# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 22:07:22 2020
#   Inital geometry file: a 80 line input string
#   Ligand name: 3-[4-(2-hydroxy-2-oxoethyl)-2,5-dimethyl-1~{H}-pyrrol-3-yl]propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1[nH]c(C)c(CC(O)=O)c1CCC(O)=O
#
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
 AWQ  AWQ  '3-[4-(2-hydroxy-2-oxoethyl)-2,5-dimethyl-1~{H}-pyrrol-3-yl]propanoic acid'  ligand  31  16  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_AWQ
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
 AWQ  C4   C  CR5   0   0.269   2.1244  -1.2378   0.5894
 AWQ  C3   C  CR5   0   0.259   0.3542  -2.1485  -0.4571
 AWQ  C5   C  CH3   0  -0.738   3.4835  -1.2108   1.1948
 AWQ  C2   C  CR5   0  -0.008   0.0734  -0.8171  -0.2660
 AWQ  C6   C  CH2   0  -0.737   1.3356   1.1856   0.8049
 AWQ  O1   O  O     0  -0.436   1.9719   1.7656  -1.4547
 AWQ  N1   N  NR15  0  -0.667   1.5960  -2.3795   0.0630
 AWQ  O2   O  OH1   0  -0.598   1.7747   3.3750   0.0750
 AWQ  O3   O  OH1   0  -0.598  -4.3607   0.5719   1.1521
 AWQ  O4   O  O     0  -0.447  -3.6928   1.2086  -0.8761
 AWQ  C1   C  CR5   0   0.004   1.1967  -0.2412   0.4021
 AWQ  C10  C  CH2   0  -0.573  -2.2168  -0.1261   0.4819
 AWQ  C11  C  C     0   0.550  -3.4795   0.6227   0.1565
 AWQ  C7   C  CH2   0  -0.544  -1.1868  -0.1056  -0.6442
 AWQ  C8   C  CH3   0  -0.742  -0.4416  -3.2330  -1.0947
 AWQ  C9   C  C     0   0.553   1.7261   2.1065  -0.3264
 AWQ  H1   H  HCH3  0   0.245   4.2657  -1.3724   0.4494
 AWQ  H2   H  HCH3  0   0.245   3.6787  -0.2467   1.6616
 AWQ  H3   H  HCH3  0   0.244   3.6044  -1.9764   1.9637
 AWQ  H4   H  HCH2  0   0.288   0.4095   1.5713   1.2439
 AWQ  H5   H  HCH2  0   0.298   2.0850   1.3023   1.5943
 AWQ  H6   H  HNR5  0   0.396   2.0534  -3.2766   0.0716
 AWQ  H7   H  HOH1  0   0.478   2.0357   3.9444  -0.6640
 AWQ  H8   H  HOH1  0   0.477  -5.1595   1.0634   0.9090
 AWQ  H9   H  HCH2  0   0.281  -1.7963   0.2971   1.3998
 AWQ  H10  H  HCH2  0   0.281  -2.4822  -1.1569   0.7358
 AWQ  H11  H  HCH2  0   0.240  -0.9638   0.9294  -0.9139
 AWQ  H12  H  HCH2  0   0.246  -1.6218  -0.5557  -1.5394
 AWQ  H13  H  HCH3  0   0.243   0.0521  -3.6328  -1.9834
 AWQ  H14  H  HCH3  0   0.244  -0.6108  -4.0701  -0.4142
 AWQ  H15  H  HCH3  0   0.246  -1.4173  -2.8616  -1.4034

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
 AWQ  O1   C9   double    1.204  0.020  1.204
 AWQ  C6   C9   single    1.510  0.020  1.510
 AWQ  C6   C1   single    1.489  0.020  1.489
 AWQ  C9   O2   single    1.331  0.020  1.331
 AWQ  C5   C4   single    1.488  0.020  1.488
 AWQ  C1   C4   aromatic  1.374  0.020  1.374
 AWQ  C1   C2   aromatic  1.428  0.020  1.428
 AWQ  O4   C11  double    1.206  0.020  1.206
 AWQ  C11  C10  single    1.504  0.020  1.504
 AWQ  C11  O3   single    1.330  0.020  1.330
 AWQ  C10  C7   single    1.526  0.020  1.526
 AWQ  C4   N1   aromatic  1.364  0.020  1.364
 AWQ  C7   C2   single    1.496  0.020  1.496
 AWQ  C2   C3   aromatic  1.374  0.020  1.374
 AWQ  N1   C3   aromatic  1.366  0.020  1.366
 AWQ  C3   C8   single    1.489  0.020  1.489
 AWQ  C5   H1   single    0.970  0.020  1.090
 AWQ  C5   H2   single    0.970  0.020  1.090
 AWQ  C5   H3   single    0.970  0.020  1.090
 AWQ  C6   H4   single    0.970  0.020  1.090
 AWQ  C6   H5   single    0.970  0.020  1.090
 AWQ  N1   H6   single    0.860  0.020  1.020
 AWQ  O2   H7   single    0.850  0.020  0.980
 AWQ  O3   H8   single    0.850  0.020  0.980
 AWQ  C10  H9   single    0.970  0.020  1.090
 AWQ  C10  H10  single    0.970  0.020  1.090
 AWQ  C7   H11  single    0.970  0.020  1.090
 AWQ  C7   H12  single    0.970  0.020  1.090
 AWQ  C8   H13  single    0.970  0.020  1.090
 AWQ  C8   H14  single    0.970  0.020  1.090
 AWQ  C8   H15  single    0.970  0.020  1.090

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
 AWQ  C1   C4   N1   107.04  3.000
 AWQ  N1   C4   C5   121.74  3.000
 AWQ  C1   C4   C5   131.20  3.000
 AWQ  C8   C3   N1   121.73  3.000
 AWQ  C8   C3   C2   131.02  3.000
 AWQ  N1   C3   C2   107.26  3.000
 AWQ  H3   C5   H2   107.40  3.000
 AWQ  H3   C5   H1   107.31  3.000
 AWQ  H2   C5   H1   107.17  3.000
 AWQ  H3   C5   C4   112.02  3.000
 AWQ  H2   C5   C4   110.75  3.000
 AWQ  H1   C5   C4   111.94  3.000
 AWQ  C7   C2   C1   126.09  3.000
 AWQ  C7   C2   C3   126.72  3.000
 AWQ  C1   C2   C3   107.16  3.000
 AWQ  H5   C6   H4   104.61  3.000
 AWQ  H5   C6   C9   107.35  3.000
 AWQ  H4   C6   C9   107.71  3.000
 AWQ  H5   C6   C1   111.17  3.000
 AWQ  H4   C6   C1   111.53  3.000
 AWQ  C9   C6   C1   113.94  3.000
 AWQ  H6   N1   C3   124.53  3.000
 AWQ  H6   N1   C4   124.50  3.000
 AWQ  C3   N1   C4   110.96  3.000
 AWQ  H7   O2   C9   109.86  3.000
 AWQ  H8   O3   C11  109.81  3.000
 AWQ  C6   C1   C2   125.89  3.000
 AWQ  C2   C1   C4   107.59  3.000
 AWQ  C6   C1   C4   126.52  3.000
 AWQ  H10  C10  H9   105.23  3.000
 AWQ  H10  C10  C7   110.34  3.000
 AWQ  H9   C10  C7   110.75  3.000
 AWQ  H10  C10  C11  108.39  3.000
 AWQ  H9   C10  C11  108.15  3.000
 AWQ  C7   C10  C11  113.60  3.000
 AWQ  C10  C11  O4   125.14  3.000
 AWQ  C10  C11  O3   112.04  3.000
 AWQ  O4   C11  O3   122.82  3.000
 AWQ  H12  C7   H11  105.63  3.000
 AWQ  H12  C7   C10  109.29  3.000
 AWQ  H11  C7   C10  109.43  3.000
 AWQ  H12  C7   C2   110.28  3.000
 AWQ  H11  C7   C2   109.94  3.000
 AWQ  C10  C7   C2   112.06  3.000
 AWQ  H15  C8   H14  107.42  3.000
 AWQ  H15  C8   H13  107.41  3.000
 AWQ  H14  C8   H13  107.25  3.000
 AWQ  H15  C8   C3   110.61  3.000
 AWQ  H14  C8   C3   111.99  3.000
 AWQ  H13  C8   C3   111.93  3.000
 AWQ  O2   C9   O1   123.01  3.000
 AWQ  O2   C9   C6   111.38  3.000
 AWQ  O1   C9   C6   125.60  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
 AWQ  CONST_01  C3   C2   C1   C4    0.00   0.0  0
 AWQ  CONST_02  C2   C3   N1   C4    0.00   0.0  0
 AWQ  CONST_03  C1   C4   N1   C3    0.00   0.0  0
 AWQ  CONST_04  N1   C4   C1   C2    0.00   0.0  0
 AWQ  CONST_05  C1   C2   C3   N1    0.00   0.0  0
 AWQ  CONST_06  C7   C2   C1   C4  180.00   0.0  0
 AWQ  CONST_07  C8   C3   N1   C4  180.00   0.0  0
 AWQ  CONST_08  C6   C1   C2   C3  180.00   0.0  0
 AWQ  CONST_09  C5   C4   N1   C3  180.00   0.0  0
 AWQ  CONST_10  C2   C1   C4   C5  180.00   0.0  0
 AWQ  CONST_11  N1   C4   C1   C6  180.00   0.0  0
 AWQ  CONST_12  C7   C2   C3   N1  180.00   0.0  0
 AWQ  CONST_13  C8   C3   C2   C1  180.00   0.0  0
 AWQ  CONST_14  H6   N1   C3   C2  180.00   0.0  0
 AWQ  CONST_15  H7   O2   C9   C6  180.00   0.0  0
 AWQ  CONST_16  H8   O3   C11  O4    0.00   0.0  0
 AWQ  Var_01    C9   C6   C1   C4  100.06  30.0  2
 AWQ  Var_02    C10  C7   C2   C3   90.22  30.0  3
 AWQ  Var_03    H13  C8   C3   C2  116.74  30.0  2
 AWQ  Var_04    H1   C5   C4   N1   67.15  30.0  2
 AWQ  Var_05    C11  C10  C7   C2  177.93  30.0  1
 AWQ  Var_06    C1   C6   C9   O1   -3.16  30.0  2
 AWQ  Var_07    C7   C10  C11  O3  179.28  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
 AWQ  plan-1  C4   0.020
 AWQ  plan-1  C3   0.020
 AWQ  plan-1  C5   0.020
 AWQ  plan-1  C2   0.020
 AWQ  plan-1  C6   0.020
 AWQ  plan-1  N1   0.020
 AWQ  plan-1  C1   0.020
 AWQ  plan-1  C7   0.020
 AWQ  plan-1  C8   0.020
 AWQ  plan-1  H6   0.020
 AWQ  plan-2  O3   0.020
 AWQ  plan-2  O4   0.020
 AWQ  plan-2  C10  0.020
 AWQ  plan-2  C11  0.020
 AWQ  plan-2  H8   0.020
 AWQ  plan-3  C6   0.020
 AWQ  plan-3  O1   0.020
 AWQ  plan-3  O2   0.020
 AWQ  plan-3  C9   0.020
 AWQ  plan-3  H7   0.020

