# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 11:40:13 2020
#   Inital geometry file: a 124 line input string
#   Ligand name: 3-{6-[(2E)-but-2-en-1-yl]-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl}-N,N-dimethylbenzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C/C=C/CN1C=C(c2cccc(c2)C(=O)N(C)C)c3cc[nH]c3C1=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
 69G  69G  3-{6-[(2E)-but-2-en-1-yl]-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl}-N,N-dimethylbenzamide  ligand  46  25  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_69G
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
 69G  C4   C  CH2   0  -0.402   3.0146  -1.6775  -1.2057
 69G  C14  C  CR6   0   0.533   3.4449   0.6722  -0.6733
 69G  C6   C  CR16  0  -0.018   1.2277  -0.2650  -0.3612
 69G  C7   C  CR6   0  -0.103   0.6607   0.8764   0.1047
 69G  C8   C  CR56  0   0.175   1.5182   2.0196   0.1871
 69G  C9   C  CR15  0  -0.459   1.3451   3.3768   0.5607
 69G  C10  C  CR15  0  -0.011   2.5665   3.9882   0.3973
 69G  C13  C  CR56  0   0.137   2.8486   1.8781  -0.1943
 69G  C3   C  C1    0  -0.203   3.4983  -2.5178  -0.0668
 69G  C2   C  C1    0  -0.213   2.9185  -3.6566   0.2997
 69G  N5   N  NR6   0  -0.526   2.5373  -0.3671  -0.7529
 69G  N11  N  NR15  0  -0.644   3.4646   3.0827  -0.0534
 69G  C16  C  CR6   0   0.079  -0.7588   0.9054   0.4935
 69G  C17  C  CR16  0  -0.321  -1.1732   1.5630   1.6535
 69G  C18  C  CR16  0  -0.229  -2.5093   1.5711   2.0222
 69G  C19  C  CR16  0  -0.271  -3.4535   0.9059   1.2539
 69G  C20  C  CR6   0  -0.042  -3.0568   0.2423   0.0970
 69G  C21  C  CR16  0  -0.347  -1.7216   0.2688  -0.2883
 69G  C22  C  C     0   0.508  -4.0539  -0.3891  -0.8248
 69G  O23  O  O     0  -0.492  -4.0334  -0.1018  -2.0163
 69G  N24  N  NT    0  -0.440  -4.9650  -1.2248  -0.2908
 69G  C25  C  CH3   0  -0.529  -4.8429  -1.8694   1.0020
 69G  C26  C  CH3   0  -0.526  -6.0388  -1.7333  -1.1192
 69G  H1   H  HCH2  0   0.279   3.8065  -1.5110  -1.9341
 69G  H2   H  HCH2  0   0.276   2.1935  -2.1687  -1.7285
 69G  H3   H  HCR6  0   0.294   0.6600  -1.1827  -0.4365
 69G  H4   H  HCR5  0   0.256   0.4434   3.8599   0.8997
 69G  H5   H  HCR5  0   0.289   2.8524   5.0124   0.5720
 69G  H6   H  H     0   0.246   4.3711  -2.1547   0.4692
 69G  H7   H  HCH3  0   0.241   2.5893  -4.6402   2.1725
 69G  H8   H  HCH3  0   0.241   3.6046  -5.5344   1.0630
 69G  H9   H  HCH3  0   0.237   4.2619  -4.1321   1.9130
 69G  H10  H  H     0   0.240   2.0459  -3.9995  -0.2516
 69G  H12  H  HNR5  0   0.416   4.4315   3.2718  -0.2626
 69G  H11  H  HCR6  0   0.261  -0.4461   2.0583   2.2841
 69G  H13  H  HCR6  0   0.263  -2.8157   2.0906   2.9204
 69G  H14  H  HCR6  0   0.268  -4.4945   0.9178   1.5512
 69G  H15  H  HCR6  0   0.258  -1.4246  -0.2077  -1.2145
 69G  H16  H  HCH3  0   0.254  -4.9307  -2.9498   0.8739
 69G  H17  H  HCH3  0   0.264  -3.8799  -1.6684   1.4594
 69G  H18  H  HCH3  0   0.245  -5.6301  -1.5439   1.6842
 69G  H19  H  HCH3  0   0.240  -5.7898  -2.7094  -1.5429
 69G  H20  H  HCH3  0   0.246  -6.9343  -1.8473  -0.5091
 69G  H21  H  HCH3  0   0.255  -6.2607  -1.0477  -1.9310
 69G  O15  O  O     0  -0.514   4.6257   0.5428  -0.9905
 69G  C1   C  CH3   0  -0.708   3.3739  -4.5291   1.4212

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
 69G  C25  N24  single    1.450  0.020  1.450
 69G  N24  C26  single    1.448  0.020  1.448
 69G  N24  C22  single    1.347  0.020  1.347
 69G  O23  C22  double    1.226  0.020  1.226
 69G  C22  C20  single    1.497  0.020  1.497
 69G  C10  N11  aromatic  1.353  0.020  1.353
 69G  C10  C9   aromatic  1.376  0.020  1.376
 69G  N11  C13  aromatic  1.360  0.020  1.360
 69G  C9   C8   aromatic  1.418  0.020  1.418
 69G  C21  C20  aromatic  1.390  0.020  1.390
 69G  C21  C16  aromatic  1.394  0.020  1.394
 69G  C20  C19  aromatic  1.391  0.020  1.391
 69G  C13  C8   aromatic  1.391  0.020  1.391
 69G  C13  C14  single    1.428  0.020  1.428
 69G  C8   C7   single    1.431  0.020  1.431
 69G  O15  C14  double    1.230  0.020  1.230
 69G  C14  N5   single    1.382  0.020  1.382
 69G  C7   C16  single    1.472  0.020  1.472
 69G  C7   C6   double    1.357  0.020  1.357
 69G  C16  C17  aromatic  1.396  0.020  1.396
 69G  C19  C18  aromatic  1.387  0.020  1.387
 69G  N5   C6   single    1.371  0.020  1.371
 69G  N5   C4   single    1.466  0.020  1.466
 69G  C17  C18  aromatic  1.386  0.020  1.386
 69G  C4   C3   single    1.496  0.020  1.496
 69G  C3   C2   double    1.329  0.020  1.329
 69G  C2   C1   single    1.492  0.020  1.492
 69G  C4   H1   single    0.970  0.020  1.090
 69G  C4   H2   single    0.970  0.020  1.090
 69G  C6   H3   single    0.930  0.020  1.080
 69G  C9   H4   single    0.930  0.020  1.080
 69G  C10  H5   single    0.930  0.020  1.080
 69G  C3   H6   single    0.930  0.020  1.080
 69G  C1   H7   single    0.970  0.020  1.090
 69G  C1   H8   single    0.970  0.020  1.090
 69G  C1   H9   single    0.970  0.020  1.090
 69G  C2   H10  single    0.930  0.020  1.080
 69G  N11  H12  single    0.860  0.020  1.020
 69G  C17  H11  single    0.930  0.020  1.080
 69G  C18  H13  single    0.930  0.020  1.080
 69G  C19  H14  single    0.930  0.020  1.080
 69G  C21  H15  single    0.930  0.020  1.080
 69G  C25  H16  single    0.970  0.020  1.090
 69G  C25  H17  single    0.970  0.020  1.090
 69G  C25  H18  single    0.970  0.020  1.090
 69G  C26  H19  single    0.970  0.020  1.090
 69G  C26  H20  single    0.970  0.020  1.090
 69G  C26  H21  single    0.970  0.020  1.090

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
 69G  H2   C4   H1   107.20  3.000
 69G  H2   C4   N5   107.79  3.000
 69G  H1   C4   N5   107.86  3.000
 69G  H2   C4   C3   110.83  3.000
 69G  H1   C4   C3   111.10  3.000
 69G  N5   C4   C3   111.85  3.000
 69G  O15  C14  N5   122.46  3.000
 69G  N5   C14  C13  112.34  3.000
 69G  O15  C14  C13  125.20  3.000
 69G  H3   C6   N5   114.73  3.000
 69G  H3   C6   C7   121.22  3.000
 69G  N5   C6   C7   124.05  3.000
 69G  C16  C7   C8   123.14  3.000
 69G  C16  C7   C6   120.67  3.000
 69G  C8   C7   C6   116.18  3.000
 69G  C13  C8   C9   106.63  3.000
 69G  C13  C8   C7   118.41  3.000
 69G  C9   C8   C7   134.94  3.000
 69G  H4   C9   C10  125.53  3.000
 69G  H4   C9   C8   127.87  3.000
 69G  C10  C9   C8   106.60  3.000
 69G  H5   C10  N11  120.94  3.000
 69G  H5   C10  C9   129.69  3.000
 69G  N11  C10  C9   109.37  3.000
 69G  N11  C13  C8   108.34  3.000
 69G  C8   C13  C14  125.25  3.000
 69G  N11  C13  C14  126.41  3.000
 69G  H6   C3   C2   120.04  3.000
 69G  H6   C3   C4   116.59  3.000
 69G  C2   C3   C4   123.37  3.000
 69G  H10  C2   C1   116.20  3.000
 69G  H10  C2   C3   118.70  3.000
 69G  C1   C2   C3   125.10  3.000
 69G  C6   N5   C14  123.71  3.000
 69G  C6   N5   C4   117.76  3.000
 69G  C14  N5   C4   118.43  3.000
 69G  H12  N11  C13  125.41  3.000
 69G  H12  N11  C10  125.52  3.000
 69G  C13  N11  C10  109.06  3.000
 69G  C21  C16  C17  118.43  3.000
 69G  C17  C16  C7   120.99  3.000
 69G  C21  C16  C7   120.59  3.000
 69G  H11  C17  C18  119.34  3.000
 69G  H11  C17  C16  120.01  3.000
 69G  C18  C17  C16  120.65  3.000
 69G  H13  C18  C19  119.82  3.000
 69G  H13  C18  C17  119.78  3.000
 69G  C19  C18  C17  120.40  3.000
 69G  H14  C19  C20  120.51  3.000
 69G  H14  C19  C18  119.81  3.000
 69G  C20  C19  C18  119.67  3.000
 69G  C22  C20  C21  118.49  3.000
 69G  C21  C20  C19  119.69  3.000
 69G  C22  C20  C19  121.54  3.000
 69G  H15  C21  C20  119.48  3.000
 69G  H15  C21  C16  119.41  3.000
 69G  C20  C21  C16  121.11  3.000
 69G  N24  C22  O23  122.83  3.000
 69G  O23  C22  C20  119.23  3.000
 69G  N24  C22  C20  117.91  3.000
 69G  C26  N24  C25  114.60  3.000
 69G  C26  N24  C22  119.52  3.000
 69G  C25  N24  C22  124.93  3.000
 69G  H18  C25  H17  108.75  3.000
 69G  H18  C25  H16  108.09  3.000
 69G  H17  C25  H16  107.72  3.000
 69G  H18  C25  N24  111.35  3.000
 69G  H17  C25  N24  111.61  3.000
 69G  H16  C25  N24  109.19  3.000
 69G  H21  C26  H20  108.47  3.000
 69G  H21  C26  H19  108.71  3.000
 69G  H20  C26  H19  108.11  3.000
 69G  H21  C26  N24  110.95  3.000
 69G  H20  C26  N24  109.02  3.000
 69G  H19  C26  N24  111.50  3.000
 69G  H9   C1   H8   108.13  3.000
 69G  H9   C1   H7   108.18  3.000
 69G  H8   C1   H7   106.49  3.000
 69G  H9   C1   C2   112.01  3.000
 69G  H8   C1   C2   110.87  3.000
 69G  H7   C1   C2   110.94  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
 69G  CONST_01  N11  C10  C9   C8      0.00   0.0  0
 69G  CONST_02  C10  N11  C13  C8      0.00   0.0  0
 69G  CONST_03  C13  N11  C10  C9      0.00   0.0  0
 69G  CONST_04  N11  C13  C8   C9      0.00   0.0  0
 69G  CONST_05  C13  C8   C9   C10     0.00   0.0  0
 69G  CONST_06  C19  C20  C21  C16     0.00   0.0  0
 69G  CONST_07  C19  C18  C17  C16     0.00   0.0  0
 69G  CONST_08  C20  C21  C16  C17     0.00   0.0  0
 69G  CONST_09  C20  C19  C18  C17     0.00   0.0  0
 69G  CONST_10  C21  C20  C19  C18     0.00   0.0  0
 69G  CONST_11  C21  C16  C17  C18     0.00   0.0  0
 69G  CONST_12  C20  C21  C16  C7    180.00   0.0  0
 69G  CONST_13  C18  C17  C16  C7    180.00   0.0  0
 69G  CONST_14  C13  C14  N5   C6      0.00   0.0  0
 69G  CONST_15  C22  C20  C21  C16   180.00   0.0  0
 69G  CONST_16  C22  C20  C19  C18   180.00   0.0  0
 69G  CONST_17  C13  C14  N5   C4    180.00   0.0  0
 69G  CONST_18  O15  C14  N5   C6    180.00   0.0  0
 69G  CONST_19  H12  N11  C13  C14     0.00   0.0  0
 69G  CONST_20  H4   C9   C8   C7      0.00   0.0  0
 69G  CONST_21  H15  C21  C16  C7      0.00   0.0  0
 69G  CONST_22  H11  C17  C16  C7      0.00   0.0  0
 69G  CONST_23  H5   C10  C9   C8    180.00   0.0  0
 69G  CONST_24  H13  C18  C17  C16   180.00   0.0  0
 69G  CONST_25  H14  C19  C18  C17   180.00   0.0  0
 69G  CONST_26  O15  C14  N5   C4      0.00   0.0  0
 69G  CONST_28  C26  N24  C22  C20   180.00   0.0  0
 69G  CONST_30  C26  N24  C22  O23     0.00   0.0  0
 69G  Var_01    C21  C16  C7   C6    -42.29  30.0  2
 69G  Var_02    C3   C4   N5   C14    89.23  30.0  3
 69G  Var_03    N24  C22  C20  C19   -51.25  30.0  2
 69G  Var_04    N5   C4   C3   C2    115.50  30.0  2
 69G  Var_05    C1   C2   C3   C4    179.52   0.0  2
 69G  Var_06    H7   C1   C2   C3    120.23  30.0  3
 69G  Var_07    H16  C25  N24  C22  -124.09  30.0  3
 69G  Var_08    H19  C26  N24  C22    94.67  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
 69G  plan-1  C7   0.020
 69G  plan-1  C16  0.020
 69G  plan-1  C17  0.020
 69G  plan-1  C18  0.020
 69G  plan-1  C19  0.020
 69G  plan-1  C20  0.020
 69G  plan-1  C21  0.020
 69G  plan-1  C22  0.020
 69G  plan-1  H11  0.020
 69G  plan-1  H13  0.020
 69G  plan-1  H14  0.020
 69G  plan-1  H15  0.020
 69G  plan-2  C4   0.020
 69G  plan-2  C14  0.020
 69G  plan-2  C6   0.020
 69G  plan-2  C7   0.020
 69G  plan-2  C8   0.020
 69G  plan-2  C9   0.020
 69G  plan-2  C10  0.020
 69G  plan-2  C13  0.020
 69G  plan-2  N5   0.020
 69G  plan-2  N11  0.020
 69G  plan-2  C16  0.020
 69G  plan-2  H3   0.020
 69G  plan-2  H4   0.020
 69G  plan-2  H5   0.020
 69G  plan-2  H12  0.020
 69G  plan-2  O15  0.020
 69G  plan-3  C20  0.020
 69G  plan-3  C22  0.020
 69G  plan-3  O23  0.020
 69G  plan-3  N24  0.020
 69G  plan-3  C25  0.020
 69G  plan-3  C26  0.020
 69G  plan-4  C4   0.020
 69G  plan-4  C3   0.020
 69G  plan-4  C2   0.020
 69G  plan-4  H6   0.020
 69G  plan-4  H10  0.020
 69G  plan-4  C1   0.020

