7IH  C24  C23  C21  118.02  3.000
 7IH  H17  C24  H16  114.83  3.000
 7IH  H17  C24  C25  118.22  3.000
 7IH  H16  C24  C25  118.71  3.000
 7IH  H17  C24  C23  117.29  3.000
 7IH  H16  C24  C23  116.50  3.000
 7IH  C25  C24  C23   60.61  3.000
 7IH  H19  C25  H18  114.82  3.000
 7IH  H19  C25  C24  118.82  3.000
 7IH  H18  C25  C24  118.19  3.000
 7IH  H19  C25  C23  116.59  3.000
 7IH  H18  C25  C23  117.22  3.000
 7IH  C24  C25  C23   60.47  3.000
 7IH  N11  N10  C9   112.60  3.000
 7IH  C9   N10  C4   124.49  3.000
 7IH  N11  N10  C4   122.78  3.000
 7IH  N10  N11  C12  105.80  3.000
 7IH  C18  N17  C16  118.17  3.000
 7IH  H20  N20  C21  117.40  3.000
 7IH  H20  N20  C18  112.84  3.000
 7IH  C21  N20  C18  129.73  3.000
 7IH  H21  N6   C7   117.29  3.000
 7IH  H21  N6   C5   117.83  3.000
 7IH  C7   N6   C5   123.43  3.000
 7IH  H7   C3   H6   107.20  3.000
 7IH  H7   C3   H5   107.62  3.000
 7IH  H6   C3   H5   107.93  3.000
 7IH  H7   C3   C2   110.20  3.000
 7IH  H6   C3   C2   111.97  3.000
 7IH  H5   C3   C2   111.71  3.000
 7IH  H10  C1   H9   108.14  3.000
 7IH  H10  C1   H8   107.04  3.000
 7IH  H9   C1   H8   107.42  3.000
 7IH  H10  C1   C2   112.54  3.000
 7IH  H9   C1   C2   111.92  3.000
 7IH  H8   C1   C2   109.54  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
 7IH  CONST_01  N17  C16  C15  C14     0.00   0.0  0
 7IH  CONST_02  N17  C18  C19  C14     0.00   0.0  0
 7IH  CONST_03  C9   C13  C12  C14   180.00   0.0  0
 7IH  CONST_04  N10  N11  C12  C14   180.00   0.0  0
 7IH  CONST_05  N11  C12  C13  C9      0.00   0.0  0
 7IH  CONST_06  C12  N11  N10  C9      0.00   0.0  0
 7IH  CONST_07  C16  C15  C14  C12   180.00   0.0  0
 7IH  CONST_08  C18  C19  C14  C12   180.00   0.0  0
 7IH  CONST_09  N10  C9   C13  C12     0.00   0.0  0
 7IH  CONST_10  C15  C14  C12  C13     0.00   0.0  0
 7IH  CONST_11  C19  C14  C12  C13   180.00   0.0  0
 7IH  CONST_12  N10  N11  C12  C13     0.00   0.0  0
 7IH  CONST_13  N11  N10  C9   C13     0.00   0.0  0
 7IH  CONST_14  C18  N17  C16  C15     0.00   0.0  0
 7IH  CONST_15  C18  C19  C14  C15     0.00   0.0  0
 7IH  CONST_16  N11  C12  C14  C15   180.00   0.0  0
 7IH  CONST_17  C19  C18  N17  C16     0.00   0.0  0
 7IH  CONST_18  C19  C14  C15  C16     0.00   0.0  0
 7IH  CONST_19  N11  C12  C14  C19     0.00   0.0  0
 7IH  CONST_20  C9   C7   N6   C5      0.00   0.0  0
 7IH  CONST_21  N20  C18  C19  C14   180.00   0.0  0
 7IH  CONST_22  N20  C18  N17  C16   180.00   0.0  0
 7IH  CONST_23  O8   C7   N6   C5    180.00   0.0  0
 7IH  CONST_24  H12  C16  C15  C14   180.00   0.0  0
 7IH  CONST_25  H4   C13  C12  C14     0.00   0.0  0
 7IH  CONST_26  H4   C13  C9   C7      0.00   0.0  0
 7IH  CONST_27  H11  C15  C14  C12     0.00   0.0  0
 7IH  CONST_28  H13  C19  C14  C12     0.00   0.0  0
 7IH  CONST_29  H13  C19  C14  C15   180.00   0.0  0
 7IH  CONST_30  H12  C16  N17  C18   180.00   0.0  0
 7IH  CONST_31  H11  C15  C14  C19   180.00   0.0  0
 7IH  CONST_32  H4   C13  C9   N10   180.00   0.0  0
 7IH  CONST_33  H4   C13  C12  N11   180.00   0.0  0
 7IH  CONST_34  H11  C15  C16  N17   180.00   0.0  0
 7IH  CONST_35  H13  C19  C18  N17   180.00   0.0  0
 7IH  CONST_36  H21  N6   C7   C9    180.00   0.0  0
 7IH  CONST_37  C23  C21  N20  C18   180.00   0.0  0
 7IH  CONST_38  C21  N20  C18  C19     0.00   0.0  0
 7IH  CONST_39  N17  C18  N20  C21   180.00   0.0  0
 7IH  CONST_40  H20  N20  C18  C19   180.00   0.0  0
 7IH  CONST_41  H20  N20  C18  N17     0.00   0.0  0
 7IH  CONST_42  H21  N6   C7   O8      0.00   0.0  0
 7IH  CONST_43  O22  C21  N20  C18     0.00   0.0  0
 7IH  CONST_44  H20  N20  C21  C23     0.00   0.0  0
 7IH  CONST_45  H20  N20  C21  O22   180.00   0.0  0
 7IH  Var_01    C7   N6   C5   C4    -42.27  30.0  1
 7IH  Var_02    N6   C7   C9   C13  -173.18  30.0  1
 7IH  Var_03    N6   C7   C9   N10     9.40  30.0  1
 7IH  Var_04    O8   C7   C9   C13     8.54  30.0  1
 7IH  Var_05    C25  C24  C23  C21   106.96  30.0  1
 7IH  Var_06    O8   C7   C9   N10  -168.88  30.0  1
 7IH  Var_07    H21  N6   C5   C4    151.87  30.0  1
 7IH  Var_08    H2   C5   N6   C7   -163.92  30.0  1
 7IH  Var_09    H3   C5   N6   C7     79.57  30.0  1
 7IH  Var_10    H18  C25  C24  C23  -107.02  30.0  1
 7IH  Var_11    H19  C25  C24  C23   105.99  30.0  1
 7IH  Var_12    H16  C24  C25  C23  -105.98  30.0  1
 7IH  Var_13    H17  C24  C25  C23   107.16  30.0  1
 7IH  Var_14    H15  C23  C25  C24   106.47  30.0  1
 7IH  Var_15    N20  C21  C23  C24   149.30  30.0  3
 7IH  Var_16    O22  C21  C23  C24   -31.07  30.0  3
 7IH  Var_17    N20  C21  C23  C25  -143.14  30.0  3
 7IH  Var_18    O22  C21  C23  C25    36.49  30.0  3
 7IH  Var_19    H16  C24  C23  C21  -143.45  30.0  1
 7IH  Var_20    H17  C24  C23  C21    -1.70  30.0  1
 7IH  Var_21    H18  C25  C23  C21     0.92  30.0  1
 7IH  Var_22    H19  C25  C23  C21   142.67  30.0  1
 7IH  Var_23    H8   C1   C2   C4    173.88  30.0  3
 7IH  Var_24    H9   C1   C2   C4    -67.10  30.0  3
 7IH  Var_25    H10  C1   C2   C4     54.93  30.0  3
 7IH  Var_26    H5   C3   C2   C4    -51.84  30.0  3
 7IH  Var_27    H6   C3   C2   C4     69.35  30.0  3
 7IH  Var_28    H7   C3   C2   C4   -171.42  30.0  3
 7IH  Var_29    H15  C23  C21  N20     2.60  30.0  2
 7IH  Var_30    H15  C23  C21  O22  -177.77  30.0  2
 7IH  Var_31    H8   C1   C2   C3    -60.41  30.0  3
 7IH  Var_32    H9   C1   C2   C3     58.61  30.0  3
 7IH  Var_33    H10  C1   C2   C3   -179.36  30.0  3
 7IH  Var_34    H5   C3   C2   C1    179.97  30.0  3
 7IH  Var_35    H6   C3   C2   C1    -58.84  30.0  3
 7IH  Var_36    H7   C3   C2   C1     60.38  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 7IH  chir_01  C4   N10  C2   C5   positiv
 7IH  chir_02  C23  C21  C24  C25  both

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
 7IH  plan-1  C14  0.020
 7IH  plan-1  C12  0.020
 7IH  plan-1  C15  0.020
 7IH  plan-1  C16  0.020
 7IH  plan-1  C18  0.020
 7IH  plan-1  C19  0.020
 7IH  plan-1  N17  0.020
 7IH  plan-1  N20  0.020
 7IH  plan-1  H11  0.020
 7IH  plan-1  H12  0.020
 7IH  plan-1  H13  0.020
 7IH  plan-2  C4   0.020
 7IH  plan-2  C14  0.020
 7IH  plan-2  C7   0.020
 7IH  plan-2  C9   0.020
 7IH  plan-2  C12  0.020
 7IH  plan-2  C13  0.020
 7IH  plan-2  N10  0.020
 7IH  plan-2  N11  0.020
 7IH  plan-2  H4   0.020
 7IH  plan-3  C18  0.020
 7IH  plan-3  C21  0.020
 7IH  plan-3  C23  0.020
 7IH  plan-3  N20  0.020
 7IH  plan-3  O22  0.020
 7IH  plan-3  H20  0.020
 7IH  plan-4  C5   0.020
 7IH  plan-4  C7   0.020
 7IH  plan-4  C9   0.020
 7IH  plan-4  N6   0.020
 7IH  plan-4  O8   0.020
 7IH  plan-4  H21  0.020

