# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 18:25:12 2020
#   Inital geometry file: a 141 line input string
#   Ligand name: 3-[(5Z)-5-{[3-(2-carboxyethyl)-4-(carboxymethyl)-5-methyl-1H-pyrrol-2-yl]methylidene}-4-(carboxymethyl)-2-oxo-2,5-dihydro-1H-pyrrol-3-yl]propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1[nH]c(/C=C/2NC(=O)C(=C/2CC(O)=O)CCC(O)=O)c(CCC(O)=O)c1CC(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
 18W  18W  '3-[(5Z)-5-{[3-(2-carboxyethyl)-4-(carboxymethyl)-5-methyl-1H-pyrrol-2-yl]methylidene}-4-(carboxymethyl)-2-oxo-2,5-dihydro-1H-pyrrol-3-yl]propanoic acid'  ligand  49  31  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_18W
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
 18W  O3A  O  O      0  -0.608  -3.2775   4.0488   0.0802
 18W  C9A  C  C      0   0.410  -3.0622   3.5319   1.1946
 18W  O4A  O  OC    -1  -0.632  -3.0174   4.1310   2.2900
 18W  C8A  C  CH2    0  -0.575  -2.8088   2.0159   1.2486
 18W  C7A  C  CH2    0  -0.537  -2.9864   1.2623  -0.0673
 18W  C3A  C  CR5    0   0.037  -2.7044  -0.1978   0.0734
 18W  C2A  C  CR5    0   0.030  -3.6375  -1.2092   0.4138
 18W  C5A  C  CH2    0  -0.735  -5.0968  -1.0161   0.6390
 18W  C6A  C  C      0   0.421  -5.9607  -0.7850  -0.6243
 18W  O2A  O  OC    -1  -0.631  -7.1867  -0.6728  -0.4145
 18W  O1A  O  O      0  -0.598  -5.3879  -0.7225  -1.7257
 18W  C1A  C  CR5    0   0.259  -2.9336  -2.3932   0.5204
 18W  CHA  C  CH3    0  -0.744  -3.3968  -3.7772   0.8064
 18W  NA   N  NR15   0  -0.717  -1.6194  -2.1258   0.2875
 18W  C4A  C  CR5    0   0.311  -1.4526  -0.7917  -0.0028
 18W  CHB  C  C1     0  -0.439  -0.2004  -0.1629  -0.2869
 18W  C1B  C  CR5    0   0.401   1.0516  -0.5897  -0.0209
 18W  C2B  C  CR5    0   0.104   2.2907   0.0685  -0.4075
 18W  C5B  C  CH2    0  -0.754   2.3367   1.3199  -1.2023
 18W  C6B  C  C      0   0.427   2.0670   1.1249  -2.7183
 18W  O2B  O  O      0  -0.594   2.0935  -0.0365  -3.1586
 18W  O1B  O  OC    -1  -0.619   1.8726   2.1732  -3.3632
 18W  NB   N  NR15   0  -0.778   1.4227  -1.7459   0.6607
 18W  C4B  C  CR5    0   0.481   2.7881  -1.8197   0.7830
 18W  O5B  O  O      0  -0.480   3.3942  -2.6917   1.3899
 18W  C3B  C  CR5    0  -0.095   3.3296  -0.6643   0.0542
 18W  C7B  C  CH2    0  -0.506   4.7919  -0.4004  -0.0532
 18W  C8B  C  CH2    0  -0.579   5.3690   0.1767   1.2384
 18W  C9B  C  C      0   0.413   6.8721   0.5053   1.2058
 18W  O4B  O  OC    -1  -0.631   7.3490   0.9696   2.2631
 18W  O3B  O  O      0  -0.607   7.4949   0.2923   0.1470
 18W  H2   H  HCH2   0   0.226  -1.7906   1.8536   1.6205
 18W  H3   H  HCH2   0   0.222  -3.4589   1.5786   2.0143
 18W  H4   H  HCH2   0   0.229  -4.0023   1.4000  -0.4402
 18W  H5   H  HCH2   0   0.220  -2.3332   1.7032  -0.8253
 18W  H6   H  HCH2   0   0.237  -5.5139  -1.8730   1.1777
 18W  H7   H  HCH2   0   0.235  -5.2622  -0.1643   1.3085
 18W  H9   H  HCH3   0   0.246  -2.8270  -4.2335   1.6181
 18W  H10  H  HCH3   0   0.249  -4.4456  -3.7806   1.0967
 18W  H11  H  HCH3   0   0.247  -3.2981  -4.4294  -0.0647
 18W  H12  H  HNR5   0   0.396  -0.9326  -2.8439   0.1251
 18W  H13  H  H      0   0.251  -0.2762   0.8057  -0.7667
 18W  H15  H  HCH2   0   0.245   1.6331   2.0567  -0.8044
 18W  H16  H  HCH2   0   0.261   3.3252   1.7775  -1.1009
 18W  H18  H  HCH2   0   0.227   5.3147  -1.3266  -0.3045
 18W  H19  H  HCH2   0   0.226   4.9803   0.2889  -0.8780
 18W  H20  H  HCH2   0   0.226   4.8228   1.0888   1.5039
 18W  H21  H  HCH2   0   0.228   5.1861  -0.5177   2.0647
 18W  H14  H  HNR5   0   0.393   0.8090  -2.2796   1.2553

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
 18W  O5B  C4B  double    1.223  0.020  1.223
 18W  CHA  C1A  single    1.487  0.020  1.487
 18W  O3B  C9B  deloc     1.247  0.020  1.247
 18W  C4B  NB   single    1.373  0.020  1.373
 18W  C4B  C3B  single    1.469  0.020  1.469
 18W  C1A  NA   aromatic  1.361  0.020  1.361
 18W  C1A  C2A  aromatic  1.382  0.020  1.382
 18W  NB   C1B  single    1.392  0.020  1.392
 18W  NA   C4A  aromatic  1.375  0.020  1.375
 18W  O1A  C6A  deloc     1.243  0.020  1.243
 18W  C9B  C8B  single    1.539  0.020  1.539
 18W  C9B  O4B  deloc     1.249  0.020  1.249
 18W  C8B  C7B  single    1.528  0.020  1.528
 18W  C6A  O2A  deloc     1.249  0.020  1.249
 18W  C6A  C5A  single    1.548  0.020  1.548
 18W  C3B  C7B  single    1.490  0.020  1.490
 18W  C3B  C2B  double    1.353  0.020  1.353
 18W  C2A  C5A  single    1.489  0.020  1.489
 18W  C2A  C3A  aromatic  1.418  0.020  1.418
 18W  C1B  C2B  single    1.455  0.020  1.455
 18W  C1B  CHB  double    1.349  0.020  1.349
 18W  C4A  C3A  aromatic  1.388  0.020  1.388
 18W  C4A  CHB  single    1.430  0.020  1.430
 18W  C2B  C5B  single    1.483  0.020  1.483
 18W  C3A  C7A  single    1.494  0.020  1.494
 18W  C5B  C6B  single    1.552  0.020  1.552
 18W  C7A  C8A  single    1.527  0.020  1.527
 18W  C8A  C9A  single    1.538  0.020  1.538
 18W  O2B  C6B  deloc     1.242  0.020  1.242
 18W  C6B  O1B  deloc     1.246  0.020  1.246
 18W  C9A  O3A  deloc     1.247  0.020  1.247
 18W  C9A  O4A  deloc     1.249  0.020  1.249
 18W  C8A  H2   single    0.970  0.020  1.090
 18W  C8A  H3   single    0.970  0.020  1.090
 18W  C7A  H4   single    0.970  0.020  1.090
 18W  C7A  H5   single    0.970  0.020  1.090
 18W  C5A  H6   single    0.970  0.020  1.090
 18W  C5A  H7   single    0.970  0.020  1.090
 18W  CHA  H9   single    0.970  0.020  1.090
 18W  CHA  H10  single    0.970  0.020  1.090
 18W  CHA  H11  single    0.970  0.020  1.090
 18W  NA   H12  single    0.860  0.020  1.020
 18W  CHB  H13  single    0.930  0.020  1.080
 18W  C5B  H15  single    0.970  0.020  1.090
 18W  C5B  H16  single    0.970  0.020  1.090
 18W  C7B  H18  single    0.970  0.020  1.090
 18W  C7B  H19  single    0.970  0.020  1.090
 18W  C8B  H20  single    0.970  0.020  1.090
 18W  C8B  H21  single    0.970  0.020  1.090
 18W  NB   H14  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
 18W  C8A  C9A  O4A  115.85  3.000
 18W  O4A  C9A  O3A  126.22  3.000
 18W  C8A  C9A  O3A  117.93  3.000
 18W  H3   C8A  H2   104.78  3.000
 18W  H3   C8A  C7A  109.65  3.000
 18W  H2   C8A  C7A  109.11  3.000
 18W  H3   C8A  C9A  108.68  3.000
 18W  H2   C8A  C9A  108.12  3.000
 18W  C7A  C8A  C9A  115.92  3.000
 18W  H5   C7A  H4   105.57  3.000
 18W  H5   C7A  C3A  110.28  3.000
 18W  H4   C7A  C3A  109.36  3.000
 18W  H5   C7A  C8A  109.20  3.000
 18W  H4   C7A  C8A  109.91  3.000
 18W  C3A  C7A  C8A  112.29  3.000
 18W  C4A  C3A  C2A  107.55  3.000
 18W  C4A  C3A  C7A  125.70  3.000
 18W  C2A  C3A  C7A  126.56  3.000
 18W  C1A  C2A  C5A  126.78  3.000
 18W  C5A  C2A  C3A  126.08  3.000
 18W  C1A  C2A  C3A  107.13  3.000
 18W  H7   C5A  H6   104.49  3.000
 18W  H7   C5A  C6A  107.35  3.000
 18W  H6   C5A  C6A  107.81  3.000
 18W  H7   C5A  C2A  109.94  3.000
 18W  H6   C5A  C2A  110.26  3.000
 18W  C6A  C5A  C2A  116.29  3.000
 18W  O1A  C6A  O2A  126.64  3.000
 18W  O2A  C6A  C5A  115.10  3.000
 18W  O1A  C6A  C5A  118.26  3.000
 18W  NA   C1A  CHA  121.09  3.000
 18W  NA   C1A  C2A  108.08  3.000
 18W  CHA  C1A  C2A  130.82  3.000
 18W  H11  CHA  H10  107.33  3.000
 18W  H11  CHA  H9   107.23  3.000
 18W  H10  CHA  H9   107.66  3.000
 18W  H11  CHA  C1A  111.96  3.000
 18W  H10  CHA  C1A  110.76  3.000
 18W  H9   CHA  C1A  111.67  3.000
 18W  H12  NA   C4A  125.10  3.000
 18W  H12  NA   C1A  123.10  3.000
 18W  C4A  NA   C1A  110.10  3.000
 18W  CHB  C4A  NA   125.08  3.000
 18W  CHB  C4A  C3A  127.79  3.000
 18W  NA   C4A  C3A  107.11  3.000
 18W  H13  CHB  C1B  115.78  3.000
 18W  H13  CHB  C4A  114.83  3.000
 18W  C1B  CHB  C4A  129.37  3.000
 18W  NB   C1B  C2B  106.18  3.000
 18W  C2B  C1B  CHB  126.48  3.000
 18W  NB   C1B  CHB  127.33  3.000
 18W  C3B  C2B  C5B  128.04  3.000
 18W  C5B  C2B  C1B  123.39  3.000
 18W  C3B  C2B  C1B  108.56  3.000
 18W  H16  C5B  H15  105.42  3.000
 18W  H16  C5B  C6B  107.46  3.000
 18W  H15  C5B  C6B  109.16  3.000
 18W  H16  C5B  C2B  109.34  3.000
 18W  H15  C5B  C2B  110.70  3.000
 18W  C6B  C5B  C2B  114.33  3.000
 18W  O1B  C6B  O2B  127.33  3.000
 18W  O1B  C6B  C5B  115.27  3.000
 18W  O2B  C6B  C5B  117.38  3.000
 18W  H14  NB   C4B  121.65  3.000
 18W  H14  NB   C1B  124.50  3.000
 18W  C4B  NB   C1B  110.68  3.000
 18W  C3B  C4B  O5B  128.61  3.000
 18W  C3B  C4B  NB   106.26  3.000
 18W  O5B  C4B  NB   125.12  3.000
 18W  C7B  C3B  C4B  122.46  3.000
 18W  C7B  C3B  C2B  129.29  3.000
 18W  C4B  C3B  C2B  108.20  3.000
 18W  H19  C7B  H18  106.19  3.000
 18W  H19  C7B  C8B  109.58  3.000
 18W  H18  C7B  C8B  109.50  3.000
 18W  H19  C7B  C3B  109.63  3.000
 18W  H18  C7B  C3B  109.63  3.000
 18W  C8B  C7B  C3B  112.13  3.000
 18W  H21  C8B  H20  105.18  3.000
 18W  H21  C8B  C9B  108.34  3.000
 18W  H20  C8B  C9B  108.31  3.000
 18W  H21  C8B  C7B  109.60  3.000
 18W  H20  C8B  C7B  109.33  3.000
 18W  C9B  C8B  C7B  115.58  3.000
 18W  O3B  C9B  O4B  126.27  3.000
 18W  O4B  C9B  C8B  115.74  3.000
 18W  O3B  C9B  C8B  118.00  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
 18W  CONST_01  NA   C1A  C2A  C3A     0.00   0.0  0
 18W  CONST_02  C1A  NA   C4A  C3A     0.00   0.0  0
 18W  CONST_03  C4A  NA   C1A  C2A     0.00   0.0  0
 18W  CONST_04  NA   C4A  C3A  C2A     0.00   0.0  0
 18W  CONST_05  C4A  C3A  C2A  C1A     0.00   0.0  0
 18W  CONST_06  C3B  C4B  NB   C1B     0.00   0.0  0
 18W  CONST_07  C1A  C2A  C3A  C7A   180.00   0.0  0
 18W  CONST_08  NA   C4A  C3A  C7A   180.00   0.0  0
 18W  CONST_09  CHA  C1A  C2A  C3A   180.00   0.0  0
 18W  CONST_10  CHB  C4A  C3A  C2A   180.00   0.0  0
 18W  CONST_11  NA   C1A  C2A  C5A   180.00   0.0  0
 18W  CONST_12  C4A  C3A  C2A  C5A   180.00   0.0  0
 18W  CONST_13  CHB  C4A  NA   C1A   180.00   0.0  0
 18W  CONST_14  C4A  NA   C1A  CHA   180.00   0.0  0
 18W  CONST_15  O5B  C4B  NB   C1B   180.00   0.0  0
 18W  CONST_16  H12  NA   C4A  C3A   180.00   0.0  0
 18W  Var_01    C1B  CHB  C4A  C3A   159.70  30.0  2
 18W  Var_02    NB   C1B  CHB  C4A    -3.03  30.0  2
 18W  Var_03    C2A  C3A  C7A  C8A    89.68  30.0  2
 18W  Var_04    C6A  C5A  C2A  C3A    74.31  30.0  2
 18W  Var_05    C6B  C5B  C2B  C1B   -76.93  30.0  3
 18W  Var_06    C8B  C7B  C3B  C2B   100.90  30.0  3
 18W  Var_07    H9   CHA  C1A  C2A  -128.74  30.0  2
 18W  Var_08    C3A  C7A  C8A  C9A   179.28  30.0  1
 18W  Var_09    O1A  C6A  C5A  C2A    -2.76  30.0  2
 18W  Var_10    O2B  C6B  C5B  C2B   -13.22  30.0  3
 18W  Var_11    C9B  C8B  C7B  C3B  -178.86  30.0  2
 18W  Var_12    C7A  C8A  C9A  O3A    -5.97  30.0  2
 18W  Var_13    O3B  C9B  C8B  C7B     0.59  30.0  2

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
 18W  plan-1  C7A  0.020
 18W  plan-1  C3A  0.020
 18W  plan-1  C2A  0.020
 18W  plan-1  C5A  0.020
 18W  plan-1  C1A  0.020
 18W  plan-1  CHA  0.020
 18W  plan-1  NA   0.020
 18W  plan-1  C4A  0.020
 18W  plan-1  CHB  0.020
 18W  plan-1  H12  0.020
 18W  plan-2  CHB  0.020
 18W  plan-2  C1B  0.020
 18W  plan-2  C2B  0.020
 18W  plan-2  C5B  0.020
 18W  plan-2  NB   0.020
 18W  plan-2  C4B  0.020
 18W  plan-2  O5B  0.020
 18W  plan-2  C3B  0.020
 18W  plan-2  C7B  0.020
 18W  plan-2  H14  0.020
 18W  plan-3  O3A  0.020
 18W  plan-3  C9A  0.020
 18W  plan-3  O4A  0.020
 18W  plan-3  C8A  0.020
 18W  plan-4  C5A  0.020
 18W  plan-4  C6A  0.020
 18W  plan-4  O2A  0.020
 18W  plan-4  O1A  0.020
 18W  plan-5  C5B  0.020
 18W  plan-5  C6B  0.020
 18W  plan-5  O2B  0.020
 18W  plan-5  O1B  0.020
 18W  plan-6  C8B  0.020
 18W  plan-6  C9B  0.020
 18W  plan-6  O4B  0.020
 18W  plan-6  O3B  0.020

