# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 20:59:34 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  29  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   0.244   2.1306  -1.1959   0.5829
 AWQ  C3   C  CR5    0   0.241   0.3676  -2.1254  -0.4571
 AWQ  C5   C  CH3    0  -0.740   3.4930  -1.1578   1.1829
 AWQ  C2   C  CR5    0  -0.009   0.0686  -0.7994  -0.2498
 AWQ  C6   C  CH2    0  -0.734   1.3071   1.2172   0.8332
 AWQ  O1   O  O      0  -0.597   1.6750   1.8438  -1.4557
 AWQ  N1   N  NR15   0  -0.671   1.6190  -2.3459   0.0479
 AWQ  O2   O  OC    -1  -0.637   1.8819   3.4011   0.1213
 AWQ  O3   O  OC    -1  -0.635  -4.3888   0.6165   1.1797
 AWQ  O4   O  O      0  -0.609  -3.6769   1.2150  -0.8417
 AWQ  C1   C  CR5    0   0.030   1.1890  -0.2080   0.4130
 AWQ  C10  C  CH2    0  -0.575  -2.2202  -0.0907   0.5362
 AWQ  C11  C  C      0   0.407  -3.5424   0.6459   0.2599
 AWQ  C7   C  CH2    0  -0.523  -1.2064  -0.1008  -0.6049
 AWQ  C8   C  CH3    0  -0.743  -0.4182  -3.2154  -1.0992
 AWQ  C9   C  C      0   0.416   1.6565   2.2368  -0.2761
 AWQ  H1   H  HCH3   0   0.235   4.2780  -1.3125   0.4379
 AWQ  H2   H  HCH3   0   0.242   3.6787  -0.1908   1.6479
 AWQ  H3   H  HCH3   0   0.234   3.6270  -1.9209   1.9534
 AWQ  H4   H  HCH2   0   0.231   0.3667   1.5525   1.2873
 AWQ  H5   H  HCH2   0   0.228   2.0496   1.3195   1.6314
 AWQ  H6   H  HNR5   0   0.386   2.0883  -3.2361   0.0480
 AWQ  H9   H  HCH2   0   0.221  -1.7641   0.3512   1.4302
 AWQ  H10  H  HCH2   0   0.216  -2.4533  -1.1223   0.8243
 AWQ  H11  H  HCH2   0   0.218  -0.9800   0.9237  -0.9073
 AWQ  H12  H  HCH2   0   0.208  -1.6616  -0.5707  -1.4814
 AWQ  H13  H  HCH3   0   0.235   0.0759  -3.6100  -1.9907
 AWQ  H14  H  HCH3   0   0.236  -0.5834  -4.0585  -0.4240
 AWQ  H15  H  HCH3   0   0.244  -1.3967  -2.8488  -1.4053

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   deloc     1.243  0.020  1.243
 AWQ  C6   C9   single    1.547  0.020  1.547
 AWQ  C6   C1   single    1.491  0.020  1.491
 AWQ  C9   O2   deloc     1.251  0.020  1.251
 AWQ  C5   C4   single    1.489  0.020  1.489
 AWQ  C1   C4   aromatic  1.375  0.020  1.375
 AWQ  C1   C2   aromatic  1.430  0.020  1.430
 AWQ  O4   C11  deloc     1.247  0.020  1.247
 AWQ  C11  C10  single    1.539  0.020  1.539
 AWQ  C11  O3   deloc     1.250  0.020  1.250
 AWQ  C10  C7   single    1.526  0.020  1.526
 AWQ  C4   N1   aromatic  1.368  0.020  1.368
 AWQ  C7   C2   single    1.497  0.020  1.497
 AWQ  C2   C3   aromatic  1.375  0.020  1.375
 AWQ  N1   C3   aromatic  1.367  0.020  1.367
 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  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   107.43  3.000
 AWQ  N1   C4   C5   121.43  3.000
 AWQ  C1   C4   C5   131.13  3.000
 AWQ  C8   C3   N1   121.61  3.000
 AWQ  C8   C3   C2   131.01  3.000
 AWQ  N1   C3   C2   107.39  3.000
 AWQ  H3   C5   H2   107.35  3.000
 AWQ  H3   C5   H1   107.08  3.000
 AWQ  H2   C5   H1   107.11  3.000
 AWQ  H3   C5   C4   112.24  3.000
 AWQ  H2   C5   C4   110.53  3.000
 AWQ  H1   C5   C4   112.25  3.000
 AWQ  C7   C2   C1   125.77  3.000
 AWQ  C7   C2   C3   126.84  3.000
 AWQ  C1   C2   C3   107.36  3.000
 AWQ  H5   C6   H4   104.54  3.000
 AWQ  H5   C6   C9   107.94  3.000
 AWQ  H4   C6   C9   106.80  3.000
 AWQ  H5   C6   C1   110.40  3.000
 AWQ  H4   C6   C1   109.95  3.000
 AWQ  C9   C6   C1   116.49  3.000
 AWQ  H6   N1   C3   124.72  3.000
 AWQ  H6   N1   C4   124.70  3.000
 AWQ  C3   N1   C4   110.56  3.000
 AWQ  C6   C1   C2   126.03  3.000
 AWQ  C2   C1   C4   107.25  3.000
 AWQ  C6   C1   C4   126.71  3.000
 AWQ  H10  C10  H9   104.68  3.000
 AWQ  H10  C10  C7   109.36  3.000
 AWQ  H9   C10  C7   109.63  3.000
 AWQ  H10  C10  C11  108.36  3.000
 AWQ  H9   C10  C11  108.11  3.000
 AWQ  C7   C10  C11  116.08  3.000
 AWQ  C10  C11  O4   118.02  3.000
 AWQ  C10  C11  O3   116.00  3.000
 AWQ  O4   C11  O3   125.98  3.000
 AWQ  H12  C7   H11  105.52  3.000
 AWQ  H12  C7   C10  108.99  3.000
 AWQ  H11  C7   C10  109.79  3.000
 AWQ  H12  C7   C2   110.13  3.000
 AWQ  H11  C7   C2   109.09  3.000
 AWQ  C10  C7   C2   113.05  3.000
 AWQ  H15  C8   H14  107.32  3.000
 AWQ  H15  C8   H13  107.36  3.000
 AWQ  H14  C8   H13  107.08  3.000
 AWQ  H15  C8   C3   110.42  3.000
 AWQ  H14  C8   C3   112.22  3.000
 AWQ  H13  C8   C3   112.17  3.000
 AWQ  O2   C9   O1   126.37  3.000
 AWQ  O2   C9   C6   115.24  3.000
 AWQ  O1   C9   C6   118.38  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  Var_01    C9   C6   C1   C4  101.33  30.0  2
 AWQ  Var_02    C10  C7   C2   C3   92.24  30.0  2
 AWQ  Var_03    H13  C8   C3   C2  117.41  30.0  2
 AWQ  Var_04    H1   C5   C4   N1   66.54  30.0  2
 AWQ  Var_05    C11  C10  C7   C2  178.30  30.0  1
 AWQ  Var_06    C1   C6   C9   O1    7.61  30.0  2
 AWQ  Var_07    C7   C10  C11  O3  177.78  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-3  C6   0.020
 AWQ  plan-3  O1   0.020
 AWQ  plan-3  O2   0.020
 AWQ  plan-3  C9   0.020

