# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 20:23:09 2020
#   Inital geometry file: a 116 line input string
#   Ligand name: [(4Z)-2-[(1E)-4-amino-4-oxobutanimidoyl]-4-(4-hydroxybenzylidene)-5-oxo-4,5-dihydro-1H-imidazol-1-yl]acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)CCC(=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
 CRQ  CRQ  '[(4Z)-2-[(1E)-4-amino-4-oxobutanimidoyl]-4-(4-hydroxybenzylidene)-5-oxo-4,5-dihydro-1H-imidazol-1-yl]acetic acid'  L-peptide  41  25  .  2022-09-22  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT (side chain)
;

data_comp_CRQ
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
 CRQ  N     N  N     0  -0.545   1.2331  -2.2499   1.2716
 CRQ  CA1   C  C     0   0.187   1.5642  -1.1789   0.6857
 CRQ  CB1   C  CH2   0  -0.525   2.8928  -1.0516  -0.0021
 CRQ  CG1   C  CH2   0  -0.566   3.6675  -2.3565  -0.0567
 CRQ  C1    C  CR5   0   0.491   0.5917  -0.0556   0.5721
 CRQ  N2    N  N     0  -0.466  -0.6612  -0.2955   0.3928
 CRQ  N3    N  NR5   0  -0.571   0.8930   1.2903   0.6244
 CRQ  C2    C  CR5   0   0.545  -0.2852   1.9968   0.4359
 CRQ  O2    O  O     0  -0.443  -0.3839   3.2056   0.4264
 CRQ  CA2   C  CR5   0   0.081  -1.2931   0.9334   0.2963
 CRQ  CA3   C  CH2   0  -0.479   2.1338   1.9494   0.9032
 CRQ  CB2   C  C1    0  -0.369  -2.6074   1.1839   0.1049
 CRQ  CG2   C  CR6   0   0.135  -3.7126   0.2711  -0.0315
 CRQ  CD1   C  CR16  0  -0.292  -3.5982  -1.1289   0.0247
 CRQ  CD2   C  CR16  0  -0.278  -4.9904   0.8137  -0.2268
 CRQ  CE1   C  CR16  0  -0.313  -4.7056  -1.9371  -0.1064
 CRQ  CE2   C  CR16  0  -0.376  -6.1065   0.0129  -0.3598
 CRQ  CZ    C  CR6   0   0.366  -5.9718  -1.3741  -0.2986
 CRQ  OH    O  OH1   0  -0.613  -7.0111  -2.2087  -0.4157
 CRQ  OE1   O  O     0  -0.494   5.0666  -1.4652  -1.7949
 CRQ  C     C  C     0   0.550   2.8766   2.3066  -0.3673
 CRQ  O     O  O     0  -0.421   2.4373   2.1441  -1.4735
 CRQ  CD3   C  C     0   0.530   4.9633  -2.2074  -0.8281
 CRQ  NE1   N  NH2   0  -0.805   5.9718  -2.9724  -0.3864
 CRQ  OXT   O  OH1   0  -0.583   4.0578   2.8295  -0.0883
 CRQ  HN1   H  H     0   0.352   0.2934  -2.1830   1.6573
 CRQ  HB11  H  HCH2  0   0.280   2.7275  -0.6673  -1.0114
 CRQ  HB12  H  HCH2  0   0.267   3.5009  -0.3011   0.5098
 CRQ  HG11  H  HCH2  0   0.262   3.8581  -2.7303   0.9495
 CRQ  HG12  H  HCH2  0   0.282   3.0717  -3.1241  -0.5589
 CRQ  HA31  H  HCH2  0   0.334   1.9214   2.8736   1.4469
 CRQ  HA32  H  HCH2  0   0.324   2.7548   1.3517   1.5699
 CRQ  HB1   H  H     0   0.275  -2.8669   2.2369   0.0492
 CRQ  HD1   H  HCR6  0   0.278  -2.6296  -1.5830   0.1769
 CRQ  HD2   H  HCR6  0   0.269  -5.1091   1.8894  -0.2738
 CRQ  HE1   H  HCR6  0   0.273  -4.6026  -3.0138  -0.0601
 CRQ  HE2   H  HCR6  0   0.281  -7.0801   0.4637  -0.5119
 CRQ  HH    H  HOH1  0   0.482  -7.8346  -1.7184  -0.5239
 CRQ  HE11  H  HNH2  0   0.406   5.8798  -3.5576   0.4255
 CRQ  HE12  H  HNH2  0   0.399   6.8609  -2.9708  -0.8593
 CRQ  HXT   H  HOH1  0   0.491   4.5202   3.0800  -0.9028

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
 CRQ  N    CA1   double    1.265  0.020  1.265
 CRQ  N    HN1   single    0.890  0.020  1.040
 CRQ  CA1  CB1   single    1.501  0.020  1.501
 CRQ  CA1  C1    single    1.490  0.020  1.490
 CRQ  CB1  CG1   single    1.519  0.020  1.519
 CRQ  CB1  HB11  single    0.970  0.020  1.090
 CRQ  CB1  HB12  single    0.970  0.020  1.090
 CRQ  CG1  CD3   single    1.515  0.020  1.515
 CRQ  CG1  HG11  single    0.970  0.020  1.090
 CRQ  CG1  HG12  single    0.970  0.020  1.090
 CRQ  C1   N2    double    1.288  0.020  1.288
 CRQ  C1   N3    single    1.380  0.020  1.380
 CRQ  N2   CA2   single    1.385  0.020  1.385
 CRQ  N3   C2    single    1.387  0.020  1.387
 CRQ  N3   CA3   single    1.432  0.020  1.432
 CRQ  C2   O2    double    1.213  0.020  1.213
 CRQ  C2   CA2   single    1.472  0.020  1.472
 CRQ  CA2  CB2   double    1.352  0.020  1.352
 CRQ  CA3  C     single    1.514  0.020  1.514
 CRQ  CA3  HA31  single    0.970  0.020  1.090
 CRQ  CA3  HA32  single    0.970  0.020  1.090
 CRQ  CB2  CG2   single    1.440  0.020  1.440
 CRQ  CB2  HB1   single    0.930  0.020  1.080
 CRQ  CG2  CD1   aromatic  1.406  0.020  1.406
 CRQ  CG2  CD2   aromatic  1.402  0.020  1.402
 CRQ  CD1  CE1   aromatic  1.377  0.020  1.377
 CRQ  CD1  HD1   single    0.930  0.020  1.080
 CRQ  CD2  CE2   aromatic  1.380  0.020  1.380
 CRQ  CD2  HD2   single    0.930  0.020  1.080
 CRQ  CE1  CZ    aromatic  1.399  0.020  1.399
 CRQ  CE1  HE1   single    0.930  0.020  1.080
 CRQ  CE2  CZ    aromatic  1.395  0.020  1.395
 CRQ  CE2  HE2   single    0.930  0.020  1.080
 CRQ  CZ   OH    single    1.338  0.020  1.338
 CRQ  OH   HH    single    0.850  0.020  0.980
 CRQ  OE1  CD3   double    1.223  0.020  1.223
 CRQ  C    O     double    1.201  0.020  1.201
 CRQ  C    OXT   single    1.322  0.020  1.322
 CRQ  CD3  NE1   single    1.341  0.020  1.341
 CRQ  NE1  HE11  single    0.860  0.020  1.020
 CRQ  NE1  HE12  single    0.860  0.020  1.020
 CRQ  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
 CRQ  HN1   N    CA1   111.19  3.000
 CRQ  C1    CA1  CB1   118.60  3.000
 CRQ  C1    CA1  N     120.18  3.000
 CRQ  CB1   CA1  N     121.04  3.000
 CRQ  HB12  CB1  HB11  105.98  3.000
 CRQ  HB12  CB1  CG1   108.84  3.000
 CRQ  HB11  CB1  CG1   110.26  3.000
 CRQ  HB12  CB1  CA1   109.63  3.000
 CRQ  HB11  CB1  CA1   108.61  3.000
 CRQ  CG1   CB1  CA1   113.27  3.000
 CRQ  HG12  CG1  HG11  106.16  3.000
 CRQ  HG12  CG1  CD3   107.52  3.000
 CRQ  HG11  CG1  CD3   110.74  3.000
 CRQ  HG12  CG1  CB1   109.98  3.000
 CRQ  HG11  CG1  CB1   110.53  3.000
 CRQ  CD3   CG1  CB1   111.72  3.000
 CRQ  N3    C1   N2    113.53  3.000
 CRQ  N3    C1   CA1   126.14  3.000
 CRQ  N2    C1   CA1   120.33  3.000
 CRQ  CA2   N2   C1    106.75  3.000
 CRQ  CA3   N3   C2    121.87  3.000
 CRQ  CA3   N3   C1    130.18  3.000
 CRQ  C2    N3   C1    107.83  3.000
 CRQ  CA2   C2   O2    131.58  3.000
 CRQ  CA2   C2   N3    103.10  3.000
 CRQ  O2    C2   N3    125.31  3.000
 CRQ  CB2   CA2  C2    123.06  3.000
 CRQ  CB2   CA2  N2    128.16  3.000
 CRQ  C2    CA2  N2    108.78  3.000
 CRQ  HA32  CA3  HA31  105.67  3.000
 CRQ  HA32  CA3  C     111.29  3.000
 CRQ  HA31  CA3  C     108.25  3.000
 CRQ  HA32  CA3  N3    111.12  3.000
 CRQ  HA31  CA3  N3    108.52  3.000
 CRQ  C     CA3  N3    111.72  3.000
 CRQ  HB1   CB2  CG2   115.24  3.000
 CRQ  HB1   CB2  CA2   114.79  3.000
 CRQ  CG2   CB2  CA2   129.97  3.000
 CRQ  CD2   CG2  CD1   117.72  3.000
 CRQ  CD2   CG2  CB2   117.87  3.000
 CRQ  CD1   CG2  CB2   124.41  3.000
 CRQ  HD1   CD1  CE1   119.19  3.000
 CRQ  HD1   CD1  CG2   119.80  3.000
 CRQ  CE1   CD1  CG2   121.01  3.000
 CRQ  HD2   CD2  CE2   118.91  3.000
 CRQ  HD2   CD2  CG2   119.36  3.000
 CRQ  CE2   CD2  CG2   121.73  3.000
 CRQ  HE1   CE1  CZ    119.49  3.000
 CRQ  HE1   CE1  CD1   120.20  3.000
 CRQ  CZ    CE1  CD1   120.31  3.000
 CRQ  HE2   CE2  CZ    120.44  3.000
 CRQ  HE2   CE2  CD2   119.92  3.000
 CRQ  CZ    CE2  CD2   119.65  3.000
 CRQ  OH    CZ   CE2   122.78  3.000
 CRQ  OH    CZ   CE1   117.64  3.000
 CRQ  CE2   CZ   CE1   119.58  3.000
 CRQ  HH    OH   CZ    110.85  3.000
 CRQ  OXT   C    O     125.09  3.000
 CRQ  OXT   C    CA3   110.77  3.000
 CRQ  O     C    CA3   124.14  3.000
 CRQ  NE1   CD3  OE1   122.90  3.000
 CRQ  NE1   CD3  CG1   114.79  3.000
 CRQ  OE1   CD3  CG1   122.29  3.000
 CRQ  HE12  NE1  HE11  117.46  3.000
 CRQ  HE12  NE1  CD3   120.56  3.000
 CRQ  HE11  NE1  CD3   121.98  3.000
 CRQ  HXT   OXT  C     110.56  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
 CRQ  CONST_01  CZ    CE1  CD1  CG2     0.00   0.0  0
 CRQ  CONST_02  CZ    CE2  CD2  CG2     0.00   0.0  0
 CRQ  CONST_03  CE2   CD2  CG2  CD1     0.00   0.0  0
 CRQ  CONST_04  CE2   CZ   CE1  CD1     0.00   0.0  0
 CRQ  CONST_05  CE1   CD1  CG2  CD2     0.00   0.0  0
 CRQ  CONST_06  CE1   CZ   CE2  CD2     0.00   0.0  0
 CRQ  CONST_07  C2    CA2  N2   C1      0.00   0.0  0
 CRQ  CONST_08  CA2   C2   N3   C1      0.00   0.0  0
 CRQ  CONST_09  C2    N3   C1   N2      0.00   0.0  0
 CRQ  CONST_10  N3    C2   CA2  N2      0.00   0.0  0
 CRQ  CONST_11  CA2   N2   C1   N3      0.00   0.0  0
 CRQ  CONST_12  CE1   CD1  CG2  CB2   180.00   0.0  0
 CRQ  CONST_13  CE2   CD2  CG2  CB2   180.00   0.0  0
 CRQ  CONST_14  OH    CZ   CE1  CD1   180.00   0.0  0
 CRQ  CONST_15  OH    CZ   CE2  CD2   180.00   0.0  0
 CRQ  CONST_16  CA2   N2   C1   CA1   180.00   0.0  0
 CRQ  CONST_17  C2    N3   C1   CA1   180.00   0.0  0
 CRQ  CONST_18  O2    C2   N3   C1    180.00   0.0  0
 CRQ  CONST_19  CA3   N3   C1   N2    180.00   0.0  0
 CRQ  CONST_20  CA3   N3   C2   CA2   180.00   0.0  0
 CRQ  CONST_21  HE1   CE1  CD1  CG2   180.00   0.0  0
 CRQ  CONST_22  HE2   CE2  CD2  CG2   180.00   0.0  0
 CRQ  CONST_23  HD2   CD2  CG2  CD1   180.00   0.0  0
 CRQ  CONST_24  HD1   CD1  CG2  CD2   180.00   0.0  0
 CRQ  CONST_25  CA3   N3   C1   CA1     0.00   0.0  0
 CRQ  CONST_26  CA3   N3   C2   O2      0.00   0.0  0
 CRQ  CONST_27  HN1   N    CA1  C1      0.00   0.0  0
 CRQ  CONST_28  HE11  NE1  CD3  CG1     0.00   0.0  0
 CRQ  CONST_29  HE12  NE1  CD3  CG1   180.00   0.0  0
 CRQ  CONST_30  HXT   OXT  C    CA3   180.00   0.0  0
 CRQ  Var_01    CG2   CB2  CA2  N2      1.02  30.0  2
 CRQ  Var_02    CD1   CG2  CB2  CA2     0.47  30.0  2
 CRQ  Var_03    N2    C1   CA1  N     -36.25  30.0  2
 CRQ  Var_04    C     CA3  N3   C1     95.37  30.0  3
 CRQ  Var_05    C1    CA1  CB1  CG1  -167.98  30.0  1
 CRQ  Var_06    O     C    CA3  N3      4.96  30.0  3
 CRQ  Var_07    CD3   CG1  CB1  CA1   176.64  30.0  3
 CRQ  Var_08    OE1   CD3  CG1  CB1   -34.45  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
 CRQ  plan-1  CA1   0.020
 CRQ  plan-1  C1    0.020
 CRQ  plan-1  N2    0.020
 CRQ  plan-1  N3    0.020
 CRQ  plan-1  C2    0.020
 CRQ  plan-1  O2    0.020
 CRQ  plan-1  CA2   0.020
 CRQ  plan-1  CA3   0.020
 CRQ  plan-1  CB2   0.020
 CRQ  plan-2  CB2   0.020
 CRQ  plan-2  CG2   0.020
 CRQ  plan-2  CD1   0.020
 CRQ  plan-2  CD2   0.020
 CRQ  plan-2  CE1   0.020
 CRQ  plan-2  CE2   0.020
 CRQ  plan-2  CZ    0.020
 CRQ  plan-2  OH    0.020
 CRQ  plan-2  HD1   0.020
 CRQ  plan-2  HD2   0.020
 CRQ  plan-2  HE1   0.020
 CRQ  plan-2  HE2   0.020
 CRQ  plan-3  CG1   0.020
 CRQ  plan-3  OE1   0.020
 CRQ  plan-3  CD3   0.020
 CRQ  plan-3  NE1   0.020
 CRQ  plan-3  HE11  0.020
 CRQ  plan-3  HE12  0.020
 CRQ  plan-4  CA3   0.020
 CRQ  plan-4  C     0.020
 CRQ  plan-4  O     0.020
 CRQ  plan-4  OXT   0.020
 CRQ  plan-4  HXT   0.020
 CRQ  plan-5  N     0.020
 CRQ  plan-5  CA1   0.020
 CRQ  plan-5  CB1   0.020
 CRQ  plan-5  C1    0.020
 CRQ  plan-5  HN1   0.020

