# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 05:08:30 2020
#   Inital geometry file: a 139 line input string
#   Ligand name: N-cyclopropyl-3-{[1-(2,4-difluorophenyl)-7-methyl-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridin-4-yl]amino}-4-methylbenzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1C(=O)C=C(Nc2cc(ccc2C)C(=O)NC3CC3)c4cnn(c5ccc(F)cc5F)c14
#
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
 P37  P37  N-cyclopropyl-3-{[1-(2,4-difluorophenyl)-7-methyl-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridin-4-yl]amino}-4-methylbenzamide  ligand  54  33  .  2022-09-22  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_P37
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
 P37  N1    N  NH1   0  -0.657  -4.2637  -2.5864   0.1797
 P37  N3    N  N     0  -0.265   0.9791  -0.1576   1.3481
 P37  C4    C  CH2   0  -0.513  -5.5184  -4.7419   0.2421
 P37  C5    C  CR6   0  -0.048  -3.7448  -0.2402   0.0025
 P37  C6    C  CR6   0   0.578   3.4923  -1.4990  -0.2057
 P37  C7    C  CR16  0  -0.570   4.6640  -2.2214  -0.1149
 P37  C8    C  CR6   0   0.563   5.5597  -1.8535   0.8716
 P37  C10   C  CR16  0  -0.221   4.1379  -0.1032   1.6221
 P37  C13   C  CR56  0  -0.250   0.2426   1.4775  -0.0033
 P37  C15   C  CR6   0   0.553   1.6770   2.9888  -1.9012
 P37  C17   C  CR6   0   0.489  -0.4385   2.5205  -0.7021
 P37  C20   C  CR16  0  -0.288  -2.8152   0.6646  -0.4964
 P37  C21   C  CR16  0  -0.286  -4.6138   0.1714   1.0084
 P37  C22   C  CR16  0  -0.292  -4.5375   1.4633   1.5053
 P37  C3    C  CH2   0  -0.483  -5.5207  -4.2844  -1.1844
 P37  C2    C  CH1   0  -0.080  -4.3808  -3.9297  -0.2840
 P37  C1    C  C     0   0.533  -3.8040  -1.6002  -0.6129
 P37  O1    O  O     0  -0.481  -3.4510  -1.7921  -1.7672
 P37  C23   C  CR6   0   0.066  -3.5836   2.3658   1.0477
 P37  C19   C  CR6   0   0.253  -2.7085   1.9398   0.0412
 P37  N5    N  NH1   0  -0.783  -1.7343   2.8331  -0.4409
 P37  C16   C  CR16  0  -0.605   0.2986   3.2381  -1.6101
 P37  N4    N  NR6   0  -0.599   2.3045   1.9397  -1.2024
 P37  C18   C  CH3   0  -0.573   3.7037   1.6514  -1.4758
 P37  C12   C  CR56  0   0.720   1.5809   1.2400  -0.2942
 P37  C14   C  CR15  0  -0.056  -0.0564   0.5715   1.0401
 P37  N2    N  NR5   0  -0.467   1.9861   0.2485   0.5338
 P37  C11   C  CR6   0   0.078   3.2177  -0.4347   0.6392
 P37  C9    C  CR16  0  -0.429   5.3227  -0.8086   1.7463
 P37  F1    F  F     0  -0.289   2.6011  -1.8184  -1.1425
 P37  HN1   H  HNH1  0   0.407  -4.3612  -2.4189   1.1684
 P37  H4    H  HCH2  0   0.258  -6.2063  -4.2611   0.9269
 P37  H4A   H  HCH2  0   0.260  -5.3316  -5.7861   0.4540
 P37  H7    H  HCR6  0   0.317   4.8667  -3.0436  -0.7885
 P37  H10   H  HCR6  0   0.300   3.9271   0.7194   2.2921
 P37  H20   H  HCR6  0   0.276  -2.1589   0.3684  -1.3051
 P37  H21   H  HCR6  0   0.260  -5.3759  -0.4923   1.3966
 P37  H22   H  HCR6  0   0.260  -5.2301   1.7755   2.2769
 P37  H24   H  HCH3  0   0.254  -2.4822   3.9630   1.9706
 P37  H24A  H  HCH3  0   0.253  -3.7245   4.5060   0.8582
 P37  H24B  H  HCH3  0   0.254  -4.1839   3.8827   2.4386
 P37  H3    H  HCH2  0   0.256  -5.3396  -5.0115  -1.9649
 P37  H3A   H  HCH2  0   0.256  -6.2056  -3.4915  -1.4558
 P37  H2    H  HCH1  0   0.268  -3.4403  -4.4457  -0.4525
 P37  H16   H  HCR6  0   0.269  -0.1635   4.0385  -2.1736
 P37  H18   H  HCH3  0   0.288   4.0785   2.4122  -2.1497
 P37  H18A  H  HCH3  0   0.264   4.2958   1.6780  -0.5644
 P37  H18B  H  HCH3  0   0.261   3.8203   0.6836  -1.9604
 P37  H14   H  HCR5  0   0.276  -0.9836   0.4385   1.5740
 P37  H9    H  HCR6  0   0.298   6.0470  -0.5506   2.5064
 P37  H211  H  HNH1  0   0.407  -2.0729   3.6887  -0.8569
 P37  C24   C  CH3   0  -0.727  -3.4898   3.7501   1.6108
 P37  O2    O  O     0  -0.513   2.3178   3.6294  -2.7296
 P37  F2    F  F     0  -0.300   6.6981  -2.5414   0.9799

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
 P37  N1   C2    single    1.426  0.020  1.426
 P37  N1   C1    single    1.346  0.020  1.346
 P37  N1   HN1   single    0.860  0.020  1.020
 P37  N3   C14   aromatic  1.303  0.020  1.303
 P37  N3   N2    aromatic  1.357  0.020  1.357
 P37  C4   C3    single    1.498  0.020  1.498
 P37  C4   C2    single    1.494  0.020  1.494
 P37  C4   H4    single    0.970  0.020  1.090
 P37  C4   H4A   single    0.970  0.020  1.090
 P37  C5   C20   aromatic  1.390  0.020  1.390
 P37  C5   C21   aromatic  1.392  0.020  1.392
 P37  C5   C1    single    1.494  0.020  1.494
 P37  C6   C7    aromatic  1.379  0.020  1.379
 P37  C6   C11   aromatic  1.386  0.020  1.386
 P37  C6   F1    single    1.332  0.020  1.332
 P37  C7   C8    aromatic  1.382  0.020  1.382
 P37  C7   H7    single    0.930  0.020  1.080
 P37  C8   C9    aromatic  1.383  0.020  1.383
 P37  C8   F2    single    1.334  0.020  1.334
 P37  C10  C11   aromatic  1.387  0.020  1.387
 P37  C10  C9    aromatic  1.385  0.020  1.385
 P37  C10  H10   single    0.930  0.020  1.080
 P37  C13  C17   single    1.428  0.020  1.428
 P37  C13  C12   aromatic  1.390  0.020  1.390
 P37  C13  C14   aromatic  1.414  0.020  1.414
 P37  C15  C16   single    1.431  0.020  1.431
 P37  C15  O2    double    1.228  0.020  1.228
 P37  C15  N4    single    1.408  0.020  1.408
 P37  C17  N5    single    1.358  0.020  1.358
 P37  C17  C16   double    1.372  0.020  1.372
 P37  C20  C19   aromatic  1.388  0.020  1.388
 P37  C20  H20   single    0.930  0.020  1.080
 P37  C21  C22   aromatic  1.386  0.020  1.386
 P37  C21  H21   single    0.930  0.020  1.080
 P37  C22  C23   aromatic  1.391  0.020  1.391
 P37  C22  H22   single    0.930  0.020  1.080
 P37  C24  C23   single    1.497  0.020  1.497
 P37  C24  H24   single    0.970  0.020  1.090
 P37  C24  H24A  single    0.970  0.020  1.090
 P37  C24  H24B  single    0.970  0.020  1.090
 P37  C3   C2    single    1.495  0.020  1.495
 P37  C3   H3    single    0.970  0.020  1.090
 P37  C3   H3A   single    0.970  0.020  1.090
 P37  C2   H2    single    0.970  0.020  1.090
 P37  C1   O1    double    1.222  0.020  1.222
 P37  C23  C19   aromatic  1.400  0.020  1.400
 P37  C19  N5    single    1.407  0.020  1.407
 P37  C16  H16   single    0.930  0.020  1.080
 P37  N4   C18   single    1.455  0.020  1.455
 P37  N4   C12   single    1.356  0.020  1.356
 P37  C18  H18   single    0.970  0.020  1.090
 P37  C18  H18A  single    0.970  0.020  1.090
 P37  C18  H18B  single    0.970  0.020  1.090
 P37  C12  N2    aromatic  1.354  0.020  1.354
 P37  C14  H14   single    0.930  0.020  1.080
 P37  N2   C11   single    1.412  0.020  1.412
 P37  C9   H9    single    0.930  0.020  1.080
 P37  N5   H211  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
 P37  HN1   N1   C1    119.28  3.000
 P37  HN1   N1   C2    117.89  3.000
 P37  C1    N1   C2    121.78  3.000
 P37  N2    N3   C14   106.28  3.000
 P37  H4A   C4   H4    114.48  3.000
 P37  H4A   C4   C2    117.54  3.000
 P37  H4    C4   C2    117.71  3.000
 P37  H4A   C4   C3    118.79  3.000
 P37  H4    C4   C3    117.74  3.000
 P37  C2    C4   C3     59.98  3.000
 P37  C1    C5   C21   122.84  3.000
 P37  C1    C5   C20   118.12  3.000
 P37  C21   C5   C20   118.99  3.000
 P37  F1    C6   C11   118.70  3.000
 P37  F1    C6   C7    119.28  3.000
 P37  C11   C6   C7    122.01  3.000
 P37  H7    C7   C8    121.68  3.000
 P37  H7    C7   C6    121.06  3.000
 P37  C8    C7   C6    117.26  3.000
 P37  F2    C8   C9    118.96  3.000
 P37  F2    C8   C7    118.26  3.000
 P37  C9    C8   C7    122.77  3.000
 P37  H10   C10  C9    119.91  3.000
 P37  H10   C10  C11   119.44  3.000
 P37  C9    C10  C11   120.64  3.000
 P37  C14   C13  C12   104.40  3.000
 P37  C14   C13  C17   136.73  3.000
 P37  C12   C13  C17   118.79  3.000
 P37  N4    C15  O2    119.41  3.000
 P37  N4    C15  C16   117.27  3.000
 P37  O2    C15  C16   123.31  3.000
 P37  C16   C17  N5    121.29  3.000
 P37  C16   C17  C13   116.71  3.000
 P37  N5    C17  C13   121.93  3.000
 P37  H20   C20  C19   119.60  3.000
 P37  H20   C20  C5    119.69  3.000
 P37  C19   C20  C5    120.70  3.000
 P37  H21   C21  C22   118.79  3.000
 P37  H21   C21  C5    121.16  3.000
 P37  C22   C21  C5    120.02  3.000
 P37  H22   C22  C23   119.09  3.000
 P37  H22   C22  C21   119.27  3.000
 P37  C23   C22  C21   121.64  3.000
 P37  H3A   C3   H3    114.67  3.000
 P37  H3A   C3   C2    117.36  3.000
 P37  H3    C3   C2    117.79  3.000
 P37  H3A   C3   C4    117.61  3.000
 P37  H3    C3   C4    118.78  3.000
 P37  C2    C3   C4     59.86  3.000
 P37  H2    C2   C3    117.00  3.000
 P37  H2    C2   C4    117.12  3.000
 P37  C3    C2   C4     60.16  3.000
 P37  H2    C2   N1    115.28  3.000
 P37  C3    C2   N1    118.81  3.000
 P37  C4    C2   N1    117.41  3.000
 P37  O1    C1   C5    121.36  3.000
 P37  O1    C1   N1    122.67  3.000
 P37  C5    C1   N1    115.97  3.000
 P37  C19   C23  C24   120.83  3.000
 P37  C19   C23  C22   117.89  3.000
 P37  C24   C23  C22   121.28  3.000
 P37  N5    C19  C23   119.07  3.000
 P37  N5    C19  C20   120.26  3.000
 P37  C23   C19  C20   120.66  3.000
 P37  H211  N5   C19   116.55  3.000
 P37  H211  N5   C17   115.83  3.000
 P37  C19   N5   C17   125.47  3.000
 P37  H16   C16  C17   120.12  3.000
 P37  H16   C16  C15   115.74  3.000
 P37  C17   C16  C15   124.13  3.000
 P37  C12   N4   C18   122.48  3.000
 P37  C12   N4   C15   118.63  3.000
 P37  C18   N4   C15   118.89  3.000
 P37  H18B  C18  H18A  109.67  3.000
 P37  H18B  C18  H18   108.08  3.000
 P37  H18A  C18  H18   108.42  3.000
 P37  H18B  C18  N4    111.28  3.000
 P37  H18A  C18  N4    111.20  3.000
 P37  H18   C18  N4    108.09  3.000
 P37  N2    C12  N4    128.90  3.000
 P37  N2    C12  C13   106.58  3.000
 P37  N4    C12  C13   124.46  3.000
 P37  H14   C14  C13   128.78  3.000
 P37  H14   C14  N3    119.82  3.000
 P37  C13   C14  N3    111.40  3.000
 P37  C11   N2   C12   131.37  3.000
 P37  C11   N2   N3    117.23  3.000
 P37  C12   N2   N3    111.34  3.000
 P37  N2    C11  C10   121.06  3.000
 P37  N2    C11  C6    119.91  3.000
 P37  C10   C11  C6    118.95  3.000
 P37  H9    C9   C10   120.98  3.000
 P37  H9    C9   C8    120.67  3.000
 P37  C10   C9   C8    118.35  3.000
 P37  H24B  C24  H24A  107.62  3.000
 P37  H24B  C24  H24   108.33  3.000
 P37  H24A  C24  H24   106.90  3.000
 P37  H24B  C24  C23   111.02  3.000
 P37  H24A  C24  C23   111.54  3.000
 P37  H24   C24  C23   111.24  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
 P37  CONST_01  C12  C13  C14  N3      0.00   0.0  0
 P37  CONST_02  C13  C12  N2   N3      0.00   0.0  0
 P37  CONST_05  C23  C19  C20  C5      0.00   0.0  0
 P37  CONST_06  C23  C22  C21  C5      0.00   0.0  0
 P37  CONST_07  C9   C8   C7   C6      0.00   0.0  0
 P37  CONST_08  C9   C10  C11  C6      0.00   0.0  0
 P37  CONST_10  C10  C11  C6   C7      0.00   0.0  0
 P37  CONST_11  N2   C11  C6   C7    180.00   0.0  0
 P37  CONST_12  C10  C9   C8   C7      0.00   0.0  0
 P37  CONST_13  C11  C6   C7   C8      0.00   0.0  0
 P37  CONST_14  C11  C10  C9   C8      0.00   0.0  0
 P37  CONST_16  C11  N2   C12  C13   180.00   0.0  0
 P37  CONST_17  N2   N3   C14  C13     0.00   0.0  0
 P37  CONST_18  C22  C21  C5   C20     0.00   0.0  0
 P37  CONST_19  C22  C23  C19  C20     0.00   0.0  0
 P37  CONST_20  C19  C20  C5   C21     0.00   0.0  0
 P37  CONST_21  C19  C23  C22  C21     0.00   0.0  0
 P37  CONST_22  C14  N3   N2   C12     0.00   0.0  0
 P37  CONST_23  C11  N2   N3   C14   180.00   0.0  0
 P37  CONST_24  N2   C12  C13  C14     0.00   0.0  0
 P37  CONST_25  C9   C10  C11  N2    180.00   0.0  0
 P37  CONST_26  C11  N2   C12  N4      0.00   0.0  0
 P37  CONST_27  C12  N4   C15  C16     0.00   0.0  0
 P37  CONST_28  N5   C19  C20  C5    180.00   0.0  0
 P37  CONST_29  F2   C8   C7   C6    180.00   0.0  0
 P37  CONST_30  F1   C6   C7   C8    180.00   0.0  0
 P37  CONST_31  F1   C6   C11  C10   180.00   0.0  0
 P37  CONST_32  F2   C8   C9   C10   180.00   0.0  0
 P37  CONST_33  C24  C23  C19  C20   180.00   0.0  0
 P37  CONST_34  C24  C23  C22  C21   180.00   0.0  0
 P37  CONST_35  C1   C5   C21  C22   180.00   0.0  0
 P37  CONST_36  N5   C19  C23  C22   180.00   0.0  0
 P37  CONST_37  C19  C20  C5   C1    180.00   0.0  0
 P37  CONST_38  F1   C6   C11  N2      0.00   0.0  0
 P37  CONST_43  C18  N4   C15  C16   180.00   0.0  0
 P37  CONST_44  C12  N4   C15  O2    180.00   0.0  0
 P37  CONST_45  H22  C22  C21  C5    180.00   0.0  0
 P37  CONST_46  H10  C10  C11  C6    180.00   0.0  0
 P37  CONST_47  H9   C9   C8   C7    180.00   0.0  0
 P37  CONST_48  H14  C14  C13  C17     0.00   0.0  0
 P37  CONST_49  H21  C21  C5   C20   180.00   0.0  0
 P37  CONST_50  H20  C20  C5   C21   180.00   0.0  0
 P37  CONST_51  H7   C7   C6   C11   180.00   0.0  0
 P37  CONST_52  C2   N1   C1   C5    180.00   0.0  0
 P37  CONST_53  C18  N4   C15  O2      0.00   0.0  0
 P37  CONST_55  O1   C1   N1   C2      0.00   0.0  0
 P37  CONST_56  HN1  N1   C1   C5      0.00   0.0  0
 P37  Var_01    C3   C4   C2   N1    109.17  30.0  1
 P37  Var_02    C20  C5   C1   N1    153.61  30.0  2
 P37  Var_03    C1   N1   C2   C4   -145.71  30.0  1
 P37  Var_04    H18  C18  N4   C15     5.91  30.0  3
 P37  Var_05    H24  C24  C23  C22   125.59  30.0  2

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
 P37  chir_01  C2  N1  C4  C3  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
 P37  plan-1  C5    0.020
 P37  plan-1  C20   0.020
 P37  plan-1  C21   0.020
 P37  plan-1  C22   0.020
 P37  plan-1  C1    0.020
 P37  plan-1  C23   0.020
 P37  plan-1  C19   0.020
 P37  plan-1  N5    0.020
 P37  plan-1  H20   0.020
 P37  plan-1  H21   0.020
 P37  plan-1  H22   0.020
 P37  plan-1  C24   0.020
 P37  plan-2  C6    0.020
 P37  plan-2  C7    0.020
 P37  plan-2  C8    0.020
 P37  plan-2  C10   0.020
 P37  plan-2  N2    0.020
 P37  plan-2  C11   0.020
 P37  plan-2  C9    0.020
 P37  plan-2  F1    0.020
 P37  plan-2  H7    0.020
 P37  plan-2  H10   0.020
 P37  plan-2  H9    0.020
 P37  plan-2  F2    0.020
 P37  plan-3  N3    0.020
 P37  plan-3  C13   0.020
 P37  plan-3  C15   0.020
 P37  plan-3  C17   0.020
 P37  plan-3  N5    0.020
 P37  plan-3  C16   0.020
 P37  plan-3  N4    0.020
 P37  plan-3  C18   0.020
 P37  plan-3  C12   0.020
 P37  plan-3  C14   0.020
 P37  plan-3  N2    0.020
 P37  plan-3  C11   0.020
 P37  plan-3  H16   0.020
 P37  plan-3  H14   0.020
 P37  plan-3  O2    0.020
 P37  plan-4  C17   0.020
 P37  plan-4  C19   0.020
 P37  plan-4  N5    0.020
 P37  plan-4  H211  0.020
 P37  plan-5  N1    0.020
 P37  plan-5  C5    0.020
 P37  plan-5  C2    0.020
 P37  plan-5  C1    0.020
 P37  plan-5  O1    0.020
 P37  plan-5  HN1   0.020

