# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 12 23:31:12 2020
#   Inital geometry file: a 119 line input string
#   Ligand name: 4-acetyl-N-[3-(2-amino-2-oxoethoxy)phenyl]-3-ethyl-5-methyl-1H-pyrrole-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1c([nH]c(C)c1C(C)=O)C(=O)Nc2cccc(OCC(N)=O)c2
#
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
 L26  L26  4-acetyl-N-[3-(2-amino-2-oxoethoxy)phenyl]-3-ethyl-5-methyl-1H-pyrrole-2-carboxamide  ligand  46  25  .  2021-08-12  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_L26
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
 L26  C15  C  CR6   0   0.414   3.6561  -0.6920   0.1088
 L26  C14  C  CR16  0  -0.399   3.9795  -1.9814   0.5150
 L26  C12  C  CR16  0  -0.374   1.6221  -2.4980   0.6522
 L26  C4   C  CR5   0  -0.182  -4.3404   0.5534  -0.3450
 L26  C3   C  CR5   0   0.083  -3.0959   1.1530   0.0371
 L26  C11  C  CR6   0   0.404   1.3030  -1.1956   0.2476
 L26  C16  C  CR16  0  -0.432   2.3243  -0.2938  -0.0247
 L26  C13  C  CR16  0  -0.228   2.9438  -2.8711   0.7803
 L26  C7   C  CR5   0   0.133  -2.1121   0.2383  -0.2666
 L26  C5   C  CR5   0   0.361  -4.0503  -0.7049  -0.8835
 L26  C8   C  C     0   0.515  -0.6586   0.3108  -0.0626
 L26  C26  C  CH3   0  -0.760  -4.8841  -1.7825  -1.4831
 L26  C29  C  CH3   0  -0.794  -6.8584   0.4789  -0.8096
 L26  C2   C  CH2   0  -0.519  -2.8883   2.4691   0.7201
 L26  N6   N  NR15  0  -0.686  -2.7242  -0.8713  -0.8052
 L26  N10  N  NH1   0  -0.768  -0.0569  -0.9015   0.1190
 L26  O28  O  O     0  -0.422  -5.8116   2.2207   0.3923
 L26  O9   O  O     0  -0.456  -0.0519   1.3687  -0.0585
 L26  O1   O  O2    0  -0.466   4.5642   0.2618  -0.1855
 L26  C6   C  CH3   0  -0.661  -3.0915   2.3706   2.2315
 L26  C9   C  CH2   0  -0.297   5.9238  -0.0524  -0.0662
 L26  C10  C  C     0   0.477   6.7263   1.1722  -0.4788
 L26  O11  O  O     0  -0.472   6.2072   2.1648  -0.9555
 L26  N12  N  NH2   0  -0.801   8.0430   1.0351  -0.2763
 L26  H1   H  HCR6  0   0.281   5.0029  -2.3095   0.6304
 L26  H2   H  HCR6  0   0.268   0.8338  -3.2109   0.8617
 L26  H3   H  HCR6  0   0.285   2.1172   0.7156  -0.3415
 L26  H4   H  HCR6  0   0.265   3.1833  -3.8780   1.0954
 L26  H5   H  HCH3  0   0.266  -5.3352  -1.4703  -2.4249
 L26  H6   H  HCH3  0   0.273  -4.2747  -2.6619  -1.6868
 L26  H7   H  HCH3  0   0.264  -5.6899  -2.0913  -0.8191
 L26  H8   H  HCH3  0   0.257  -6.7057   0.2563  -1.8656
 L26  H9   H  HCH3  0   0.261  -7.0645  -0.4671  -0.3064
 L26  H10  H  HCH3  0   0.267  -7.7360   1.1144  -0.7104
 L26  H11  H  HCH2  0   0.245  -1.8812   2.8262   0.5174
 L26  H12  H  HCH2  0   0.239  -3.5723   3.2096   0.3099
 L26  H13  H  HNR5  0   0.418  -2.2471  -1.6643  -1.2073
 L26  H14  H  HNH1  0   0.415  -0.6625  -1.6857   0.3076
 L26  H15  H  HCH3  0   0.218  -2.3827   1.6703   2.6754
 L26  H16  H  HCH3  0   0.226  -2.9395   3.3422   2.7034
 L26  H17  H  HCH3  0   0.228  -4.0974   2.0317   2.4738
 L26  H18  H  HCH2  0   0.262   6.1849  -0.3365   0.9601
 L26  H19  H  HCH2  0   0.266   6.2048  -0.8905  -0.7164
 L26  H20  H  HNH2  0   0.412   8.4422   0.1956   0.1080
 L26  H21  H  HNH2  0   0.408   8.6807   1.7613  -0.5587
 L26  C27  C  C     0   0.310  -5.6613   1.1657  -0.2018

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
 L26  O11  C10  double    1.217  0.020  1.217
 L26  C10  N12  single    1.339  0.020  1.339
 L26  C10  C9   single    1.521  0.020  1.521
 L26  C9   O1   single    1.401  0.020  1.401
 L26  O1   C15  single    1.349  0.020  1.349
 L26  C15  C16  aromatic  1.396  0.020  1.396
 L26  C15  C14  aromatic  1.390  0.020  1.390
 L26  C16  C11  aromatic  1.389  0.020  1.389
 L26  C14  C13  aromatic  1.391  0.020  1.391
 L26  C26  C5   single    1.489  0.020  1.489
 L26  C11  N10  single    1.397  0.020  1.397
 L26  C11  C12  aromatic  1.401  0.020  1.401
 L26  C13  C12  aromatic  1.379  0.020  1.379
 L26  N10  C8   single    1.365  0.020  1.365
 L26  N6   C5   aromatic  1.339  0.020  1.339
 L26  N6   C7   aromatic  1.377  0.020  1.377
 L26  C5   C4   aromatic  1.399  0.020  1.399
 L26  C7   C8   single    1.470  0.020  1.470
 L26  C7   C3   aromatic  1.377  0.020  1.377
 L26  C8   O9   double    1.220  0.020  1.220
 L26  C4   C27  single    1.463  0.020  1.463
 L26  C4   C3   aromatic  1.433  0.020  1.433
 L26  O28  C27  double    1.220  0.020  1.220
 L26  C27  C29  single    1.508  0.020  1.508
 L26  C3   C2   single    1.497  0.020  1.497
 L26  C2   C6   single    1.528  0.020  1.528
 L26  C14  H1   single    0.930  0.020  1.080
 L26  C12  H2   single    0.930  0.020  1.080
 L26  C16  H3   single    0.930  0.020  1.080
 L26  C13  H4   single    0.930  0.020  1.080
 L26  C26  H5   single    0.970  0.020  1.090
 L26  C26  H6   single    0.970  0.020  1.090
 L26  C26  H7   single    0.970  0.020  1.090
 L26  C29  H8   single    0.970  0.020  1.090
 L26  C29  H9   single    0.970  0.020  1.090
 L26  C29  H10  single    0.970  0.020  1.090
 L26  C2   H11  single    0.970  0.020  1.090
 L26  C2   H12  single    0.970  0.020  1.090
 L26  N6   H13  single    0.860  0.020  1.020
 L26  N10  H14  single    0.860  0.020  1.020
 L26  C6   H15  single    0.970  0.020  1.090
 L26  C6   H16  single    0.970  0.020  1.090
 L26  C6   H17  single    0.970  0.020  1.090
 L26  C9   H18  single    0.970  0.020  1.090
 L26  C9   H19  single    0.970  0.020  1.090
 L26  N12  H20  single    0.860  0.020  1.020
 L26  N12  H21  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
 L26  O1   C15  C16  114.80  3.000
 L26  C16  C15  C14  120.95  3.000
 L26  O1   C15  C14  124.25  3.000
 L26  H1   C14  C13  119.38  3.000
 L26  H1   C14  C15  122.21  3.000
 L26  C13  C14  C15  118.41  3.000
 L26  H2   C12  C13  120.09  3.000
 L26  H2   C12  C11  120.13  3.000
 L26  C13  C12  C11  119.78  3.000
 L26  C27  C4   C5   126.97  3.000
 L26  C27  C4   C3   125.65  3.000
 L26  C5   C4   C3   107.38  3.000
 L26  C2   C3   C7   125.83  3.000
 L26  C2   C3   C4   127.57  3.000
 L26  C7   C3   C4   106.47  3.000
 L26  N10  C11  C16  124.11  3.000
 L26  N10  C11  C12  116.36  3.000
 L26  C16  C11  C12  119.52  3.000
 L26  H3   C16  C11  121.61  3.000
 L26  H3   C16  C15  118.57  3.000
 L26  C11  C16  C15  119.82  3.000
 L26  H4   C13  C12  119.40  3.000
 L26  H4   C13  C14  119.08  3.000
 L26  C12  C13  C14  121.52  3.000
 L26  N6   C7   C8   122.26  3.000
 L26  C8   C7   C3   130.03  3.000
 L26  N6   C7   C3   107.70  3.000
 L26  N6   C5   C26  119.24  3.000
 L26  N6   C5   C4   107.14  3.000
 L26  C26  C5   C4   133.62  3.000
 L26  O9   C8   N10  123.40  3.000
 L26  O9   C8   C7   122.36  3.000
 L26  N10  C8   C7   114.24  3.000
 L26  H7   C26  H6   107.41  3.000
 L26  H7   C26  H5   107.57  3.000
 L26  H6   C26  H5   107.53  3.000
 L26  H7   C26  C5   111.97  3.000
 L26  H6   C26  C5   110.27  3.000
 L26  H5   C26  C5   111.87  3.000
 L26  H10  C29  H9   108.18  3.000
 L26  H10  C29  H8   108.70  3.000
 L26  H9   C29  H8   107.23  3.000
 L26  H10  C29  C27  109.72  3.000
 L26  H9   C29  C27  111.03  3.000
 L26  H8   C29  C27  111.86  3.000
 L26  H12  C2   H11  106.76  3.000
 L26  H12  C2   C6   109.45  3.000
 L26  H11  C2   C6   109.18  3.000
 L26  H12  C2   C3   109.82  3.000
 L26  H11  C2   C3   109.39  3.000
 L26  C6   C2   C3   112.09  3.000
 L26  H13  N6   C5   122.87  3.000
 L26  H13  N6   C7   125.38  3.000
 L26  C5   N6   C7   111.29  3.000
 L26  H14  N10  C8   116.77  3.000
 L26  H14  N10  C11  113.80  3.000
 L26  C8   N10  C11  128.90  3.000
 L26  C9   O1   C15  118.44  3.000
 L26  H17  C6   H16  108.04  3.000
 L26  H17  C6   H15  108.05  3.000
 L26  H16  C6   H15  107.77  3.000
 L26  H17  C6   C2   111.29  3.000
 L26  H16  C6   C2   110.61  3.000
 L26  H15  C6   C2   110.94  3.000
 L26  H19  C9   H18  107.20  3.000
 L26  H19  C9   C10  108.61  3.000
 L26  H18  C9   C10  109.68  3.000
 L26  H19  C9   O1   111.68  3.000
 L26  H18  C9   O1   111.66  3.000
 L26  C10  C9   O1   107.97  3.000
 L26  N12  C10  O11  124.19  3.000
 L26  N12  C10  C9   113.29  3.000
 L26  O11  C10  C9   122.52  3.000
 L26  H21  N12  H20  117.24  3.000
 L26  H21  N12  C10  120.43  3.000
 L26  H20  N12  C10  122.24  3.000
 L26  O28  C27  C29  119.49  3.000
 L26  C29  C27  C4   119.12  3.000
 L26  O28  C27  C4   121.39  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
 L26  CONST_01  C12  C11  C16  C15    0.00   0.0  0
 L26  CONST_02  C12  C13  C14  C15    0.00   0.0  0
 L26  CONST_03  C11  C16  C15  C14    0.00   0.0  0
 L26  CONST_04  C11  C12  C13  C14    0.00   0.0  0
 L26  CONST_05  C7   N6   C5   C4     0.00   0.0  0
 L26  CONST_06  N6   C7   C3   C4     0.00   0.0  0
 L26  CONST_07  C5   N6   C7   C3     0.00   0.0  0
 L26  CONST_08  N6   C5   C4   C3     0.00   0.0  0
 L26  CONST_09  C13  C14  C15  C16    0.00   0.0  0
 L26  CONST_10  C13  C12  C11  C16    0.00   0.0  0
 L26  CONST_11  C5   C4   C3   C7     0.00   0.0  0
 L26  CONST_12  N10  C11  C16  C15  180.00   0.0  0
 L26  CONST_13  C8   C7   C3   C4   180.00   0.0  0
 L26  CONST_14  C26  C5   C4   C3   180.00   0.0  0
 L26  CONST_15  O1   C15  C16  C11  180.00   0.0  0
 L26  CONST_16  O1   C15  C14  C13  180.00   0.0  0
 L26  CONST_17  N10  C11  C12  C13  180.00   0.0  0
 L26  CONST_18  C26  C5   N6   C7   180.00   0.0  0
 L26  CONST_19  C27  C4   C3   C7   180.00   0.0  0
 L26  CONST_20  C8   C7   N6   C5   180.00   0.0  0
 L26  CONST_21  C2   C3   C4   C5   180.00   0.0  0
 L26  CONST_22  N6   C5   C4   C27  180.00   0.0  0
 L26  CONST_23  N6   C7   C3   C2   180.00   0.0  0
 L26  CONST_24  H4   C13  C14  C15  180.00   0.0  0
 L26  CONST_25  H3   C16  C15  C14  180.00   0.0  0
 L26  CONST_26  H2   C12  C13  C14  180.00   0.0  0
 L26  CONST_27  H1   C14  C13  C12  180.00   0.0  0
 L26  CONST_28  H13  N6   C5   C4   180.00   0.0  0
 L26  CONST_29  C7   C8   N10  C11  180.00   0.0  0
 L26  CONST_30  C8   N10  C11  C12  180.00   0.0  0
 L26  CONST_31  C8   N10  C11  C16    0.00   0.0  0
 L26  CONST_32  H14  N10  C11  C12    0.00   0.0  0
 L26  CONST_33  O9   C8   N10  C11    0.00   0.0  0
 L26  CONST_34  H20  N12  C10  C9     0.00   0.0  0
 L26  CONST_35  H21  N12  C10  C9   180.00   0.0  0
 L26  Var_01    C6   C2   C3   C4    81.53  30.0  2
 L26  Var_02    N10  C8   C7   C3   151.07  30.0  2
 L26  Var_03    O28  C27  C4   C3    -7.28  30.0  2
 L26  Var_04    H5   C26  C5   C4    66.50  30.0  2
 L26  Var_05    C10  C9   O1   C15  178.88  30.0  1
 L26  Var_06    H8   C29  C27  C4   -52.99  30.0  3
 L26  Var_07    H15  C6   C2   C3    60.74  30.0  3
 L26  Var_08    O11  C10  C9   O1    -7.00  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
 L26  plan-1  C4   0.020
 L26  plan-1  C3   0.020
 L26  plan-1  C7   0.020
 L26  plan-1  C5   0.020
 L26  plan-1  C8   0.020
 L26  plan-1  C26  0.020
 L26  plan-1  C2   0.020
 L26  plan-1  N6   0.020
 L26  plan-1  H13  0.020
 L26  plan-1  C27  0.020
 L26  plan-2  C15  0.020
 L26  plan-2  C14  0.020
 L26  plan-2  C12  0.020
 L26  plan-2  C11  0.020
 L26  plan-2  C16  0.020
 L26  plan-2  C13  0.020
 L26  plan-2  N10  0.020
 L26  plan-2  O1   0.020
 L26  plan-2  H1   0.020
 L26  plan-2  H2   0.020
 L26  plan-2  H3   0.020
 L26  plan-2  H4   0.020
 L26  plan-3  C11  0.020
 L26  plan-3  C7   0.020
 L26  plan-3  C8   0.020
 L26  plan-3  N10  0.020
 L26  plan-3  O9   0.020
 L26  plan-3  H14  0.020
 L26  plan-4  C9   0.020
 L26  plan-4  C10  0.020
 L26  plan-4  O11  0.020
 L26  plan-4  N12  0.020
 L26  plan-4  H20  0.020
 L26  plan-4  H21  0.020
 L26  plan-5  C4   0.020
 L26  plan-5  C29  0.020
 L26  plan-5  O28  0.020
 L26  plan-5  C27  0.020

