# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 07:47:05 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  53  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  -0.444  -3.4925   4.0690   0.0688
 18W  C9A  C  C     0   0.553  -3.0945   3.5195   1.0657
 18W  O4A  O  OH1   0  -0.596  -2.8718   4.1615   2.2082
 18W  C8A  C  CH2   0  -0.574  -2.7941   2.0512   1.1834
 18W  C7A  C  CH2   0  -0.559  -2.9786   1.2840  -0.1231
 18W  C3A  C  CR5   0   0.037  -2.6884  -0.1702   0.0537
 18W  C2A  C  CR5   0   0.006  -3.6176  -1.1787   0.3988
 18W  C5A  C  CH2   0  -0.737  -5.0834  -0.9982   0.5824
 18W  C6A  C  C     0   0.559  -5.8606  -1.0383  -0.7122
 18W  O2A  O  OH1   0  -0.595  -7.1704  -0.9843  -0.4920
 18W  O1A  O  O     0  -0.435  -5.3762  -1.1001  -1.8126
 18W  C1A  C  CR5   0   0.290  -2.9187  -2.3639   0.5230
 18W  CHA  C  CH3   0  -0.741  -3.3938  -3.7428   0.8065
 18W  NA   N  NR15  0  -0.715  -1.6089  -2.0937   0.2982
 18W  C4A  C  CR5   0   0.332  -1.4360  -0.7639  -0.0001
 18W  CHB  C  C1    0  -0.438  -0.1833  -0.1372  -0.2833
 18W  C1B  C  CR5   0   0.427   1.0662  -0.5643  -0.0059
 18W  C2B  C  CR5   0   0.080   2.3049   0.0790  -0.4121
 18W  C5B  C  CH2   0  -0.755   2.3565   1.3225  -1.2261
 18W  C6B  C  C     0   0.560   2.0710   1.0741  -2.6884
 18W  O2B  O  O     0  -0.428   2.0142  -0.0123  -3.2025
 18W  O1B  O  OH1   0  -0.589   1.9127   2.2134  -3.3481
 18W  NB   N  NR15  0  -0.780   1.4394  -1.7029   0.6982
 18W  C4B  C  CR5   0   0.499   2.8034  -1.7875   0.8075
 18W  O5B  O  O     0  -0.461   3.4182  -2.6434   1.4214
 18W  C3B  C  CR5   0  -0.078   3.3448  -0.6471   0.0464
 18W  C7B  C  CH2   0  -0.525   4.8068  -0.4072  -0.0946
 18W  C8B  C  CH2   0  -0.579   5.4044   0.1359   1.2014
 18W  C9B  C  C     0   0.554   6.8794   0.4097   1.1008
 18W  O4B  O  OH1   0  -0.596   7.3672   0.8981   2.2365
 18W  O3B  O  O     0  -0.444   7.5559   0.2180   0.1212
 18W  H1   H  HOH1  0   0.479  -3.0746   5.1031   2.1040
 18W  H2   H  HCH2  0   0.285  -1.7714   1.9340   1.5531
 18W  H3   H  HCH2  0   0.286  -3.4340   1.6328   1.9668
 18W  H4   H  HCH2  0   0.255  -3.9991   1.4169  -0.4867
 18W  H5   H  HCH2  0   0.257  -2.3306   1.7107  -0.8927
 18W  H6   H  HCH2  0   0.301  -5.4977  -1.7525   1.2569
 18W  H7   H  HCH2  0   0.298  -5.3055  -0.0403   1.0645
 18W  H8   H  HOH1  0   0.480  -7.6502  -0.9960  -1.3338
 18W  H9   H  HCH3  0   0.256  -2.8165  -4.2092   1.6061
 18W  H10  H  HCH3  0   0.252  -4.4386  -3.7369   1.1103
 18W  H11  H  HCH3  0   0.258  -3.3134  -4.3851  -0.0729
 18W  H12  H  HNR5  0   0.407  -0.9125  -2.8116   0.1800
 18W  H13  H  H     0   0.258  -0.2599   0.8244  -0.7772
 18W  H15  H  HCH2  0   0.309   1.6687   2.0808  -0.8427
 18W  H16  H  HCH2  0   0.324   3.3494   1.7767  -1.1604
 18W  H17  H  HOH1  0   0.484   1.7615   2.0360  -4.2888
 18W  H18  H  HCH2  0   0.264   5.3052  -1.3401  -0.3668
 18W  H19  H  HCH2  0   0.256   4.9917   0.2945  -0.9092
 18W  H20  H  HCH2  0   0.289   4.8998   1.0609   1.4949
 18W  H21  H  HCH2  0   0.289   5.2422  -0.5670   2.0232
 18W  H22  H  HOH1  0   0.479   8.3167   1.0676   2.1443
 18W  H14  H  HNR5  0   0.403   0.8277  -2.2319   1.2997

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    1.220  0.020  1.220
 18W  CHA  C1A  single    1.486  0.020  1.486
 18W  O3B  C9B  double    1.206  0.020  1.206
 18W  C4B  NB   single    1.371  0.020  1.371
 18W  C4B  C3B  single    1.474  0.020  1.474
 18W  C1A  NA   aromatic  1.356  0.020  1.356
 18W  C1A  C2A  aromatic  1.382  0.020  1.382
 18W  NB   C1B  single    1.390  0.020  1.390
 18W  NA   C4A  aromatic  1.374  0.020  1.374
 18W  O1A  C6A  double    1.204  0.020  1.204
 18W  C9B  C8B  single    1.504  0.020  1.504
 18W  C9B  O4B  single    1.329  0.020  1.329
 18W  C8B  C7B  single    1.527  0.020  1.527
 18W  C6A  O2A  single    1.329  0.020  1.329
 18W  C6A  C5A  single    1.510  0.020  1.510
 18W  C3B  C7B  single    1.488  0.020  1.488
 18W  C3B  C2B  double    1.349  0.020  1.349
 18W  C2A  C5A  single    1.488  0.020  1.488
 18W  C2A  C3A  aromatic  1.414  0.020  1.414
 18W  C1B  C2B  single    1.454  0.020  1.454
 18W  C1B  CHB  double    1.349  0.020  1.349
 18W  C4A  C3A  aromatic  1.387  0.020  1.387
 18W  C4A  CHB  single    1.429  0.020  1.429
 18W  C2B  C5B  single    1.487  0.020  1.487
 18W  C3A  C7A  single    1.493  0.020  1.493
 18W  C5B  C6B  single    1.510  0.020  1.510
 18W  C7A  C8A  single    1.526  0.020  1.526
 18W  C8A  C9A  single    1.503  0.020  1.503
 18W  O2B  C6B  double    1.203  0.020  1.203
 18W  C6B  O1B  single    1.326  0.020  1.326
 18W  C9A  O3A  double    1.206  0.020  1.206
 18W  C9A  O4A  single    1.329  0.020  1.329
 18W  O4A  H1   single    0.850  0.020  0.980
 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  O2A  H8   single    0.850  0.020  0.980
 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  O1B  H17  single    0.850  0.020  0.980
 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  O4B  H22  single    0.850  0.020  0.980
 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  111.78  3.000
 18W  O4A  C9A  O3A  123.08  3.000
 18W  C8A  C9A  O3A  125.15  3.000
 18W  H1   O4A  C9A  109.99  3.000
 18W  H3   C8A  H2   105.29  3.000
 18W  H3   C8A  C7A  110.48  3.000
 18W  H2   C8A  C7A  110.40  3.000
 18W  H3   C8A  C9A  108.21  3.000
 18W  H2   C8A  C9A  108.54  3.000
 18W  C7A  C8A  C9A  113.56  3.000
 18W  H5   C7A  H4   105.80  3.000
 18W  H5   C7A  C3A  110.38  3.000
 18W  H4   C7A  C3A  109.86  3.000
 18W  H5   C7A  C8A  109.57  3.000
 18W  H4   C7A  C8A  109.69  3.000
 18W  C3A  C7A  C8A  111.38  3.000
 18W  C4A  C3A  C2A  107.31  3.000
 18W  C4A  C3A  C7A  125.99  3.000
 18W  C2A  C3A  C7A  126.56  3.000
 18W  C1A  C2A  C5A  126.25  3.000
 18W  C5A  C2A  C3A  126.21  3.000
 18W  C1A  C2A  C3A  107.53  3.000
 18W  H7   C5A  H6   104.77  3.000
 18W  H7   C5A  C6A  107.23  3.000
 18W  H6   C5A  C6A  108.39  3.000
 18W  H7   C5A  C2A  111.11  3.000
 18W  H6   C5A  C2A  111.44  3.000
 18W  C6A  C5A  C2A  113.45  3.000
 18W  O1A  C6A  O2A  123.36  3.000
 18W  O2A  C6A  C5A  111.34  3.000
 18W  O1A  C6A  C5A  125.29  3.000
 18W  H8   O2A  C6A  110.09  3.000
 18W  NA   C1A  CHA  121.69  3.000
 18W  NA   C1A  C2A  107.63  3.000
 18W  CHA  C1A  C2A  130.66  3.000
 18W  H11  CHA  H10  107.38  3.000
 18W  H11  CHA  H9   107.45  3.000
 18W  H10  CHA  H9   107.81  3.000
 18W  H11  CHA  C1A  111.63  3.000
 18W  H10  CHA  C1A  110.81  3.000
 18W  H9   CHA  C1A  111.55  3.000
 18W  H12  NA   C4A  125.28  3.000
 18W  H12  NA   C1A  123.04  3.000
 18W  C4A  NA   C1A  110.51  3.000
 18W  CHB  C4A  NA   125.30  3.000
 18W  CHB  C4A  C3A  127.70  3.000
 18W  NA   C4A  C3A  107.00  3.000
 18W  H13  CHB  C1B  116.11  3.000
 18W  H13  CHB  C4A  114.67  3.000
 18W  C1B  CHB  C4A  129.21  3.000
 18W  NB   C1B  C2B  105.98  3.000
 18W  C2B  C1B  CHB  126.27  3.000
 18W  NB   C1B  CHB  127.75  3.000
 18W  C3B  C2B  C5B  127.56  3.000
 18W  C5B  C2B  C1B  123.54  3.000
 18W  C3B  C2B  C1B  108.89  3.000
 18W  H16  C5B  H15  105.19  3.000
 18W  H16  C5B  C6B  107.34  3.000
 18W  H15  C5B  C6B  109.56  3.000
 18W  H16  C5B  C2B  110.23  3.000
 18W  H15  C5B  C2B  111.48  3.000
 18W  C6B  C5B  C2B  112.70  3.000
 18W  O1B  C6B  O2B  123.89  3.000
 18W  O1B  C6B  C5B  111.28  3.000
 18W  O2B  C6B  C5B  124.82  3.000
 18W  H17  O1B  C6B  110.13  3.000
 18W  H14  NB   C4B  121.59  3.000
 18W  H14  NB   C1B  124.70  3.000
 18W  C4B  NB   C1B  110.99  3.000
 18W  C3B  C4B  O5B  128.15  3.000
 18W  C3B  C4B  NB   106.05  3.000
 18W  O5B  C4B  NB   125.80  3.000
 18W  C7B  C3B  C4B  122.30  3.000
 18W  C7B  C3B  C2B  129.68  3.000
 18W  C4B  C3B  C2B  107.99  3.000
 18W  H19  C7B  H18  106.62  3.000
 18W  H19  C7B  C8B  109.79  3.000
 18W  H18  C7B  C8B  109.67  3.000
 18W  H19  C7B  C3B  109.94  3.000
 18W  H18  C7B  C3B  109.53  3.000
 18W  C8B  C7B  C3B  111.19  3.000
 18W  H21  C8B  H20  105.87  3.000
 18W  H21  C8B  C9B  108.24  3.000
 18W  H20  C8B  C9B  108.45  3.000
 18W  H21  C8B  C7B  110.56  3.000
 18W  H20  C8B  C7B  110.36  3.000
 18W  C9B  C8B  C7B  113.07  3.000
 18W  O3B  C9B  O4B  123.14  3.000
 18W  O4B  C9B  C8B  111.70  3.000
 18W  O3B  C9B  C8B  125.16  3.000
 18W  H22  O4B  C9B  110.04  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  CONST_17  H14  NB   C4B  C3B   180.00   0.0  0
 18W  CONST_18  H1   O4A  C9A  O3A     0.00   0.0  0
 18W  CONST_19  H8   O2A  C6A  C5A   180.00   0.0  0
 18W  CONST_20  H17  O1B  C6B  C5B   180.00   0.0  0
 18W  CONST_21  H22  O4B  C9B  C8B   180.00   0.0  0
 18W  Var_01    C1B  CHB  C4A  C3A   160.27  30.0  2
 18W  Var_02    NB   C1B  CHB  C4A    -3.83  30.0  2
 18W  Var_03    C2A  C3A  C7A  C8A    90.90  30.0  3
 18W  Var_04    C6A  C5A  C2A  C3A    83.23  30.0  2
 18W  Var_05    C6B  C5B  C2B  C1B   -76.73  30.0  3
 18W  Var_06    C8B  C7B  C3B  C2B   103.55  30.0  3
 18W  Var_07    H9   CHA  C1A  C2A  -130.79  30.0  2
 18W  Var_08    C3A  C7A  C8A  C9A  -179.12  30.0  1
 18W  Var_09    O1A  C6A  C5A  C2A    -5.73  30.0  2
 18W  Var_10    O2B  C6B  C5B  C2B   -11.14  30.0  3
 18W  Var_11    C9B  C8B  C7B  C3B  -179.30  30.0  1
 18W  Var_12    C7A  C8A  C9A  O3A     2.65  30.0  1
 18W  Var_13    O3B  C9B  C8B  C7B    -0.85  30.0  1

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-3  H1   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-4  H8   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-5  H17  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
 18W  plan-6  H22  0.020

