# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar 23 22:31:32 2022
#   Inital geometry file: a 68 line input string
#   Ligand name: ~{N}-methyl-4-propanoyl-1~{H}-pyrrole-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(=O)c1c[nH]c(c1)C(=O)NC
#
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
 V9B  V9B  ~{N}-methyl-4-propanoyl-1~{H}-pyrrole-2-carboxamide  ligand  25  13  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_V9B
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
 V9B  C10  C  CR5   0  -0.085  43.0331  18.3336   8.6146
 V9B  C15  C  CR5   0   0.266  42.2432  16.6164   7.3987
 V9B  C22  C  CH3   0  -0.514  39.6292  15.1864   5.1160
 V9B  C01  C  CH3   0  -0.660  44.4557  21.2992  10.6824
 V9B  C05  C  CH2   0  -0.574  44.3968  19.9161  10.0592
 V9B  C08  C  C     0   0.338  43.1531  19.6491   9.2436
 V9B  O09  O  O     0  -0.414  42.2822  20.4870   9.1046
 V9B  C11  C  CR15  0  -0.015  43.9164  17.2679   8.7122
 V9B  N13  N  NR15  0  -0.617  43.4279  16.2571   7.9840
 V9B  C16  C  CR15  0  -0.394  41.9720  17.9081   7.7764
 V9B  C18  C  C     0   0.484  41.5463  15.6364   6.5487
 V9B  O19  O  O     0  -0.498  42.0075  14.5098   6.3934
 V9B  N20  N  NH1   0  -0.647  40.4094  16.0471   5.9722
 V9B  H1   H  HCH3  0   0.251  38.7648  15.7436   4.7673
 V9B  H2   H  HCH3  0   0.239  40.1988  14.8581   4.2460
 V9B  H3   H  HCH3  0   0.239  39.2749  14.3017   5.6461
 V9B  H4   H  HCH3  0   0.234  45.3770  21.4093  11.2535
 V9B  H5   H  HCH3  0   0.227  44.4395  22.0845   9.9274
 V9B  H6   H  HCH3  0   0.227  43.6224  21.4718  11.3629
 V9B  H7   H  HCH2  0   0.263  44.4694  19.1452  10.8330
 V9B  H8   H  HCH2  0   0.264  45.2646  19.7509   9.4127
 V9B  H9   H  HCR5  0   0.294  44.8453  17.1728   9.2512
 V9B  H10  H  HNR5  0   0.418  43.8607  15.3522   7.8724
 V9B  H11  H  HCR5  0   0.263  41.1157  18.5009   7.4942
 V9B  H12  H  HNH1  0   0.412  40.0744  16.9820   6.1319

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
 V9B  C22  N20  single    1.443  0.020  1.443
 V9B  N20  C18  single    1.339  0.020  1.339
 V9B  O19  C18  double    1.227  0.020  1.227
 V9B  C18  C15  single    1.473  0.020  1.473
 V9B  C15  C16  aromatic  1.373  0.020  1.373
 V9B  C15  N13  aromatic  1.369  0.020  1.369
 V9B  C16  C10  aromatic  1.418  0.020  1.418
 V9B  N13  C11  aromatic  1.338  0.020  1.338
 V9B  C10  C11  aromatic  1.388  0.020  1.388
 V9B  C10  C08  single    1.463  0.020  1.463
 V9B  C08  O09  double    1.217  0.020  1.217
 V9B  C08  C05  single    1.511  0.020  1.511
 V9B  C05  C01  single    1.518  0.020  1.518
 V9B  C22  H1   single    0.970  0.020  1.090
 V9B  C22  H2   single    0.970  0.020  1.090
 V9B  C22  H3   single    0.970  0.020  1.090
 V9B  C01  H4   single    0.970  0.020  1.090
 V9B  C01  H5   single    0.970  0.020  1.090
 V9B  C01  H6   single    0.970  0.020  1.090
 V9B  C05  H7   single    0.970  0.020  1.090
 V9B  C05  H8   single    0.970  0.020  1.090
 V9B  C11  H9   single    0.930  0.020  1.080
 V9B  N13  H10  single    0.860  0.020  1.020
 V9B  C16  H11  single    0.930  0.020  1.080
 V9B  N20  H12  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
 V9B  C16  C10  C11  106.72  3.000
 V9B  C11  C10  C08  127.45  3.000
 V9B  C16  C10  C08  125.84  3.000
 V9B  C18  C15  C16  133.74  3.000
 V9B  C16  C15  N13  107.47  3.000
 V9B  C18  C15  N13  118.79  3.000
 V9B  H3   C22  H2   108.26  3.000
 V9B  H3   C22  H1   108.29  3.000
 V9B  H2   C22  H1   108.30  3.000
 V9B  H3   C22  N20  111.79  3.000
 V9B  H2   C22  N20  111.75  3.000
 V9B  H1   C22  N20  108.35  3.000
 V9B  H6   C01  H5   107.89  3.000
 V9B  H6   C01  H4   107.66  3.000
 V9B  H5   C01  H4   107.64  3.000
 V9B  H6   C01  C05  111.78  3.000
 V9B  H5   C01  C05  111.81  3.000
 V9B  H4   C01  C05  109.88  3.000
 V9B  H8   C05  H7   104.99  3.000
 V9B  H8   C05  C08  107.89  3.000
 V9B  H7   C05  C08  108.16  3.000
 V9B  H8   C05  C01  110.44  3.000
 V9B  H7   C05  C01  110.41  3.000
 V9B  C08  C05  C01  114.49  3.000
 V9B  O09  C08  C05  121.96  3.000
 V9B  C05  C08  C10  117.29  3.000
 V9B  O09  C08  C10  120.76  3.000
 V9B  H9   C11  N13  121.33  3.000
 V9B  H9   C11  C10  130.65  3.000
 V9B  N13  C11  C10  108.03  3.000
 V9B  H10  N13  C11  125.52  3.000
 V9B  H10  N13  C15  123.98  3.000
 V9B  C11  N13  C15  110.50  3.000
 V9B  H11  C16  C15  126.99  3.000
 V9B  H11  C16  C10  125.72  3.000
 V9B  C15  C16  C10  107.29  3.000
 V9B  N20  C18  O19  123.10  3.000
 V9B  O19  C18  C15  120.41  3.000
 V9B  N20  C18  C15  116.50  3.000
 V9B  H12  N20  C18  119.96  3.000
 V9B  H12  N20  C22  117.94  3.000
 V9B  C18  N20  C22  122.10  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
 V9B  CONST_01  N13  C15  C16  C10     0.00   0.0  0
 V9B  CONST_02  C15  N13  C11  C10     0.00   0.0  0
 V9B  CONST_03  C11  C10  C16  C15     0.00   0.0  0
 V9B  CONST_04  C16  C15  N13  C11     0.00   0.0  0
 V9B  CONST_05  C16  C10  C11  N13     0.00   0.0  0
 V9B  CONST_06  C18  C15  C16  C10   180.00   0.0  0
 V9B  CONST_07  C08  C10  C16  C15   180.00   0.0  0
 V9B  CONST_08  N13  C11  C10  C08   180.00   0.0  0
 V9B  CONST_09  C18  C15  N13  C11   180.00   0.0  0
 V9B  CONST_10  H10  N13  C11  C10   180.00   0.0  0
 V9B  CONST_11  H9   C11  N13  C15   180.00   0.0  0
 V9B  CONST_12  H11  C16  C10  C11   180.00   0.0  0
 V9B  CONST_13  C22  N20  C18  C15   180.00   0.0  0
 V9B  CONST_14  H12  N20  C18  C15     0.00   0.0  0
 V9B  CONST_15  O19  C18  N20  C22     0.00   0.0  0
 V9B  Var_01    C16  C10  C08  C05  -177.63  30.0  2
 V9B  Var_02    N20  C18  C15  N13  -178.37  30.0  2
 V9B  Var_03    C01  C05  C08  C10   180.00  30.0  3
 V9B  Var_04    H4   C01  C05  C08   179.80  30.0  3
 V9B  Var_05    H1   C22  N20  C18  -179.59  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
 V9B  plan-1  C10  0.020
 V9B  plan-1  C15  0.020
 V9B  plan-1  C08  0.020
 V9B  plan-1  C11  0.020
 V9B  plan-1  N13  0.020
 V9B  plan-1  C16  0.020
 V9B  plan-1  C18  0.020
 V9B  plan-1  H9   0.020
 V9B  plan-1  H10  0.020
 V9B  plan-1  H11  0.020
 V9B  plan-2  C15  0.020
 V9B  plan-2  C22  0.020
 V9B  plan-2  C18  0.020
 V9B  plan-2  O19  0.020
 V9B  plan-2  N20  0.020
 V9B  plan-2  H12  0.020
 V9B  plan-3  C10  0.020
 V9B  plan-3  C05  0.020
 V9B  plan-3  C08  0.020
 V9B  plan-3  O09  0.020

