# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 23:04:41 2020
#   Inital geometry file: a 120 line input string
#   Ligand name: 4-ethanoyl-3-ethyl-5-methyl-~{N}-(naphthalen-1-ylmethyl)-1~{H}-pyrrole-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1c([nH]c(C)c1C(C)=O)C(=O)NCc2cccc3ccccc23
#
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
 96N  96N  4-ethanoyl-3-ethyl-5-methyl-~{N}-(naphthalen-1-ylmethyl)-1~{H}-pyrrole-2-carboxamide  ligand  47  25  .  2021-08-06  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_96N
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
 96N  C2   C  CR5   0   0.170  -1.5827   0.3548   0.2079
 96N  C3   C  CH2   0  -0.398   1.8127   1.8868   0.7489
 96N  C1   C  C     0   0.518  -0.4562   1.2725  -0.0153
 96N  C4   C  CR5   0   0.367  -2.5853  -1.5306   0.8792
 96N  C5   C  CR5   0  -0.163  -3.5782  -0.6673   0.4022
 96N  C13  C  CR16  0  -0.323   3.7458   1.0297   2.0535
 96N  C14  C  CR16  0  -0.247   4.8743   0.2050   2.2400
 96N  C15  C  CR16  0  -0.327   5.2749  -0.6386   1.2441
 96N  C16  C  CR66  0   0.112   4.5681  -0.6886   0.0185
 96N  C17  C  CR66  0   0.097   3.4314   0.1428  -0.1708
 96N  C6   C  CR5   0   0.036  -2.9267   0.5344  -0.0322
 96N  C7   C  CH2   0  -0.540  -3.5206   1.7589  -0.6589
 96N  C8   C  CH3   0  -0.663  -3.7065   1.6070  -2.1677
 96N  C9   C  C     0   0.309  -4.9930  -1.0396   0.4189
 96N  C10  C  CH3   0  -0.804  -6.0454  -0.0176   0.0801
 96N  C18  C  CR16  0  -0.310   4.9808  -1.5499  -1.0249
 96N  C19  C  CR16  0  -0.260   4.3023  -1.5890  -2.2117
 96N  C20  C  CR16  0  -0.249   3.1797  -0.7602  -2.4064
 96N  C21  C  CR16  0  -0.329   2.7540   0.0807  -1.4132
 96N  N3   N  NR15  0  -0.679  -1.4163  -0.8904   0.7687
 96N  C12  C  CH3   0  -0.723  -2.6406  -2.9107   1.4285
 96N  N13  N  NH1   0  -0.644   0.5953   1.1041   0.8172
 96N  O15  O  O     0  -0.490  -0.4733   2.1169  -0.9032
 96N  O16  O  O     0  -0.427  -5.3310  -2.1722   0.7266
 96N  C11  C  CR6   0   0.089   3.0283   1.0104   0.8861
 96N  H1   H  HCH2  0   0.271   1.8192   2.4328  -0.1935
 96N  H2   H  HCH2  0   0.274   1.8162   2.6371   1.5433
 96N  H4   H  HCR6  0   0.259   5.4159   0.2441   3.1758
 96N  H5   H  HCR6  0   0.257   6.1398  -1.2777   1.3754
 96N  H6   H  HCH2  0   0.241  -4.4709   2.0077  -0.1892
 96N  H7   H  HCH2  0   0.251  -2.8647   2.6082  -0.4743
 96N  H8   H  HCH3  0   0.231  -4.1159   2.5200  -2.6011
 96N  H9   H  HCH3  0   0.231  -2.7514   1.4025  -2.6500
 96N  H10  H  HCH3  0   0.220  -4.3844   0.7891  -2.4156
 96N  H11  H  HCH3  0   0.263  -5.9400   0.3398  -0.9444
 96N  H12  H  HCH3  0   0.266  -7.0351  -0.4562   0.1900
 96N  H13  H  HCH3  0   0.263  -5.9728   0.8516   0.7349
 96N  H14  H  HCR6  0   0.256   5.8493  -2.1789  -0.8702
 96N  H15  H  HCR6  0   0.259   4.6271  -2.2503  -3.0043
 96N  H16  H  HCR6  0   0.260   2.6514  -0.7873  -3.3505
 96N  H17  H  HCR6  0   0.247   1.8946   0.7118  -1.5963
 96N  H18  H  HNR5  0   0.412  -0.5281  -1.3189   0.9804
 96N  H19  H  HCH3  0   0.259  -3.0175  -3.6175   0.6909
 96N  H20  H  HCH3  0   0.246  -1.6480  -3.2385   1.7363
 96N  H21  H  HCH3  0   0.259  -3.3002  -2.9675   2.2931
 96N  H22  H  HNH1  0   0.401   0.4759   0.5511   1.6514
 96N  H3   H  HCR6  0   0.257   3.4403   1.6927   2.8546

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
 96N  C14  C15  aromatic  1.365  0.020  1.365
 96N  C14  C13  aromatic  1.410  0.020  1.410
 96N  C15  C16  aromatic  1.416  0.020  1.416
 96N  C13  C11  aromatic  1.370  0.020  1.370
 96N  C16  C18  aromatic  1.415  0.020  1.415
 96N  C16  C17  aromatic  1.421  0.020  1.421
 96N  C18  C19  aromatic  1.368  0.020  1.368
 96N  O15  C1   double    1.225  0.020  1.225
 96N  C12  C4   single    1.486  0.020  1.486
 96N  C11  C17  aromatic  1.426  0.020  1.426
 96N  C11  C3   single    1.505  0.020  1.505
 96N  N3   C4   aromatic  1.337  0.020  1.337
 96N  N3   C2   aromatic  1.376  0.020  1.376
 96N  C17  C21  aromatic  1.416  0.020  1.416
 96N  C19  C20  aromatic  1.409  0.020  1.409
 96N  C4   C5   aromatic  1.400  0.020  1.400
 96N  C1   C2   single    1.470  0.020  1.470
 96N  C1   N13  single    1.352  0.020  1.352
 96N  C2   C6   aromatic  1.377  0.020  1.377
 96N  C3   N13  single    1.449  0.020  1.449
 96N  C21  C20  aromatic  1.369  0.020  1.369
 96N  C5   C6   aromatic  1.434  0.020  1.434
 96N  C5   C9   single    1.463  0.020  1.463
 96N  C6   C7   single    1.498  0.020  1.498
 96N  O16  C9   double    1.221  0.020  1.221
 96N  C9   C10  single    1.506  0.020  1.506
 96N  C7   C8   single    1.528  0.020  1.528
 96N  C3   H1   single    0.970  0.020  1.090
 96N  C3   H2   single    0.970  0.020  1.090
 96N  C13  H3   single    0.930  0.020  1.080
 96N  C14  H4   single    0.930  0.020  1.080
 96N  C15  H5   single    0.930  0.020  1.080
 96N  C7   H6   single    0.970  0.020  1.090
 96N  C7   H7   single    0.970  0.020  1.090
 96N  C8   H8   single    0.970  0.020  1.090
 96N  C8   H9   single    0.970  0.020  1.090
 96N  C8   H10  single    0.970  0.020  1.090
 96N  C10  H11  single    0.970  0.020  1.090
 96N  C10  H12  single    0.970  0.020  1.090
 96N  C10  H13  single    0.970  0.020  1.090
 96N  C18  H14  single    0.930  0.020  1.080
 96N  C19  H15  single    0.930  0.020  1.080
 96N  C20  H16  single    0.930  0.020  1.080
 96N  C21  H17  single    0.930  0.020  1.080
 96N  N3   H18  single    0.860  0.020  1.020
 96N  C12  H19  single    0.970  0.020  1.090
 96N  C12  H20  single    0.970  0.020  1.090
 96N  C12  H21  single    0.970  0.020  1.090
 96N  N13  H22  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
 96N  N3   C2   C6   107.89  3.000
 96N  C6   C2   C1   129.79  3.000
 96N  N3   C2   C1   122.29  3.000
 96N  H2   C3   H1   106.55  3.000
 96N  H2   C3   C11  109.33  3.000
 96N  H1   C3   C11  111.47  3.000
 96N  H2   C3   N13  109.84  3.000
 96N  H1   C3   N13  108.45  3.000
 96N  C11  C3   N13  111.09  3.000
 96N  O15  C1   N13  122.89  3.000
 96N  N13  C1   C2   115.14  3.000
 96N  O15  C1   C2   121.97  3.000
 96N  C12  C4   N3   120.50  3.000
 96N  N3   C4   C5   107.26  3.000
 96N  C12  C4   C5   132.24  3.000
 96N  C9   C5   C6   130.99  3.000
 96N  C9   C5   C4   121.68  3.000
 96N  C6   C5   C4   107.32  3.000
 96N  H3   C13  C11  119.39  3.000
 96N  H3   C13  C14  119.06  3.000
 96N  C11  C13  C14  121.56  3.000
 96N  H4   C14  C15  120.43  3.000
 96N  H4   C14  C13  119.59  3.000
 96N  C15  C14  C13  119.98  3.000
 96N  H5   C15  C16  118.86  3.000
 96N  H5   C15  C14  120.68  3.000
 96N  C16  C15  C14  120.46  3.000
 96N  C18  C16  C17  119.43  3.000
 96N  C17  C16  C15  119.61  3.000
 96N  C18  C16  C15  120.96  3.000
 96N  C11  C17  C21  122.80  3.000
 96N  C21  C17  C16  118.28  3.000
 96N  C11  C17  C16  118.91  3.000
 96N  C7   C6   C5   129.15  3.000
 96N  C7   C6   C2   124.50  3.000
 96N  C5   C6   C2   106.34  3.000
 96N  H7   C7   H6   105.92  3.000
 96N  H7   C7   C8   108.56  3.000
 96N  H6   C7   C8   110.03  3.000
 96N  H7   C7   C6   109.13  3.000
 96N  H6   C7   C6   110.63  3.000
 96N  C8   C7   C6   112.34  3.000
 96N  H10  C8   H9   107.67  3.000
 96N  H10  C8   H8   107.71  3.000
 96N  H9   C8   H8   108.08  3.000
 96N  H10  C8   C7   112.00  3.000
 96N  H9   C8   C7   110.44  3.000
 96N  H8   C8   C7   110.79  3.000
 96N  O16  C9   C10  119.52  3.000
 96N  C10  C9   C5   120.04  3.000
 96N  O16  C9   C5   120.43  3.000
 96N  H13  C10  H12  108.73  3.000
 96N  H13  C10  H11  107.24  3.000
 96N  H12  C10  H11  108.36  3.000
 96N  H13  C10  C9   111.06  3.000
 96N  H12  C10  C9   109.84  3.000
 96N  H11  C10  C9   111.50  3.000
 96N  H14  C18  C19  120.33  3.000
 96N  H14  C18  C16  118.82  3.000
 96N  C19  C18  C16  120.85  3.000
 96N  H15  C19  C20  119.82  3.000
 96N  H15  C19  C18  120.28  3.000
 96N  C20  C19  C18  119.90  3.000
 96N  H16  C20  C21  119.76  3.000
 96N  H16  C20  C19  119.66  3.000
 96N  C21  C20  C19  120.58  3.000
 96N  H17  C21  C20  118.85  3.000
 96N  H17  C21  C17  120.18  3.000
 96N  C20  C21  C17  120.96  3.000
 96N  H18  N3   C4   123.30  3.000
 96N  H18  N3   C2   125.21  3.000
 96N  C4   N3   C2   111.18  3.000
 96N  H21  C12  H20  108.17  3.000
 96N  H21  C12  H19  107.12  3.000
 96N  H20  C12  H19  108.14  3.000
 96N  H21  C12  C4   111.37  3.000
 96N  H20  C12  C4   110.47  3.000
 96N  H19  C12  C4   111.42  3.000
 96N  H22  N13  C1   119.08  3.000
 96N  H22  N13  C3   115.77  3.000
 96N  C1   N13  C3   123.87  3.000
 96N  C17  C11  C13  119.48  3.000
 96N  C17  C11  C3   121.02  3.000
 96N  C13  C11  C3   119.49  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
 96N  CONST_01  C5   C4   N3   C2      0.00   0.0  0
 96N  CONST_02  C4   C5   C6   C2      0.00   0.0  0
 96N  CONST_03  C6   C2   N3   C4      0.00   0.0  0
 96N  CONST_04  N3   C2   C6   C5      0.00   0.0  0
 96N  CONST_05  C16  C15  C14  C13     0.00   0.0  0
 96N  CONST_06  C16  C17  C11  C13     0.00   0.0  0
 96N  CONST_07  C21  C17  C11  C13   180.00   0.0  0
 96N  CONST_08  C18  C16  C15  C14   180.00   0.0  0
 96N  CONST_09  C17  C16  C15  C14     0.00   0.0  0
 96N  CONST_10  C17  C11  C13  C14     0.00   0.0  0
 96N  CONST_11  C11  C13  C14  C15     0.00   0.0  0
 96N  CONST_12  C19  C18  C16  C15   180.00   0.0  0
 96N  CONST_13  C11  C17  C16  C15     0.00   0.0  0
 96N  CONST_14  C21  C17  C16  C15   180.00   0.0  0
 96N  CONST_15  C20  C19  C18  C16     0.00   0.0  0
 96N  CONST_16  C20  C21  C17  C16     0.00   0.0  0
 96N  CONST_17  C19  C18  C16  C17     0.00   0.0  0
 96N  CONST_18  C19  C20  C21  C17     0.00   0.0  0
 96N  CONST_19  N3   C4   C5   C6      0.00   0.0  0
 96N  CONST_20  C11  C17  C16  C18   180.00   0.0  0
 96N  CONST_21  C21  C17  C16  C18     0.00   0.0  0
 96N  CONST_22  C21  C20  C19  C18     0.00   0.0  0
 96N  CONST_23  C11  C17  C21  C20   180.00   0.0  0
 96N  CONST_24  C12  C4   N3   C2    180.00   0.0  0
 96N  CONST_25  C9   C5   C6   C2    180.00   0.0  0
 96N  CONST_26  C14  C13  C11  C3    180.00   0.0  0
 96N  CONST_27  C16  C17  C11  C3    180.00   0.0  0
 96N  CONST_28  C21  C17  C11  C3      0.00   0.0  0
 96N  CONST_29  C4   N3   C2   C1    180.00   0.0  0
 96N  CONST_30  C5   C6   C2   C1    180.00   0.0  0
 96N  CONST_31  C7   C6   C5   C4    180.00   0.0  0
 96N  CONST_32  C12  C4   C5   C6    180.00   0.0  0
 96N  CONST_33  N3   C2   C6   C7    180.00   0.0  0
 96N  CONST_34  N3   C4   C5   C9    180.00   0.0  0
 96N  CONST_35  H18  N3   C4   C5    180.00   0.0  0
 96N  CONST_36  H5   C15  C14  C13   180.00   0.0  0
 96N  CONST_37  H3   C13  C14  C15   180.00   0.0  0
 96N  CONST_38  H14  C18  C16  C15     0.00   0.0  0
 96N  CONST_39  H4   C14  C15  C16   180.00   0.0  0
 96N  CONST_40  H15  C19  C18  C16   180.00   0.0  0
 96N  CONST_41  H17  C21  C17  C16   180.00   0.0  0
 96N  CONST_42  H16  C20  C21  C17   180.00   0.0  0
 96N  CONST_43  C3   N13  C1   C2    180.00   0.0  0
 96N  CONST_44  H22  N13  C1   C2      0.00   0.0  0
 96N  CONST_45  O15  C1   N13  C3      0.00   0.0  0
 96N  Var_01    C8   C7   C6   C2     94.72  30.0  2
 96N  Var_02    O16  C9   C5   C4     -7.46  30.0  2
 96N  Var_03    N13  C3   C11  C13  -106.47  30.0  2
 96N  Var_04    O15  C1   C2   C6    -29.26  30.0  2
 96N  Var_05    H19  C12  C4   C5     62.19  30.0  2
 96N  Var_06    C11  C3   N13  C1   -135.93  30.0  1
 96N  Var_07    H11  C10  C9   C5     62.57  30.0  3
 96N  Var_08    H8   C8   C7   C6   -178.56  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
 96N  plan-1  C2   0.020
 96N  plan-1  C1   0.020
 96N  plan-1  C4   0.020
 96N  plan-1  C5   0.020
 96N  plan-1  C6   0.020
 96N  plan-1  C7   0.020
 96N  plan-1  C9   0.020
 96N  plan-1  N3   0.020
 96N  plan-1  C12  0.020
 96N  plan-1  H18  0.020
 96N  plan-2  C3   0.020
 96N  plan-2  C13  0.020
 96N  plan-2  C14  0.020
 96N  plan-2  C15  0.020
 96N  plan-2  C16  0.020
 96N  plan-2  C17  0.020
 96N  plan-2  C18  0.020
 96N  plan-2  C19  0.020
 96N  plan-2  C20  0.020
 96N  plan-2  C21  0.020
 96N  plan-2  C11  0.020
 96N  plan-2  H4   0.020
 96N  plan-2  H5   0.020
 96N  plan-2  H14  0.020
 96N  plan-2  H15  0.020
 96N  plan-2  H16  0.020
 96N  plan-2  H17  0.020
 96N  plan-2  H3   0.020
 96N  plan-3  C2   0.020
 96N  plan-3  C3   0.020
 96N  plan-3  C1   0.020
 96N  plan-3  N13  0.020
 96N  plan-3  O15  0.020
 96N  plan-3  H22  0.020
 96N  plan-4  C5   0.020
 96N  plan-4  C9   0.020
 96N  plan-4  C10  0.020
 96N  plan-4  O16  0.020

