# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 19 06:01:11 2020
#   Inital geometry file: a 113 line input string
#   Ligand name: {(4Z)-4-[(4-hydroxyphenyl)methylidene]-2-[(1Z)-3-(methylsulfanyl)propanimidoyl]-5-oxo-4,5-dihydro-1H-imidazol-1-yl}acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CSCCC(=N)C1=N\C(=C/c2ccc(O)cc2)C(=O)N1CC(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
 NRQ  NRQ  '{(4Z)-4-[(4-hydroxyphenyl)methylidene]-2-[(1Z)-3-(methylsulfanyl)propanimidoyl]-5-oxo-4,5-dihydro-1H-imidazol-1-yl}acetic acid'  L-peptide  41  24  .  2022-07-22  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_NRQ
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
 NRQ  N1    N  N     0  -0.540  -1.2969   1.9951  -1.4371
 NRQ  CE    C  CH3   0  -0.762  -5.9675   3.3522   0.8310
 NRQ  SD    S  S2    0  -0.042  -5.2494   1.6960   0.8256
 NRQ  CG1   C  CH2   0  -0.536  -3.7025   2.0362  -0.0616
 NRQ  CB1   C  CH2   0  -0.529  -2.8918   0.7531  -0.1269
 NRQ  CA1   C  C     0   0.194  -1.5640   0.9305  -0.8099
 NRQ  C1    C  CR5   0   0.488  -0.5286  -0.1251  -0.6336
 NRQ  N2    N  N     0  -0.465   0.7012   0.1972  -0.4270
 NRQ  CD2   C  CR16  0  -0.292   3.5607   1.2205   0.0324
 NRQ  CE2   C  CR16  0  -0.313   4.6078   2.1013   0.1879
 NRQ  CZ    C  CR6   0   0.366   5.8965   1.6256   0.4526
 NRQ  CE1   C  CR16  0  -0.376   6.1154   0.2523   0.5622
 NRQ  CD1   C  CR16  0  -0.278   5.0589  -0.6217   0.4048
 NRQ  CG2   C  CR6   0   0.134   3.7600  -0.1672   0.1366
 NRQ  CA2   C  CR5   0   0.080   1.4013  -0.9875  -0.2656
 NRQ  C2    C  CR5   0   0.546   0.4637  -2.1142  -0.3979
 NRQ  O2    O  O     0  -0.443   0.6337  -3.3137  -0.3406
 NRQ  N3    N  NR5   0  -0.571  -0.7480  -1.4873  -0.6454
 NRQ  CA3   C  CH2   0  -0.479  -1.9406  -2.2282  -0.9278
 NRQ  C3    C  C     0   0.550  -2.6836  -2.5995   0.3384
 NRQ  O3    O  O     0  -0.423  -2.2986  -2.3417   1.4470
 NRQ  OXT   O  OH1   0  -0.582  -3.7995  -3.2473   0.0544
 NRQ  H2    H  H     0   0.354  -0.3526   1.9735  -1.8164
 NRQ  HE1A  H  HCH3  0   0.262  -5.3319   4.0549   1.3682
 NRQ  HE2A  H  HCH3  0   0.262  -6.1330   3.7146  -0.1824
 NRQ  HE3   H  HCH3  0   0.274  -6.9276   3.2913   1.3405
 NRQ  HG11  H  HCH2  0   0.270  -3.9305   2.4033  -1.0623
 NRQ  HG12  H  HCH2  0   0.269  -3.1475   2.8131   0.4661
 NRQ  HB11  H  HCH2  0   0.279  -2.7152   0.3713   0.8827
 NRQ  HB12  H  HCH2  0   0.273  -3.4772  -0.0107  -0.6473
 NRQ  HOH   H  HOH1  0   0.482   7.7208   2.0963   0.7537
 NRQ  HD2   H  HCR6  0   0.278   2.5732   1.6065  -0.1756
 NRQ  HE2   H  HCR6  0   0.273   4.4404   3.1675   0.1037
 NRQ  HE1   H  HCR6  0   0.281   7.1078  -0.1302   0.7701
 NRQ  HD1   H  HCR6  0   0.269   5.2418  -1.6858   0.4922
 NRQ  HB2   H  H     0   0.274   3.0396  -2.1835   0.0852
 NRQ  HA31  H  HCH2  0   0.327  -2.5873  -1.6827  -1.6148
 NRQ  HA32  H  HCH2  0   0.334  -1.6646  -3.1477  -1.4501
 NRQ  HXT   H  HOH1  0   0.491  -4.2670  -3.4920   0.8678
 NRQ  CB2   C  C1    0  -0.368   2.7196  -1.1509  -0.0155
 NRQ  OH    O  OH1   0  -0.613   6.8745   2.5283   0.5878

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
 NRQ  OXT  C3    single    1.321  0.020  1.321
 NRQ  CE   SD    single    1.805  0.020  1.805
 NRQ  SD   CG1   single    1.815  0.020  1.815
 NRQ  CG1  CB1   single    1.519  0.020  1.519
 NRQ  C3   O3    double    1.202  0.020  1.202
 NRQ  C3   CA3   single    1.514  0.020  1.514
 NRQ  O2   C2    double    1.213  0.020  1.213
 NRQ  C2   CA2   single    1.472  0.020  1.472
 NRQ  C2   N3    single    1.386  0.020  1.386
 NRQ  CA2  CB2   double    1.352  0.020  1.352
 NRQ  CA2  N2    single    1.386  0.020  1.386
 NRQ  CB2  CG2   single    1.440  0.020  1.440
 NRQ  CD2  CG2   aromatic  1.406  0.020  1.406
 NRQ  CD2  CE2   aromatic  1.377  0.020  1.377
 NRQ  N3   C1    single    1.380  0.020  1.380
 NRQ  N3   CA3   single    1.432  0.020  1.432
 NRQ  CG2  CD1   aromatic  1.402  0.020  1.402
 NRQ  CE2  CZ    aromatic  1.399  0.020  1.399
 NRQ  N2   C1    double    1.288  0.020  1.288
 NRQ  C1   CA1   single    1.489  0.020  1.489
 NRQ  CZ   OH    single    1.338  0.020  1.338
 NRQ  CZ   CE1   aromatic  1.395  0.020  1.395
 NRQ  CA1  CB1   single    1.504  0.020  1.504
 NRQ  CA1  N1    double    1.264  0.020  1.264
 NRQ  CD1  CE1   aromatic  1.380  0.020  1.380
 NRQ  N1   H2    single    0.890  0.020  1.040
 NRQ  CE   HE1A  single    0.970  0.020  1.090
 NRQ  CE   HE2A  single    0.970  0.020  1.090
 NRQ  CE   HE3   single    0.970  0.020  1.090
 NRQ  CG1  HG11  single    0.970  0.020  1.090
 NRQ  CG1  HG12  single    0.970  0.020  1.090
 NRQ  CB1  HB11  single    0.970  0.020  1.090
 NRQ  CB1  HB12  single    0.970  0.020  1.090
 NRQ  OH   HOH   single    0.850  0.020  0.980
 NRQ  CD2  HD2   single    0.930  0.020  1.080
 NRQ  CE2  HE2   single    0.930  0.020  1.080
 NRQ  CE1  HE1   single    0.930  0.020  1.080
 NRQ  CD1  HD1   single    0.930  0.020  1.080
 NRQ  CB2  HB2   single    0.930  0.020  1.080
 NRQ  CA3  HA31  single    0.970  0.020  1.090
 NRQ  CA3  HA32  single    0.970  0.020  1.090
 NRQ  OXT  HXT   single    0.850  0.020  0.980

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
 NRQ  H2    N1   CA1   111.29  3.000
 NRQ  HE3   CE   HE2A  108.67  3.000
 NRQ  HE3   CE   HE1A  108.66  3.000
 NRQ  HE2A  CE   HE1A  109.46  3.000
 NRQ  HE3   CE   SD    107.51  3.000
 NRQ  HE2A  CE   SD    111.28  3.000
 NRQ  HE1A  CE   SD    111.18  3.000
 NRQ  CG1   SD   CE     99.70  3.000
 NRQ  HG12  CG1  HG11  108.10  3.000
 NRQ  HG12  CG1  CB1   110.54  3.000
 NRQ  HG11  CG1  CB1   110.89  3.000
 NRQ  HG12  CG1  SD    109.30  3.000
 NRQ  HG11  CG1  SD    109.48  3.000
 NRQ  CB1   CG1  SD    108.51  3.000
 NRQ  HB12  CB1  HB11  106.36  3.000
 NRQ  HB12  CB1  CA1   109.80  3.000
 NRQ  HB11  CB1  CA1   108.54  3.000
 NRQ  HB12  CB1  CG1   108.94  3.000
 NRQ  HB11  CB1  CG1   109.96  3.000
 NRQ  CA1   CB1  CG1   113.02  3.000
 NRQ  C1    CA1  CB1   118.46  3.000
 NRQ  CB1   CA1  N1    120.75  3.000
 NRQ  C1    CA1  N1    120.58  3.000
 NRQ  N3    C1   N2    113.59  3.000
 NRQ  N2    C1   CA1   120.37  3.000
 NRQ  N3    C1   CA1   126.03  3.000
 NRQ  CA2   N2   C1    106.69  3.000
 NRQ  HD2   CD2  CG2   119.77  3.000
 NRQ  HD2   CD2  CE2   119.22  3.000
 NRQ  CG2   CD2  CE2   121.01  3.000
 NRQ  HE2   CE2  CZ    119.47  3.000
 NRQ  HE2   CE2  CD2   120.24  3.000
 NRQ  CZ    CE2  CD2   120.29  3.000
 NRQ  CE1   CZ   CE2   119.61  3.000
 NRQ  CE1   CZ   OH    122.79  3.000
 NRQ  CE2   CZ   OH    117.59  3.000
 NRQ  HE1   CE1  CD1   119.96  3.000
 NRQ  HE1   CE1  CZ    120.42  3.000
 NRQ  CD1   CE1  CZ    119.63  3.000
 NRQ  HD1   CD1  CG2   119.36  3.000
 NRQ  HD1   CD1  CE1   118.92  3.000
 NRQ  CG2   CD1  CE1   121.72  3.000
 NRQ  CB2   CG2  CD1   117.92  3.000
 NRQ  CD1   CG2  CD2   117.74  3.000
 NRQ  CB2   CG2  CD2   124.34  3.000
 NRQ  C2    CA2  CB2   123.06  3.000
 NRQ  CB2   CA2  N2    128.14  3.000
 NRQ  C2    CA2  N2    108.80  3.000
 NRQ  N3    C2   O2    125.32  3.000
 NRQ  N3    C2   CA2   103.10  3.000
 NRQ  O2    C2   CA2   131.57  3.000
 NRQ  CA3   N3   C2    121.93  3.000
 NRQ  CA3   N3   C1    130.15  3.000
 NRQ  C2    N3   C1    107.82  3.000
 NRQ  HA32  CA3  HA31  105.65  3.000
 NRQ  HA32  CA3  C3    108.50  3.000
 NRQ  HA31  CA3  C3    111.02  3.000
 NRQ  HA32  CA3  N3    108.61  3.000
 NRQ  HA31  CA3  N3    111.06  3.000
 NRQ  C3    CA3  N3    111.75  3.000
 NRQ  OXT   C3   O3    125.04  3.000
 NRQ  O3    C3   CA3   124.17  3.000
 NRQ  OXT   C3   CA3   110.79  3.000
 NRQ  HXT   OXT  C3    110.53  3.000
 NRQ  HB2   CB2  CA2   114.81  3.000
 NRQ  HB2   CB2  CG2   115.27  3.000
 NRQ  CA2   CB2  CG2   129.92  3.000
 NRQ  HOH   OH   CZ    110.90  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
 NRQ  CONST_01  CE1   CD1  CG2  CD2     0.00   0.0  0
 NRQ  CONST_02  CE1   CZ   CE2  CD2     0.00   0.0  0
 NRQ  CONST_03  CD1   CG2  CD2  CE2     0.00   0.0  0
 NRQ  CONST_04  CD1   CE1  CZ   CE2     0.00   0.0  0
 NRQ  CONST_05  CG2   CD2  CE2  CZ      0.00   0.0  0
 NRQ  CONST_06  CG2   CD1  CE1  CZ      0.00   0.0  0
 NRQ  CONST_07  CA2   C2   N3   C1      0.00   0.0  0
 NRQ  CONST_08  C2    CA2  N2   C1      0.00   0.0  0
 NRQ  CONST_09  N3    C2   CA2  N2      0.00   0.0  0
 NRQ  CONST_10  C2    N3   C1   N2      0.00   0.0  0
 NRQ  CONST_11  N3    C1   N2   CA2     0.00   0.0  0
 NRQ  CONST_12  CD2   CE2  CZ   OH    180.00   0.0  0
 NRQ  CONST_13  CD1   CE1  CZ   OH    180.00   0.0  0
 NRQ  CONST_14  CB2   CG2  CD2  CE2   180.00   0.0  0
 NRQ  CONST_15  CB2   CG2  CD1  CE1   180.00   0.0  0
 NRQ  CONST_16  C2    N3   C1   CA1   180.00   0.0  0
 NRQ  CONST_17  CA2   N2   C1   CA1   180.00   0.0  0
 NRQ  CONST_18  O2    C2   N3   C1    180.00   0.0  0
 NRQ  CONST_19  CA3   N3   C1   N2    180.00   0.0  0
 NRQ  CONST_20  CA3   N3   C2   CA2   180.00   0.0  0
 NRQ  CONST_21  HD1   CD1  CG2  CD2   180.00   0.0  0
 NRQ  CONST_22  HE1   CE1  CZ   CE2   180.00   0.0  0
 NRQ  CONST_23  HD2   CD2  CE2  CZ    180.00   0.0  0
 NRQ  CONST_24  HE2   CE2  CZ   CE1   180.00   0.0  0
 NRQ  CONST_25  CA3   N3   C1   CA1     0.00   0.0  0
 NRQ  CONST_26  CA3   N3   C2   O2      0.00   0.0  0
 NRQ  CONST_27  HXT   OXT  C3   CA3   180.00   0.0  0
 NRQ  Var_01    CG2   CB2  CA2  N2     -0.83  30.0  2
 NRQ  Var_02    CA2   CB2  CG2  CD2    -0.54  30.0  1
 NRQ  Var_03    N3    C1   CA1  N1   -143.76  30.0  3
 NRQ  Var_04    C3    CA3  N3   C1    -95.99  30.0  3
 NRQ  Var_05    C1    CA1  CB1  CG1   164.14  30.0  1
 NRQ  Var_06    OXT   C3   CA3  N3    178.15  30.0  1
 NRQ  Var_07    CB1   CG1  SD   CE    177.50  30.0  3
 NRQ  Var_08    CA1   CB1  CG1  SD   -178.31  30.0  3
 NRQ  Var_09    HE1A  CE   SD   CG1   -61.54  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
 NRQ  plan-1  CA1  0.020
 NRQ  plan-1  C1   0.020
 NRQ  plan-1  N2   0.020
 NRQ  plan-1  CA2  0.020
 NRQ  plan-1  C2   0.020
 NRQ  plan-1  O2   0.020
 NRQ  plan-1  N3   0.020
 NRQ  plan-1  CA3  0.020
 NRQ  plan-1  CB2  0.020
 NRQ  plan-2  CD2  0.020
 NRQ  plan-2  CE2  0.020
 NRQ  plan-2  CZ   0.020
 NRQ  plan-2  CE1  0.020
 NRQ  plan-2  CD1  0.020
 NRQ  plan-2  CG2  0.020
 NRQ  plan-2  HD2  0.020
 NRQ  plan-2  HE2  0.020
 NRQ  plan-2  HE1  0.020
 NRQ  plan-2  HD1  0.020
 NRQ  plan-2  CB2  0.020
 NRQ  plan-2  OH   0.020
 NRQ  plan-3  CA3  0.020
 NRQ  plan-3  C3   0.020
 NRQ  plan-3  O3   0.020
 NRQ  plan-3  OXT  0.020
 NRQ  plan-3  HXT  0.020
 NRQ  plan-4  N1   0.020
 NRQ  plan-4  CB1  0.020
 NRQ  plan-4  CA1  0.020
 NRQ  plan-4  C1   0.020
 NRQ  plan-4  H2   0.020

