# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 23:01:48 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: 7-oxo-2-[2-oxo-2-(pyrrolidin-1-yl)ethyl]-5-propyl-4,7-dihydropyrazolo[1,5-a]pyrimidine-3-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCC1=CC(=O)n2nc(CC(=O)N3CCCC3)c(C#N)c2N1
#
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
 4W6  4W6  7-oxo-2-[2-oxo-2-(pyrrolidin-1-yl)ethyl]-5-propyl-4,7-dihydropyrazolo[1,5-a]pyrimidine-3-carbonitrile  ligand  42  23  .  2021-08-04  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_4W6
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
 4W6  C1   C  CH3   0  -0.666   7.0985  -1.5856  -0.0690
 4W6  C2   C  CH2   0  -0.426   5.7540  -1.0192   0.3610
 4W6  C3   C  CH2   0  -0.529   5.0727  -0.2647  -0.7864
 4W6  C4   C  CR6   0   0.422   3.7636   0.3219  -0.3753
 4W6  C5   C  CR16  0  -0.541   3.6148   1.6132   0.0191
 4W6  C6   C  CR6   0   0.584   2.3583   2.1554   0.4555
 4W6  O7   O  O     0  -0.439   2.1329   3.2870   0.8234
 4W6  N8   N  N     0  -0.460   1.3248   1.1988   0.4173
 4W6  N9   N  N     0  -0.291   0.0535   1.4751   0.7663
 4W6  C10  C  CR5   0   0.440  -0.6103   0.3640   0.5929
 4W6  C11  C  CH2   0  -0.715  -2.0600   0.2743   0.8977
 4W6  C12  C  C     0   0.571  -2.8858   0.0001  -0.3501
 4W6  O13  O  O     0  -0.496  -2.3594  -0.1400  -1.4469
 4W6  N14  N  NT    0  -0.476  -4.2071  -0.0813  -0.1661
 4W6  C15  C  CH2   0  -0.272  -4.9141   0.1069   1.0980
 4W6  C16  C  CH2   0  -0.475  -6.3651   0.2687   0.6611
 4W6  C17  C  CH2   0  -0.486  -6.4507  -0.6101  -0.5829
 4W6  C18  C  CH2   0  -0.259  -5.1134  -0.3715  -1.2743
 4W6  C19  C  CR5   0  -0.316   0.2340  -0.6786   0.1240
 4W6  C20  C  CSP   0  -0.033  -0.1118  -2.0019  -0.1911
 4W6  N21  N  NS    0  -0.248  -0.3924  -3.0929  -0.4418
 4W6  C22  C  CR56  0   0.792   1.4804  -0.0864   0.0240
 4W6  N23  N  NR16  0  -0.729   2.6935  -0.5204  -0.3656
 4W6  H1   H  HCH3  0   0.226   6.9823  -2.3033  -0.8821
 4W6  H2   H  HCH3  0   0.225   7.7667  -0.7956  -0.4155
 4W6  H3   H  HCH3  0   0.238   7.5895  -2.0970   0.7585
 4W6  H4   H  HCH2  0   0.236   5.1081  -1.8283   0.7107
 4W6  H5   H  HCH2  0   0.240   5.8861  -0.3384   1.2047
 4W6  H6   H  HCH2  0   0.274   5.7198   0.5432  -1.1297
 4W6  H7   H  HCH2  0   0.271   4.9233  -0.9371  -1.6356
 4W6  H8   H  HCR6  0   0.291   4.4687   2.2741   0.0088
 4W6  H10  H  HCH2  0   0.308  -2.2391  -0.5137   1.6364
 4W6  H11  H  HCH2  0   0.311  -2.3807   1.2096   1.3613
 4W6  H12  H  HCH2  0   0.246  -4.7925  -0.7657   1.7469
 4W6  H13  H  HCH2  0   0.257  -4.5453   0.9793   1.6374
 4W6  H14  H  HCH2  0   0.254  -7.0631  -0.0204   1.4456
 4W6  H15  H  HCH2  0   0.242  -6.5621   1.3112   0.4021
 4W6  H16  H  HCH2  0   0.240  -6.5453  -1.6599  -0.2969
 4W6  H17  H  HCH2  0   0.254  -7.2942  -0.3645  -1.2267
 4W6  H18  H  HCH2  0   0.239  -5.1622   0.4801  -1.9582
 4W6  H19  H  HCH2  0   0.249  -4.7705  -1.2358  -1.8429
 4W6  H9   H  HNR6  0   0.447   2.7996  -1.4767  -0.6742

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
 4W6  N21  C20  triple    1.154  0.020  1.154
 4W6  C16  C15  single    1.524  0.020  1.524
 4W6  C16  C17  single    1.526  0.020  1.526
 4W6  C20  C19  single    1.404  0.020  1.404
 4W6  C15  N14  single    1.461  0.020  1.461
 4W6  C17  C18  single    1.524  0.020  1.524
 4W6  C2   C1   single    1.521  0.020  1.521
 4W6  C2   C3   single    1.533  0.020  1.533
 4W6  O13  C12  double    1.225  0.020  1.225
 4W6  N14  C18  single    1.461  0.020  1.461
 4W6  N14  C12  single    1.337  0.020  1.337
 4W6  C19  C22  aromatic  1.384  0.020  1.384
 4W6  C19  C10  aromatic  1.421  0.020  1.421
 4W6  N23  C22  single    1.346  0.020  1.346
 4W6  N23  C4   single    1.362  0.020  1.362
 4W6  C12  C11  single    1.521  0.020  1.521
 4W6  C22  N8   aromatic  1.353  0.020  1.353
 4W6  C3   C4   single    1.492  0.020  1.492
 4W6  C11  C10  single    1.484  0.020  1.484
 4W6  C10  N9   aromatic  1.306  0.020  1.306
 4W6  C4   C5   double    1.358  0.020  1.358
 4W6  N8   N9   aromatic  1.347  0.020  1.347
 4W6  N8   C6   single    1.409  0.020  1.409
 4W6  C5   C6   single    1.436  0.020  1.436
 4W6  C6   O7   double    1.211  0.020  1.211
 4W6  C1   H1   single    0.970  0.020  1.090
 4W6  C1   H2   single    0.970  0.020  1.090
 4W6  C1   H3   single    0.970  0.020  1.090
 4W6  C2   H4   single    0.970  0.020  1.090
 4W6  C2   H5   single    0.970  0.020  1.090
 4W6  C3   H6   single    0.970  0.020  1.090
 4W6  C3   H7   single    0.970  0.020  1.090
 4W6  C5   H8   single    0.930  0.020  1.080
 4W6  C11  H10  single    0.970  0.020  1.090
 4W6  C11  H11  single    0.970  0.020  1.090
 4W6  C15  H12  single    0.970  0.020  1.090
 4W6  C15  H13  single    0.970  0.020  1.090
 4W6  C16  H14  single    0.970  0.020  1.090
 4W6  C16  H15  single    0.970  0.020  1.090
 4W6  C17  H16  single    0.970  0.020  1.090
 4W6  C17  H17  single    0.970  0.020  1.090
 4W6  C18  H18  single    0.970  0.020  1.090
 4W6  C18  H19  single    0.970  0.020  1.090
 4W6  N23  H9   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
 4W6  H3   C1   H2   107.75  3.000
 4W6  H3   C1   H1   107.78  3.000
 4W6  H2   C1   H1   107.75  3.000
 4W6  H3   C1   C2   111.00  3.000
 4W6  H2   C1   C2   111.19  3.000
 4W6  H1   C1   C2   111.21  3.000
 4W6  H5   C2   H4   106.61  3.000
 4W6  H5   C2   C3   108.97  3.000
 4W6  H4   C2   C3   109.95  3.000
 4W6  H5   C2   C1   110.10  3.000
 4W6  H4   C2   C1   109.71  3.000
 4W6  C3   C2   C1   111.38  3.000
 4W6  H7   C3   H6   106.99  3.000
 4W6  H7   C3   C4   109.63  3.000
 4W6  H6   C3   C4   108.42  3.000
 4W6  H7   C3   C2   109.84  3.000
 4W6  H6   C3   C2   109.66  3.000
 4W6  C4   C3   C2   112.16  3.000
 4W6  N23  C4   C5   119.99  3.000
 4W6  C5   C4   C3   123.35  3.000
 4W6  N23  C4   C3   116.62  3.000
 4W6  H8   C5   C6   117.62  3.000
 4W6  H8   C5   C4   119.50  3.000
 4W6  C6   C5   C4   122.88  3.000
 4W6  N8   C6   O7   120.41  3.000
 4W6  O7   C6   C5   127.44  3.000
 4W6  N8   C6   C5   112.16  3.000
 4W6  C22  N8   N9   112.25  3.000
 4W6  N9   N8   C6   123.10  3.000
 4W6  C22  N8   C6   124.65  3.000
 4W6  C10  N9   N8   105.71  3.000
 4W6  C19  C10  C11  127.14  3.000
 4W6  C11  C10  N9   121.38  3.000
 4W6  C19  C10  N9   111.47  3.000
 4W6  H11  C11  H10  106.38  3.000
 4W6  H11  C11  C12  110.07  3.000
 4W6  H10  C11  C12  109.57  3.000
 4W6  H11  C11  C10  108.80  3.000
 4W6  H10  C11  C10  109.99  3.000
 4W6  C12  C11  C10  111.88  3.000
 4W6  N14  C12  O13  122.78  3.000
 4W6  N14  C12  C11  115.76  3.000
 4W6  O13  C12  C11  121.46  3.000
 4W6  C18  N14  C15  112.45  3.000
 4W6  C18  N14  C12  121.40  3.000
 4W6  C15  N14  C12  126.15  3.000
 4W6  H13  C15  H12  107.89  3.000
 4W6  H13  C15  C16  112.28  3.000
 4W6  H12  C15  C16  111.14  3.000
 4W6  H13  C15  N14  111.57  3.000
 4W6  H12  C15  N14  110.90  3.000
 4W6  C16  C15  N14  103.09  3.000
 4W6  H15  C16  H14  107.97  3.000
 4W6  H15  C16  C17  110.27  3.000
 4W6  H14  C16  C17  113.49  3.000
 4W6  H15  C16  C15  109.94  3.000
 4W6  H14  C16  C15  112.06  3.000
 4W6  C17  C16  C15  103.06  3.000
 4W6  H17  C17  H16  107.73  3.000
 4W6  H17  C17  C18  112.09  3.000
 4W6  H16  C17  C18  110.20  3.000
 4W6  H17  C17  C16  113.30  3.000
 4W6  H16  C17  C16  110.18  3.000
 4W6  C18  C17  C16  103.32  3.000
 4W6  H19  C18  H18  107.78  3.000
 4W6  H19  C18  C17  112.86  3.000
 4W6  H18  C18  C17  111.50  3.000
 4W6  H19  C18  N14  110.99  3.000
 4W6  H18  C18  N14  110.34  3.000
 4W6  C17  C18  N14  103.37  3.000
 4W6  C22  C19  C20  127.54  3.000
 4W6  C22  C19  C10  104.18  3.000
 4W6  C20  C19  C10  128.27  3.000
 4W6  N21  C20  C19  180.00  3.000
 4W6  N23  C22  C19  134.01  3.000
 4W6  N23  C22  N8   119.61  3.000
 4W6  C19  C22  N8   106.38  3.000
 4W6  H9   N23  C22  119.22  3.000
 4W6  H9   N23  C4   120.05  3.000
 4W6  C22  N23  C4   120.71  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
 4W6  CONST_01  C10  C19  C22  N8      0.00   0.0  0
 4W6  CONST_02  C19  C10  N9   N8      0.00   0.0  0
 4W6  CONST_03  C22  C19  C10  N9      0.00   0.0  0
 4W6  CONST_04  C19  C22  N8   N9      0.00   0.0  0
 4W6  CONST_05  C22  N8   N9   C10     0.00   0.0  0
 4W6  CONST_06  C20  C19  C22  N8    180.00   0.0  0
 4W6  CONST_07  C11  C10  N9   N8    180.00   0.0  0
 4W6  CONST_08  C20  C19  C10  N9    180.00   0.0  0
 4W6  CONST_09  C22  C19  C10  C11   180.00   0.0  0
 4W6  CONST_10  N23  C22  C19  C20     0.00   0.0  0
 4W6  CONST_11  C15  N14  C12  C11     0.00   0.0  0
 4W6  CONST_12  C18  N14  C12  C11   180.00   0.0  0
 4W6  CONST_13  C15  N14  C12  O13   180.00   0.0  0
 4W6  CONST_14  C18  N14  C12  O13     0.00   0.0  0
 4W6  Var_01    C17  C16  C15  N14    32.07  30.0  1
 4W6  Var_02    C16  C17  C18  N14    29.83  30.0  1
 4W6  Var_03    C18  C17  C16  C15   -38.60  30.0  1
 4W6  Var_04    C17  C18  N14  C15   -10.01  30.0  1
 4W6  Var_05    C18  N14  C15  C16   -13.96  30.0  1
 4W6  Var_06    N23  C4   C3   C2    -81.00  30.0  3
 4W6  Var_07    C12  C11  C10  N9    115.75  30.0  1
 4W6  Var_08    N14  C12  C11  C10  -179.29  30.0  1
 4W6  Var_09    C4   C3   C2   C1   -178.86  30.0  3
 4W6  Var_10    H1   C1   C2   C3    -61.57  30.0  3

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
 4W6  plan-1  C3   0.020
 4W6  plan-1  C4   0.020
 4W6  plan-1  C5   0.020
 4W6  plan-1  C6   0.020
 4W6  plan-1  O7   0.020
 4W6  plan-1  N8   0.020
 4W6  plan-1  N9   0.020
 4W6  plan-1  C10  0.020
 4W6  plan-1  C11  0.020
 4W6  plan-1  C19  0.020
 4W6  plan-1  C20  0.020
 4W6  plan-1  N21  0.020
 4W6  plan-1  C22  0.020
 4W6  plan-1  N23  0.020
 4W6  plan-1  H8   0.020
 4W6  plan-1  H9   0.020
 4W6  plan-2  C11  0.020
 4W6  plan-2  C12  0.020
 4W6  plan-2  O13  0.020
 4W6  plan-2  N14  0.020
 4W6  plan-2  C15  0.020
 4W6  plan-2  C18  0.020

