# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 05:49:13 2020
#   Inital geometry file: a 124 line input string
#   Ligand name: 3-[6-(but-3-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: CN(C)C(=O)c1cccc(c1)C2=CN(CCC=C)C(=O)c3[nH]ccc23
#
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
 67C  67C  3-[6-(but-3-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_67C
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
 67C  C1   C  CH3   0  -0.524   5.8768   2.3828   0.7659
 67C  N1   N  NR6   0  -0.532  -2.6260   0.2446  -0.4604
 67C  O1   O  O     0  -0.514  -4.5733  -0.7558   0.2141
 67C  C2   C  C     0   0.505   3.8767   1.4268  -0.1910
 67C  N2   N  NR15  0  -0.645  -2.9933  -3.2006   0.6637
 67C  C3   C  CR6   0  -0.044   3.0947   0.2101  -0.5779
 67C  C4   C  CR16  0  -0.343   1.7258   0.1912  -0.3373
 67C  C5   C  CR6   0   0.072   0.9395  -0.8848  -0.7457
 67C  C6   C  CR16  0  -0.318   1.5540  -1.9375  -1.4271
 67C  C7   C  CR16  0  -0.230   2.9157  -1.9145  -1.6842
 67C  C8   C  CR16  0  -0.269   3.6921  -0.8479  -1.2561
 67C  C9   C  CR6   0  -0.100  -0.5087  -0.9058  -0.4813
 67C  C10  C  CR16  0  -0.028  -1.2717   0.1993  -0.6757
 67C  C15  C  CR6   0   0.531  -3.3644  -0.8296   0.0024
 67C  C12  C  CH2   0  -0.495  -3.3848   2.3490   0.6093
 67C  C13  C  C1    0  -0.161  -4.0074   3.6836   0.3485
 67C  C14  C  C2    0  -0.531  -5.1304   4.1172   0.9088
 67C  C16  C  CR56  0   0.140  -2.5654  -1.9965   0.1975
 67C  C19  C  CR15  0  -0.011  -1.9360  -4.0394   0.7572
 67C  C18  C  CR15  0  -0.457  -0.7969  -3.3850   0.3499
 67C  C17  C  CR56  0   0.173  -1.1929  -2.0726  -0.0144
 67C  O    O  O     0  -0.492   3.4837   2.5306  -0.5504
 67C  N    N  NT    0  -0.439   5.0138   1.2482   0.5076
 67C  C    C  CH3   0  -0.528   5.3454   0.0509   1.2542
 67C  H1   H  HCH3  0   0.255   5.7911   3.1212  -0.0253
 67C  H2   H  HCH3  0   0.240   5.6390   2.8598   1.7197
 67C  H3   H  HCH3  0   0.246   6.9093   2.0374   0.8066
 67C  H4   H  HNR5  0   0.416  -3.9448  -3.4304   0.9005
 67C  H5   H  HCR6  0   0.256   1.2680   1.0117   0.2016
 67C  H6   H  HCR6  0   0.262   0.9608  -2.7715  -1.7798
 67C  H7   H  HCR6  0   0.263   3.3743  -2.7313  -2.2255
 67C  H8   H  HCR6  0   0.267   4.7558  -0.8395  -1.4590
 67C  H9   H  HCR6  0   0.296  -0.8448   1.1209  -1.0471
 67C  H10  H  HCH2  0   0.266  -2.7774   2.0595  -1.4456
 67C  H11  H  HCH2  0   0.272  -4.3146   1.3145  -1.0483
 67C  H12  H  HCH2  0   0.250  -3.9479   1.8099   1.3734
 67C  H13  H  HCH2  0   0.248  -2.3679   2.4900   0.9908
 67C  H14  H  H     0   0.247  -3.4870   4.3244  -0.3587
 67C  H15  H  H     0   0.238  -5.5356   5.0951   0.6836
 67C  H16  H  H     0   0.235  -5.6832   3.5114   1.6175
 67C  H17  H  HCR5  0   0.288  -2.0614  -5.0501   1.1100
 67C  H18  H  HCR5  0   0.256   0.1958  -3.8043   0.3281
 67C  H19  H  HCH3  0   0.245   6.2594  -0.4097   0.8755
 67C  H20  H  HCH3  0   0.252   5.5050   0.3100   2.3027
 67C  H21  H  HCH3  0   0.264   4.5452  -0.6801   1.2127
 67C  C11  C  CH2   0  -0.322  -3.3146   1.5144  -0.6690

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
 67C  C11  N1   single    1.459  0.020  1.459
 67C  C11  C12  single    1.528  0.020  1.528
 67C  N1   C15  single    1.383  0.020  1.383
 67C  N1   C10  single    1.372  0.020  1.372
 67C  O1   C15  double    1.229  0.020  1.229
 67C  C14  C13  double    1.328  0.020  1.328
 67C  C13  C12  single    1.496  0.020  1.496
 67C  C15  C16  single    1.428  0.020  1.428
 67C  C10  C9   double    1.357  0.020  1.357
 67C  C16  C17  aromatic  1.391  0.020  1.391
 67C  C16  N2   aromatic  1.360  0.020  1.360
 67C  C    N    single    1.449  0.020  1.449
 67C  C9   C17  single    1.431  0.020  1.431
 67C  C9   C5   single    1.472  0.020  1.472
 67C  C6   C5   aromatic  1.396  0.020  1.396
 67C  C6   C7   aromatic  1.386  0.020  1.386
 67C  C17  C18  aromatic  1.418  0.020  1.418
 67C  N2   C19  aromatic  1.353  0.020  1.353
 67C  C5   C4   aromatic  1.394  0.020  1.394
 67C  C7   C8   aromatic  1.387  0.020  1.387
 67C  C19  C18  aromatic  1.375  0.020  1.375
 67C  C4   C3   aromatic  1.390  0.020  1.390
 67C  C8   C3   aromatic  1.391  0.020  1.391
 67C  C3   C2   single    1.497  0.020  1.497
 67C  N    C2   single    1.346  0.020  1.346
 67C  N    C1   single    1.449  0.020  1.449
 67C  C2   O    double    1.226  0.020  1.226
 67C  C1   H1   single    0.970  0.020  1.090
 67C  C1   H2   single    0.970  0.020  1.090
 67C  C1   H3   single    0.970  0.020  1.090
 67C  N2   H4   single    0.860  0.020  1.020
 67C  C4   H5   single    0.930  0.020  1.080
 67C  C6   H6   single    0.930  0.020  1.080
 67C  C7   H7   single    0.930  0.020  1.080
 67C  C8   H8   single    0.930  0.020  1.080
 67C  C10  H9   single    0.930  0.020  1.080
 67C  C11  H10  single    0.970  0.020  1.090
 67C  C11  H11  single    0.970  0.020  1.090
 67C  C12  H12  single    0.970  0.020  1.090
 67C  C12  H13  single    0.970  0.020  1.090
 67C  C13  H14  single    0.930  0.020  1.080
 67C  C14  H15  single    0.930  0.020  1.080
 67C  C14  H16  single    0.930  0.020  1.080
 67C  C19  H17  single    0.930  0.020  1.080
 67C  C18  H18  single    0.930  0.020  1.080
 67C  C    H19  single    0.970  0.020  1.090
 67C  C    H20  single    0.970  0.020  1.090
 67C  C    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
 67C  H3   C1   H2   108.18  3.000
 67C  H3   C1   H1   108.52  3.000
 67C  H2   C1   H1   108.79  3.000
 67C  H3   C1   N    108.84  3.000
 67C  H2   C1   N    111.59  3.000
 67C  H1   C1   N    110.84  3.000
 67C  C11  N1   C15  118.14  3.000
 67C  C15  N1   C10  123.63  3.000
 67C  C11  N1   C10  118.16  3.000
 67C  N    C2   O    122.85  3.000
 67C  O    C2   C3   119.25  3.000
 67C  N    C2   C3   117.87  3.000
 67C  H4   N2   C19  125.50  3.000
 67C  H4   N2   C16  125.44  3.000
 67C  C19  N2   C16  109.06  3.000
 67C  C8   C3   C4   119.80  3.000
 67C  C8   C3   C2   121.30  3.000
 67C  C4   C3   C2   118.73  3.000
 67C  H5   C4   C5   119.48  3.000
 67C  H5   C4   C3   119.48  3.000
 67C  C5   C4   C3   121.02  3.000
 67C  C9   C5   C6   120.64  3.000
 67C  C6   C5   C4   118.47  3.000
 67C  C9   C5   C4   120.88  3.000
 67C  H6   C6   C7   119.39  3.000
 67C  H6   C6   C5   119.91  3.000
 67C  C7   C6   C5   120.68  3.000
 67C  H7   C7   C8   119.85  3.000
 67C  H7   C7   C6   119.79  3.000
 67C  C8   C7   C6   120.36  3.000
 67C  H8   C8   C7   119.87  3.000
 67C  H8   C8   C3   120.48  3.000
 67C  C7   C8   C3   119.65  3.000
 67C  C17  C9   C10  116.23  3.000
 67C  C17  C9   C5   122.72  3.000
 67C  C10  C9   C5   121.05  3.000
 67C  H9   C10  C9   121.42  3.000
 67C  H9   C10  N1   114.54  3.000
 67C  C9   C10  N1   124.02  3.000
 67C  C16  C15  O1   125.16  3.000
 67C  C16  C15  N1   112.44  3.000
 67C  O1   C15  N1   122.40  3.000
 67C  H13  C12  H12  107.39  3.000
 67C  H13  C12  C13  109.42  3.000
 67C  H12  C12  C13  110.37  3.000
 67C  H13  C12  C11  108.60  3.000
 67C  H12  C12  C11  109.84  3.000
 67C  C13  C12  C11  111.13  3.000
 67C  H14  C13  C14  119.14  3.000
 67C  H14  C13  C12  116.11  3.000
 67C  C14  C13  C12  124.74  3.000
 67C  H16  C14  H15  116.75  3.000
 67C  H16  C14  C13  121.65  3.000
 67C  H15  C14  C13  121.59  3.000
 67C  C17  C16  C15  125.19  3.000
 67C  C17  C16  N2   108.31  3.000
 67C  C15  C16  N2   126.46  3.000
 67C  H17  C19  C18  129.75  3.000
 67C  H17  C19  N2   120.87  3.000
 67C  C18  C19  N2   109.38  3.000
 67C  H18  C18  C17  127.73  3.000
 67C  H18  C18  C19  125.71  3.000
 67C  C17  C18  C19  106.56  3.000
 67C  C18  C17  C16  106.68  3.000
 67C  C18  C17  C9   134.81  3.000
 67C  C16  C17  C9   118.48  3.000
 67C  C    N    C2   124.75  3.000
 67C  C2   N    C1   119.45  3.000
 67C  C    N    C1   114.76  3.000
 67C  H21  C    H20  107.73  3.000
 67C  H21  C    H19  108.67  3.000
 67C  H20  C    H19  108.12  3.000
 67C  H21  C    N    111.61  3.000
 67C  H20  C    N    109.40  3.000
 67C  H19  C    N    111.19  3.000
 67C  H11  C11  H10  107.24  3.000
 67C  H11  C11  C12  110.47  3.000
 67C  H10  C11  C12  110.21  3.000
 67C  H11  C11  N1   108.88  3.000
 67C  H10  C11  N1   107.71  3.000
 67C  C12  C11  N1   112.16  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
 67C  CONST_01  C18  C17  C16  N2     0.00   0.0  0
 67C  CONST_02  C17  C18  C19  N2     0.00   0.0  0
 67C  CONST_03  C6   C5   C4   C3     0.00   0.0  0
 67C  CONST_04  C6   C7   C8   C3     0.00   0.0  0
 67C  CONST_05  C7   C6   C5   C4     0.00   0.0  0
 67C  CONST_06  C7   C8   C3   C4     0.00   0.0  0
 67C  CONST_07  C8   C7   C6   C5     0.00   0.0  0
 67C  CONST_08  C8   C3   C4   C5     0.00   0.0  0
 67C  CONST_09  C19  C18  C17  C16    0.00   0.0  0
 67C  CONST_10  C18  C19  N2   C16    0.00   0.0  0
 67C  CONST_11  C17  C16  N2   C19    0.00   0.0  0
 67C  CONST_12  C9   C5   C4   C3   180.00   0.0  0
 67C  CONST_13  C9   C5   C6   C7   180.00   0.0  0
 67C  CONST_14  C16  C15  N1   C10    0.00   0.0  0
 67C  CONST_15  C5   C4   C3   C2   180.00   0.0  0
 67C  CONST_16  C7   C8   C3   C2   180.00   0.0  0
 67C  CONST_17  C10  N1   C15  O1   180.00   0.0  0
 67C  CONST_18  C16  C15  N1   C11  180.00   0.0  0
 67C  CONST_19  H18  C18  C19  N2   180.00   0.0  0
 67C  CONST_20  H7   C7   C8   C3   180.00   0.0  0
 67C  CONST_21  H6   C6   C5   C4   180.00   0.0  0
 67C  CONST_22  H8   C8   C3   C4   180.00   0.0  0
 67C  CONST_23  H5   C4   C5   C6   180.00   0.0  0
 67C  CONST_24  H4   N2   C16  C15    0.00   0.0  0
 67C  CONST_25  H17  C19  N2   C16  180.00   0.0  0
 67C  CONST_26  C11  N1   C15  O1     0.00   0.0  0
 67C  CONST_27  C3   C2   N    C1   180.00   0.0  0
 67C  CONST_29  O    C2   N    C1     0.00   0.0  0
 67C  CONST_31  H15  C14  C13  C12  180.00   0.0  0
 67C  CONST_32  H16  C14  C13  C12    0.00   0.0  0
 67C  Var_01    C10  C9   C5   C4    43.40  30.0  2
 67C  Var_02    N    C2   C3   C4   131.67  30.0  2
 67C  Var_03    C12  C11  N1   C10  -91.16  30.0  2
 67C  Var_04    C13  C12  C11  N1   175.98  30.0  3
 67C  Var_05    C14  C13  C12  C11  118.41  30.0  1
 67C  Var_06    H19  C    N    C1   -72.27  30.0  3
 67C  Var_07    H1   C1   N    C2   -29.26  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
 67C  plan-1  C2   0.020
 67C  plan-1  C3   0.020
 67C  plan-1  C4   0.020
 67C  plan-1  C5   0.020
 67C  plan-1  C6   0.020
 67C  plan-1  C7   0.020
 67C  plan-1  C8   0.020
 67C  plan-1  C9   0.020
 67C  plan-1  H5   0.020
 67C  plan-1  H6   0.020
 67C  plan-1  H7   0.020
 67C  plan-1  H8   0.020
 67C  plan-2  N1   0.020
 67C  plan-2  O1   0.020
 67C  plan-2  N2   0.020
 67C  plan-2  C5   0.020
 67C  plan-2  C9   0.020
 67C  plan-2  C10  0.020
 67C  plan-2  C15  0.020
 67C  plan-2  C16  0.020
 67C  plan-2  C19  0.020
 67C  plan-2  C18  0.020
 67C  plan-2  C17  0.020
 67C  plan-2  H4   0.020
 67C  plan-2  H9   0.020
 67C  plan-2  H17  0.020
 67C  plan-2  H18  0.020
 67C  plan-2  C11  0.020
 67C  plan-3  C1   0.020
 67C  plan-3  C2   0.020
 67C  plan-3  C3   0.020
 67C  plan-3  O    0.020
 67C  plan-3  N    0.020
 67C  plan-3  C    0.020
 67C  plan-4  C12  0.020
 67C  plan-4  C13  0.020
 67C  plan-4  C14  0.020
 67C  plan-4  H14  0.020
 67C  plan-4  H15  0.020
 67C  plan-4  H16  0.020

