# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 14 02:25:05 2020
#   Inital geometry file: a 113 line input string
#   Ligand name: 1-[1-(4-chlorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-2-(piperidin-1-yl)ethan-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(c(C)n1c2ccc(Cl)cc2)C(=O)CN3CCCCC3
#
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
 A8F  A8F  1-[1-(4-chlorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-2-(piperidin-1-yl)ethan-1-one  ligand  46  23  .  2021-08-06  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_A8F
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
 A8F  O21  O   O     0  -0.422  -2.3137  -1.4493   0.7358
 A8F  C12  C   C     0   0.298  -2.1590  -0.3052   0.3471
 A8F  C13  C   CH2   0  -0.389  -3.3416   0.6217   0.1172
 A8F  N14  N   NT    0  -0.414  -4.6227  -0.0165   0.2625
 A8F  C15  C   CH2   0  -0.282  -4.9529  -0.8394  -0.8913
 A8F  C16  C   CH2   0  -0.438  -6.2539  -1.5963  -0.6725
 A8F  C17  C   CH2   0  -0.438  -7.3934  -0.6364  -0.3578
 A8F  C18  C   CH2   0  -0.438  -7.0023   0.2737   0.7994
 A8F  C19  C   CH2   0  -0.278  -5.6709   0.9567   0.5272
 A8F  C9   C   CR5   0  -0.120  -0.8452   0.2708   0.0964
 A8F  C10  C   CR15  0  -0.446  -0.5569   1.5876  -0.3808
 A8F  C11  C   CR5   0   0.327   0.7951   1.7200  -0.4597
 A8F  C23  C   CH3   0  -0.738   1.6292   2.8654  -0.9078
 A8F  C8   C   CR5   0   0.352   0.3704  -0.3670   0.2982
 A8F  C22  C   CH3   0  -0.735   0.6844  -1.7367   0.7849
 A8F  N7   N   NR5   0  -0.596   1.3453   0.5205  -0.0434
 A8F  C5   C   CR6   0   0.261   2.7387   0.2607  -0.0093
 A8F  C4   C   CR16  0  -0.260   3.5192   0.8120   0.9969
 A8F  C3   C   CR16  0  -0.214   4.8838   0.5705   1.0289
 A8F  C6   C   CR16  0  -0.256   3.3172  -0.5380  -0.9858
 A8F  C1   C   CR16  0  -0.212   4.6793  -0.7924  -0.9570
 A8F  C2   C   CR6   0  -0.033   5.4500  -0.2326   0.0506
 A8F  CL1  CL  CL    0  -0.117   7.1518  -0.5441   0.0890
 A8F  H1   H   HCH2  0   0.274  -3.2528   1.4253   0.8575
 A8F  H2   H   HCH2  0   0.228  -3.2233   1.1183  -0.8618
 A8F  H4   H   HCH2  0   0.182  -5.0397  -0.2195  -1.8029
 A8F  H5   H   HCH2  0   0.238  -4.1448  -1.5492  -1.0697
 A8F  H6   H   HCH2  0   0.228  -6.4783  -2.1896  -1.5616
 A8F  H7   H   HCH2  0   0.214  -6.1207  -2.2981   0.1563
 A8F  H8   H   HCH2  0   0.209  -7.6081  -0.0273  -1.2428
 A8F  H9   H   HCH2  0   0.230  -8.3095  -1.1835  -0.1246
 A8F  H10  H   HCH2  0   0.229  -7.7674   1.0346   0.9697
 A8F  H11  H   HCH2  0   0.214  -6.9233  -0.3129   1.7199
 A8F  H12  H   HCH2  0   0.233  -5.3798   1.5542   1.3946
 A8F  H13  H   HCH2  0   0.182  -5.7922   1.6611  -0.3159
 A8F  H14  H   HCR5  0   0.249  -1.2679   2.3562  -0.6414
 A8F  H15  H   HCH3  0   0.250   2.2084   3.3055  -0.0940
 A8F  H16  H   HCH3  0   0.249   2.3345   2.5808  -1.6909
 A8F  H17  H   HCH3  0   0.262   0.9855   3.6457  -1.3096
 A8F  H18  H   HCH3  0   0.257   0.5733  -2.4756  -0.0112
 A8F  H19  H   HCH3  0   0.250   1.7061  -1.8064   1.1544
 A8F  H20  H   HCH3  0   0.264   0.0130  -2.0268   1.5883
 A8F  H21  H   HCR6  0   0.284   3.0628   1.4249   1.7635
 A8F  H22  H   HCR6  0   0.289   5.4931   0.9994   1.8123
 A8F  H23  H   HCR6  0   0.283   2.7077  -0.9616  -1.7733
 A8F  H24  H   HCR6  0   0.289   5.1325  -1.4143  -1.7165

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
 A8F  C16  C15  single    1.521  0.020  1.521
 A8F  C16  C17  single    1.523  0.020  1.523
 A8F  C15  N14  single    1.455  0.020  1.455
 A8F  C17  C18  single    1.523  0.020  1.523
 A8F  C13  N14  single    1.439  0.020  1.439
 A8F  C13  C12  single    1.520  0.020  1.520
 A8F  N14  C19  single    1.455  0.020  1.455
 A8F  C18  C19  single    1.521  0.020  1.521
 A8F  C12  O21  double    1.218  0.020  1.218
 A8F  C12  C9   single    1.456  0.020  1.456
 A8F  C10  C9   aromatic  1.430  0.020  1.430
 A8F  C10  C11  aromatic  1.361  0.020  1.361
 A8F  C9   C8   aromatic  1.388  0.020  1.388
 A8F  C11  C23  single    1.486  0.020  1.486
 A8F  C11  N7   aromatic  1.384  0.020  1.384
 A8F  C8   N7   aromatic  1.362  0.020  1.362
 A8F  C8   C22  single    1.487  0.020  1.487
 A8F  N7   C5   single    1.418  0.020  1.418
 A8F  C6   C5   aromatic  1.388  0.020  1.388
 A8F  C6   C1   aromatic  1.386  0.020  1.386
 A8F  C5   C4   aromatic  1.388  0.020  1.388
 A8F  C1   C2   aromatic  1.387  0.020  1.387
 A8F  C4   C3   aromatic  1.386  0.020  1.386
 A8F  C2   C3   aromatic  1.387  0.020  1.387
 A8F  C2   CL1  single    1.731  0.020  1.731
 A8F  C13  H1   single    0.970  0.020  1.090
 A8F  C13  H2   single    0.970  0.020  1.090
 A8F  C15  H4   single    0.970  0.020  1.090
 A8F  C15  H5   single    0.970  0.020  1.090
 A8F  C16  H6   single    0.970  0.020  1.090
 A8F  C16  H7   single    0.970  0.020  1.090
 A8F  C17  H8   single    0.970  0.020  1.090
 A8F  C17  H9   single    0.970  0.020  1.090
 A8F  C18  H10  single    0.970  0.020  1.090
 A8F  C18  H11  single    0.970  0.020  1.090
 A8F  C19  H12  single    0.970  0.020  1.090
 A8F  C19  H13  single    0.970  0.020  1.090
 A8F  C10  H14  single    0.930  0.020  1.080
 A8F  C23  H15  single    0.970  0.020  1.090
 A8F  C23  H16  single    0.970  0.020  1.090
 A8F  C23  H17  single    0.970  0.020  1.090
 A8F  C22  H18  single    0.970  0.020  1.090
 A8F  C22  H19  single    0.970  0.020  1.090
 A8F  C22  H20  single    0.970  0.020  1.090
 A8F  C4   H21  single    0.930  0.020  1.080
 A8F  C3   H22  single    0.930  0.020  1.080
 A8F  C6   H23  single    0.930  0.020  1.080
 A8F  C1   H24  single    0.930  0.020  1.080

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
 A8F  C9   C12  C13  115.76  3.000
 A8F  C9   C12  O21  122.75  3.000
 A8F  C13  C12  O21  121.47  3.000
 A8F  H2   C13  H1   105.10  3.000
 A8F  H2   C13  N14  112.62  3.000
 A8F  H1   C13  N14  109.21  3.000
 A8F  H2   C13  C12  108.97  3.000
 A8F  H1   C13  C12  106.37  3.000
 A8F  N14  C13  C12  114.02  3.000
 A8F  C19  N14  C15  111.05  3.000
 A8F  C19  N14  C13  111.30  3.000
 A8F  C15  N14  C13  111.89  3.000
 A8F  H5   C15  H4   106.75  3.000
 A8F  H5   C15  C16  109.49  3.000
 A8F  H4   C15  C16  109.30  3.000
 A8F  H5   C15  N14  109.25  3.000
 A8F  H4   C15  N14  110.76  3.000
 A8F  C16  C15  N14  111.19  3.000
 A8F  H7   C16  H6   107.05  3.000
 A8F  H7   C16  C17  109.81  3.000
 A8F  H6   C16  C17  110.91  3.000
 A8F  H7   C16  C15  108.90  3.000
 A8F  H6   C16  C15  109.21  3.000
 A8F  C17  C16  C15  110.86  3.000
 A8F  H9   C17  H8   106.65  3.000
 A8F  H9   C17  C18  110.63  3.000
 A8F  H8   C17  C18  109.38  3.000
 A8F  H9   C17  C16  110.86  3.000
 A8F  H8   C17  C16  109.28  3.000
 A8F  C18  C17  C16  109.97  3.000
 A8F  H11  C18  H10  107.02  3.000
 A8F  H11  C18  C19  109.15  3.000
 A8F  H10  C18  C19  109.16  3.000
 A8F  H11  C18  C17  109.71  3.000
 A8F  H10  C18  C17  110.78  3.000
 A8F  C19  C18  C17  110.92  3.000
 A8F  H13  C19  H12  106.63  3.000
 A8F  H13  C19  C18  109.06  3.000
 A8F  H12  C19  C18  109.67  3.000
 A8F  H13  C19  N14  111.51  3.000
 A8F  H12  C19  N14  108.56  3.000
 A8F  C18  C19  N14  111.28  3.000
 A8F  C8   C9   C10  107.17  3.000
 A8F  C8   C9   C12  125.70  3.000
 A8F  C10  C9   C12  127.13  3.000
 A8F  H14  C10  C11  124.85  3.000
 A8F  H14  C10  C9   127.14  3.000
 A8F  C11  C10  C9   108.02  3.000
 A8F  N7   C11  C23  122.39  3.000
 A8F  N7   C11  C10  107.05  3.000
 A8F  C23  C11  C10  130.55  3.000
 A8F  H17  C23  H16  107.71  3.000
 A8F  H17  C23  H15  107.46  3.000
 A8F  H16  C23  H15  107.29  3.000
 A8F  H17  C23  C11  109.39  3.000
 A8F  H16  C23  C11  112.21  3.000
 A8F  H15  C23  C11  112.57  3.000
 A8F  N7   C8   C22  122.08  3.000
 A8F  C22  C8   C9   130.99  3.000
 A8F  N7   C8   C9   106.93  3.000
 A8F  H20  C22  H19  108.17  3.000
 A8F  H20  C22  H18  107.19  3.000
 A8F  H19  C22  H18  107.43  3.000
 A8F  H20  C22  C8   110.94  3.000
 A8F  H19  C22  C8   111.61  3.000
 A8F  H18  C22  C8   111.30  3.000
 A8F  C5   N7   C8   125.32  3.000
 A8F  C5   N7   C11  123.84  3.000
 A8F  C8   N7   C11  110.84  3.000
 A8F  C6   C5   C4   120.29  3.000
 A8F  C4   C5   N7   119.83  3.000
 A8F  C6   C5   N7   119.88  3.000
 A8F  H21  C4   C3   119.83  3.000
 A8F  H21  C4   C5   120.09  3.000
 A8F  C3   C4   C5   120.08  3.000
 A8F  H22  C3   C2   120.72  3.000
 A8F  H22  C3   C4   120.16  3.000
 A8F  C2   C3   C4   119.12  3.000
 A8F  H23  C6   C1   119.79  3.000
 A8F  H23  C6   C5   120.17  3.000
 A8F  C1   C6   C5   120.04  3.000
 A8F  H24  C1   C2   120.64  3.000
 A8F  H24  C1   C6   120.20  3.000
 A8F  C2   C1   C6   119.16  3.000
 A8F  CL1  C2   C1   119.35  3.000
 A8F  CL1  C2   C3   119.35  3.000
 A8F  C1   C2   C3   121.31  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
 A8F  CONST_01  N7   C11  C10  C9     0.00   0.0  0
 A8F  CONST_02  C11  N7   C8   C9     0.00   0.0  0
 A8F  CONST_03  C5   N7   C8   C9   180.00   0.0  0
 A8F  CONST_04  N7   C8   C9   C10    0.00   0.0  0
 A8F  CONST_05  C8   N7   C11  C10    0.00   0.0  0
 A8F  CONST_06  C5   N7   C11  C10  180.00   0.0  0
 A8F  CONST_07  C8   C9   C10  C11    0.00   0.0  0
 A8F  CONST_12  C1   C6   C5   N7   180.00   0.0  0
 A8F  CONST_13  C3   C4   C5   N7   180.00   0.0  0
 A8F  CONST_14  C2   C1   C6   C5     0.00   0.0  0
 A8F  CONST_15  C2   C3   C4   C5     0.00   0.0  0
 A8F  CONST_16  C1   C6   C5   C4     0.00   0.0  0
 A8F  CONST_17  C1   C2   C3   C4     0.00   0.0  0
 A8F  CONST_18  C6   C5   C4   C3     0.00   0.0  0
 A8F  CONST_19  C6   C1   C2   C3     0.00   0.0  0
 A8F  CONST_20  C11  C10  C9   C12  180.00   0.0  0
 A8F  CONST_21  N7   C8   C9   C12  180.00   0.0  0
 A8F  CONST_22  C23  C11  C10  C9   180.00   0.0  0
 A8F  CONST_23  C22  C8   C9   C10  180.00   0.0  0
 A8F  CONST_24  C22  C8   N7   C11  180.00   0.0  0
 A8F  CONST_25  C8   N7   C11  C23  180.00   0.0  0
 A8F  CONST_26  C5   N7   C11  C23    0.00   0.0  0
 A8F  CONST_27  C5   N7   C8   C22    0.00   0.0  0
 A8F  CONST_28  CL1  C2   C3   C4   180.00   0.0  0
 A8F  CONST_29  CL1  C2   C1   C6   180.00   0.0  0
 A8F  CONST_30  H14  C10  C9   C8   180.00   0.0  0
 A8F  CONST_31  H23  C6   C5   N7     0.00   0.0  0
 A8F  CONST_32  H21  C4   C5   N7     0.00   0.0  0
 A8F  CONST_33  H24  C1   C6   C5   180.00   0.0  0
 A8F  CONST_34  H22  C3   C4   C5   180.00   0.0  0
 A8F  Var_01    C17  C16  C15  N14   56.63  30.0  1
 A8F  Var_02    C17  C18  C19  N14  -56.32  30.0  1
 A8F  Var_03    C18  C17  C16  C15  -52.94  30.0  1
 A8F  Var_04    C18  C19  N14  C15   59.52  30.0  1
 A8F  Var_05    C19  N14  C15  C16  -59.67  30.0  1
 A8F  Var_06    C19  C18  C17  C16   52.79  30.0  1
 A8F  Var_07    C10  C9   C12  O21  178.81  30.0  2
 A8F  Var_08    C15  N14  C13  C12  -76.35  30.0  3
 A8F  Var_09    C9   C12  C13  N14  174.87  30.0  3
 A8F  Var_10    H18  C22  C8   C9    79.98  30.0  2
 A8F  Var_11    H15  C23  C11  C10  112.96  30.0  2

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
 A8F  plan-1  C12  0.020
 A8F  plan-1  C9   0.020
 A8F  plan-1  C10  0.020
 A8F  plan-1  C11  0.020
 A8F  plan-1  C23  0.020
 A8F  plan-1  C8   0.020
 A8F  plan-1  C22  0.020
 A8F  plan-1  N7   0.020
 A8F  plan-1  C5   0.020
 A8F  plan-1  H14  0.020
 A8F  plan-2  N7   0.020
 A8F  plan-2  C5   0.020
 A8F  plan-2  C4   0.020
 A8F  plan-2  C3   0.020
 A8F  plan-2  C6   0.020
 A8F  plan-2  C1   0.020
 A8F  plan-2  C2   0.020
 A8F  plan-2  CL1  0.020
 A8F  plan-2  H21  0.020
 A8F  plan-2  H22  0.020
 A8F  plan-2  H23  0.020
 A8F  plan-2  H24  0.020
 A8F  plan-3  O21  0.020
 A8F  plan-3  C12  0.020
 A8F  plan-3  C13  0.020
 A8F  plan-3  C9   0.020

