# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 24 19:48:39 2022
#   Inital geometry file: a 106 line input string
#   Ligand name: ~{N}-[(3-chlorophenyl)methyl]-4-ethanoyl-3-ethyl-5-methyl-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)NCc2cccc(Cl)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
 XDM  XDM  ~{N}-[(3-chlorophenyl)methyl]-4-ethanoyl-3-ethyl-5-methyl-1~{H}-pyrrole-2-carboxamide  ligand  41  22  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_XDM
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
 XDM  N1   N   NH1   0  -0.657  -0.7149   0.5862  -1.0009
 XDM  C2   C   CR5   0  -0.159   3.4750  -0.9281  -0.0236
 XDM  C3   C   C     0   0.310   4.8831  -1.2456   0.2169
 XDM  C4   C   CH3   0  -0.802   5.6711  -0.4458   1.2213
 XDM  C5   C   CR5   0   0.040   2.6949   0.2152   0.3500
 XDM  C6   C   CH2   0  -0.563   3.1617   1.4970   0.9694
 XDM  C9   C   C     0   0.524   0.2061   0.8116  -0.0372
 XDM  C8   C   CR5   0   0.153   1.4171  -0.0200  -0.1087
 XDM  C10  C   CH2   0  -0.358  -1.9792   1.2851  -1.0001
 XDM  C11  C   CR6   0   0.113  -2.8857   0.8537   0.1266
 XDM  C12  C   CR16  0  -0.296  -3.4782   1.7916   0.9621
 XDM  C13  C   CR16  0  -0.248  -4.3328   1.3888   1.9795
 XDM  C14  C   CR16  0  -0.230  -4.6030   0.0439   2.1824
 XDM  C15  C   CR6   0  -0.024  -4.0030  -0.8847   1.3448
 XDM  O1   O   O     0  -0.474   0.0229   1.6401   0.8447
 XDM  C7   C   CH3   0  -0.659   3.8527   2.4126  -0.0416
 XDM  O    O   O     0  -0.426   5.4155  -2.1778  -0.3647
 XDM  C    C   CR5   0   0.367   2.6229  -1.8180  -0.6848
 XDM  C1   C   CH3   0  -0.724   2.8411  -3.1786  -1.2424
 XDM  N    N   NR15  0  -0.679   1.4125  -1.2501  -0.7272
 XDM  C16  C   CR16  0  -0.247  -3.1523  -0.4982   0.3235
 XDM  CL   CL  CL    0  -0.134  -4.3273  -2.5739   1.5812
 XDM  H12  H   HNH1  0   0.407  -0.4663   0.0728  -1.8298
 XDM  H4   H   HCH3  0   0.263   5.8182   0.5814   0.8857
 XDM  H6   H   HCH3  0   0.261   5.1560  -0.4040   2.1813
 XDM  H5   H   HCH3  0   0.266   6.6498  -0.8980   1.3683
 XDM  H7   H   HCH2  0   0.263   2.3089   2.0189   1.3961
 XDM  H8   H   HCH2  0   0.242   3.8360   1.2977   1.8011
 XDM  H14  H   HCH2  0   0.261  -1.8257   2.3657  -0.9556
 XDM  H13  H   HCH2  0   0.280  -2.4565   1.0708  -1.9563
 XDM  H15  H   HCR6  0   0.256  -3.2658   2.8442   0.8221
 XDM  H16  H   HCR6  0   0.267  -4.7863   2.1250   2.6299
 XDM  H17  H   HCR6  0   0.278  -5.2622  -0.2735   2.9789
 XDM  H11  H   HCH3  0   0.233   4.1874   3.3323   0.4392
 XDM  H9   H   HCH3  0   0.220   4.7239   1.9371  -0.4934
 XDM  H10  H   HCH3  0   0.229   3.1732   2.6848  -0.8499
 XDM  H1   H   HCH3  0   0.258   3.3073  -3.8373  -0.5117
 XDM  H2   H   HCH3  0   0.247   1.8933  -3.6232  -1.5439
 XDM  H3   H   HCH3  0   0.260   3.4941  -3.1514  -2.1138
 XDM  H    H   HNR5  0   0.413   0.5877  -1.7283  -1.0570
 XDM  H18  H   HCR6  0   0.271  -2.6944  -1.2439  -0.3143

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
 XDM  C7   C6   single    1.529  0.020  1.529
 XDM  C4   C3   single    1.506  0.020  1.506
 XDM  C6   C5   single    1.498  0.020  1.498
 XDM  C3   O    double    1.221  0.020  1.221
 XDM  C3   C2   single    1.463  0.020  1.463
 XDM  C5   C2   aromatic  1.434  0.020  1.434
 XDM  C5   C8   aromatic  1.378  0.020  1.378
 XDM  C2   C    aromatic  1.398  0.020  1.398
 XDM  N1   C10  single    1.445  0.020  1.445
 XDM  N1   C9   single    1.352  0.020  1.352
 XDM  C10  C11  single    1.509  0.020  1.509
 XDM  C8   C9   single    1.471  0.020  1.471
 XDM  C8   N    aromatic  1.377  0.020  1.377
 XDM  C16  C11  aromatic  1.392  0.020  1.392
 XDM  C16  C15  aromatic  1.384  0.020  1.384
 XDM  C9   O1   double    1.224  0.020  1.224
 XDM  C    N    aromatic  1.338  0.020  1.338
 XDM  C    C1   single    1.486  0.020  1.486
 XDM  CL   C15  single    1.736  0.020  1.736
 XDM  C11  C12  aromatic  1.389  0.020  1.389
 XDM  C15  C14  aromatic  1.387  0.020  1.387
 XDM  C12  C13  aromatic  1.388  0.020  1.388
 XDM  C14  C13  aromatic  1.387  0.020  1.387
 XDM  N1   H12  single    0.860  0.020  1.020
 XDM  C4   H4   single    0.970  0.020  1.090
 XDM  C4   H6   single    0.970  0.020  1.090
 XDM  C4   H5   single    0.970  0.020  1.090
 XDM  C6   H7   single    0.970  0.020  1.090
 XDM  C6   H8   single    0.970  0.020  1.090
 XDM  C10  H14  single    0.970  0.020  1.090
 XDM  C10  H13  single    0.970  0.020  1.090
 XDM  C12  H15  single    0.930  0.020  1.080
 XDM  C13  H16  single    0.930  0.020  1.080
 XDM  C14  H17  single    0.930  0.020  1.080
 XDM  C7   H11  single    0.970  0.020  1.090
 XDM  C7   H9   single    0.970  0.020  1.090
 XDM  C7   H10  single    0.970  0.020  1.090
 XDM  C1   H1   single    0.970  0.020  1.090
 XDM  C1   H2   single    0.970  0.020  1.090
 XDM  C1   H3   single    0.970  0.020  1.090
 XDM  N    H    single    0.860  0.020  1.020
 XDM  C16  H18  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
 XDM  H12  N1   C10  117.61  3.000
 XDM  H12  N1   C9   120.27  3.000
 XDM  C10  N1   C9   121.01  3.000
 XDM  C    C2   C5   107.41  3.000
 XDM  C    C2   C3   121.74  3.000
 XDM  C5   C2   C3   130.83  3.000
 XDM  O    C3   C4   119.66  3.000
 XDM  O    C3   C2   120.46  3.000
 XDM  C4   C3   C2   119.85  3.000
 XDM  H5   C4   H6   108.77  3.000
 XDM  H5   C4   H4   108.16  3.000
 XDM  H6   C4   H4   107.38  3.000
 XDM  H5   C4   C3   109.87  3.000
 XDM  H6   C4   C3   111.12  3.000
 XDM  H4   C4   C3   111.44  3.000
 XDM  C8   C5   C6   124.93  3.000
 XDM  C8   C5   C2   106.37  3.000
 XDM  C6   C5   C2   128.35  3.000
 XDM  H8   C6   H7   105.89  3.000
 XDM  H8   C6   C7   109.56  3.000
 XDM  H7   C6   C7   109.07  3.000
 XDM  H8   C6   C5   110.61  3.000
 XDM  H7   C6   C5   109.18  3.000
 XDM  C7   C6   C5   112.32  3.000
 XDM  O1   C9   C8   122.75  3.000
 XDM  O1   C9   N1   121.64  3.000
 XDM  C8   C9   N1   115.59  3.000
 XDM  N    C8   C9   121.62  3.000
 XDM  N    C8   C5   107.77  3.000
 XDM  C9   C8   C5   130.61  3.000
 XDM  H13  C10  H14  106.96  3.000
 XDM  H13  C10  C11  109.62  3.000
 XDM  H14  C10  C11  109.68  3.000
 XDM  H13  C10  N1   106.71  3.000
 XDM  H14  C10  N1   110.83  3.000
 XDM  C11  C10  N1   112.82  3.000
 XDM  C16  C11  C12  119.28  3.000
 XDM  C12  C11  C10  120.82  3.000
 XDM  C16  C11  C10  119.89  3.000
 XDM  H15  C12  C13  119.83  3.000
 XDM  H15  C12  C11  119.67  3.000
 XDM  C13  C12  C11  120.50  3.000
 XDM  H16  C13  C14  119.36  3.000
 XDM  H16  C13  C12  120.07  3.000
 XDM  C14  C13  C12  120.57  3.000
 XDM  H17  C14  C15  120.79  3.000
 XDM  H17  C14  C13  120.74  3.000
 XDM  C15  C14  C13  118.47  3.000
 XDM  CL   C15  C16  119.14  3.000
 XDM  CL   C15  C14  119.23  3.000
 XDM  C16  C15  C14  121.63  3.000
 XDM  H10  C7   H9   107.44  3.000
 XDM  H10  C7   H11  107.91  3.000
 XDM  H9   C7   H11  107.78  3.000
 XDM  H10  C7   C6   110.97  3.000
 XDM  H9   C7   C6   111.95  3.000
 XDM  H11  C7   C6   110.62  3.000
 XDM  N    C    C1   120.63  3.000
 XDM  C1   C    C2   132.10  3.000
 XDM  N    C    C2   107.23  3.000
 XDM  H3   C1   H2   108.08  3.000
 XDM  H3   C1   H1   107.17  3.000
 XDM  H2   C1   H1   108.14  3.000
 XDM  H3   C1   C    111.42  3.000
 XDM  H2   C1   C    110.47  3.000
 XDM  H1   C1   C    111.40  3.000
 XDM  H    N    C    123.29  3.000
 XDM  H    N    C8   124.96  3.000
 XDM  C    N    C8   111.23  3.000
 XDM  H18  C16  C15  120.14  3.000
 XDM  H18  C16  C11  120.30  3.000
 XDM  C15  C16  C11  119.56  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
 XDM  CONST_01  N    C8   C5   C2      0.00   0.0  0
 XDM  CONST_02  C8   N    C    C2      0.00   0.0  0
 XDM  CONST_03  N    C    C2   C5      0.00   0.0  0
 XDM  CONST_04  C    N    C8   C5      0.00   0.0  0
 XDM  CONST_05  C    C2   C5   C8      0.00   0.0  0
 XDM  CONST_06  C14  C15  C16  C11     0.00   0.0  0
 XDM  CONST_07  C14  C13  C12  C11     0.00   0.0  0
 XDM  CONST_08  C15  C16  C11  C12     0.00   0.0  0
 XDM  CONST_09  C15  C14  C13  C12     0.00   0.0  0
 XDM  CONST_10  C16  C11  C12  C13     0.00   0.0  0
 XDM  CONST_11  C16  C15  C14  C13     0.00   0.0  0
 XDM  CONST_12  C9   C8   C5   C2    180.00   0.0  0
 XDM  CONST_13  C8   C5   C2   C3    180.00   0.0  0
 XDM  CONST_14  N    C    C2   C3    180.00   0.0  0
 XDM  CONST_15  C1   C    C2   C5    180.00   0.0  0
 XDM  CONST_16  C    C2   C5   C6    180.00   0.0  0
 XDM  CONST_17  N    C8   C5   C6    180.00   0.0  0
 XDM  CONST_18  C    N    C8   C9    180.00   0.0  0
 XDM  CONST_19  C1   C    N    C8    180.00   0.0  0
 XDM  CONST_20  C15  C16  C11  C10   180.00   0.0  0
 XDM  CONST_21  C13  C12  C11  C10   180.00   0.0  0
 XDM  CONST_22  CL   C15  C16  C11   180.00   0.0  0
 XDM  CONST_23  CL   C15  C14  C13   180.00   0.0  0
 XDM  CONST_24  H    N    C    C2    180.00   0.0  0
 XDM  CONST_25  H16  C13  C12  C11   180.00   0.0  0
 XDM  CONST_26  H18  C16  C11  C12   180.00   0.0  0
 XDM  CONST_27  H17  C14  C13  C12   180.00   0.0  0
 XDM  CONST_28  H15  C12  C13  C14   180.00   0.0  0
 XDM  CONST_29  C10  N1   C9   C8    180.00   0.0  0
 XDM  CONST_31  O1   C9   N1   C10     0.00   0.0  0
 XDM  Var_01    C16  C11  C10  N1    -51.69  30.0  2
 XDM  Var_02    C5   C8   C9   N1    154.18  30.0  2
 XDM  Var_03    C7   C6   C5   C2     75.93  30.0  2
 XDM  Var_04    C5   C2   C3   C4     13.59  30.0  2
 XDM  Var_05    H1   C1   C    C2     50.66  30.0  2
 XDM  Var_06    C11  C10  N1   C9    -69.62  30.0  3
 XDM  Var_07    H4   C4   C3   C2    -67.65  30.0  3
 XDM  Var_08    H11  C7   C6   C5   -179.57  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
 XDM  plan-1  C2   0.020
 XDM  plan-1  C3   0.020
 XDM  plan-1  C5   0.020
 XDM  plan-1  C6   0.020
 XDM  plan-1  C9   0.020
 XDM  plan-1  C8   0.020
 XDM  plan-1  C    0.020
 XDM  plan-1  C1   0.020
 XDM  plan-1  N    0.020
 XDM  plan-1  H    0.020
 XDM  plan-2  C10  0.020
 XDM  plan-2  C11  0.020
 XDM  plan-2  C12  0.020
 XDM  plan-2  C13  0.020
 XDM  plan-2  C14  0.020
 XDM  plan-2  C15  0.020
 XDM  plan-2  C16  0.020
 XDM  plan-2  CL   0.020
 XDM  plan-2  H15  0.020
 XDM  plan-2  H16  0.020
 XDM  plan-2  H17  0.020
 XDM  plan-2  H18  0.020
 XDM  plan-3  N1   0.020
 XDM  plan-3  C9   0.020
 XDM  plan-3  C8   0.020
 XDM  plan-3  C10  0.020
 XDM  plan-3  O1   0.020
 XDM  plan-3  H12  0.020
 XDM  plan-4  C2   0.020
 XDM  plan-4  C3   0.020
 XDM  plan-4  C4   0.020
 XDM  plan-4  O    0.020

