# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Jul 30 11:43:31 2022
#   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  "[2-(3-CARBAMOYL-1-IMINO-PROPYL)-4-(4-HYDROXY-BENZYLIDENE)-5-OXO-4,5-DIHYDRO-IMIDAZOL-1-YL]-ACETIC ACID"  L-peptide  40  25  .  2022-09-22  2022-09-22
;
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  -0.568   1.2602  -1.7939  -1.2482
 CRQ  CA1   C  C      0   0.206   1.6041  -0.8775  -0.4457
 CRQ  CB1   C  CH2    0  -0.518   2.9476  -0.9079   0.2252
 CRQ  CG1   C  CH2    0  -0.576   3.6536  -2.2408   0.0670
 CRQ  C1    C  CR5    0   0.502   0.6300   0.1819  -0.0626
 CRQ  N2    N  N      0  -0.489  -0.6323  -0.0899  -0.0556
 CRQ  N3    N  NR5    0  -0.558   0.9344   1.4492   0.3838
 CRQ  C2    C  CR5    0   0.526  -0.2606   2.0874   0.6617
 CRQ  O2    O  O      0  -0.452  -0.3884   3.2389   1.0277
 CRQ  CA2   C  CR5    0   0.089  -1.2761   1.0516   0.3877
 CRQ  CA3   C  CH2    0  -0.486   2.1792   2.1622   0.2213
 CRQ  CB2   C  C1     0  -0.382  -2.6001   1.2471   0.5647
 CRQ  CG2   C  CR6    0   0.132  -3.7009   0.3409   0.3392
 CRQ  CD1   C  CR16   0  -0.296  -3.5584  -0.9717  -0.1357
 CRQ  CD2   C  CR16   0  -0.283  -5.0001   0.7969   0.6093
 CRQ  CE1   C  CR16   0  -0.360  -4.6584  -1.7824  -0.3277
 CRQ  CE2   C  CR16   0  -0.331  -6.1067  -0.0051   0.4211
 CRQ  CZ    C  CR6    0   0.364  -5.9427  -1.3078  -0.0506
 CRQ  OH    O  OH1    0  -0.618  -7.0409  -2.0565  -0.2206
 CRQ  OE1   O  O      0  -0.494   5.5349  -1.2705   1.2203
 CRQ  C     C  C      0   0.420   2.6859   2.1690  -1.2395
 CRQ  O     O  O      0  -0.579   2.0250   1.5208  -2.0685
 CRQ  CD3   C  C      0   0.531   5.0160  -2.2637   0.7307
 CRQ  NE1   N  NH2    0  -0.807   5.6121  -3.4667   0.7275
 CRQ  OXT   O  OC    -1  -0.601   3.7233   2.8267  -1.4238
 CRQ  HN1   H  H      0   0.345   0.3141  -1.6355  -1.5893
 CRQ  HB11  H  HCH2   0   0.275   3.5748  -0.1169  -0.1895
 CRQ  HB12  H  HCH2   0   0.266   2.8194  -0.6650   1.2836
 CRQ  HG11  H  HCH2   0   0.270   3.0440  -3.0498   0.4772
 CRQ  HG12  H  HCH2   0   0.278   3.7825  -2.4787  -0.9915
 CRQ  HA31  H  HCH2   0   0.281   2.0030   3.1876   0.5472
 CRQ  HA32  H  HCH2   0   0.272   2.9467   1.7623   0.8857
 CRQ  HB1   H  H      0   0.269  -2.8767   2.2320   0.9286
 CRQ  HD1   H  HCR6   0   0.281  -2.5745  -1.3585  -0.3573
 CRQ  HD2   H  HCR6   0   0.263  -5.1428   1.8068   0.9746
 CRQ  HE1   H  HCR6   0   0.278  -4.5204  -2.7929  -0.6954
 CRQ  HE2   H  HCR6   0   0.271  -7.0991   0.3698   0.6361
 CRQ  HH    H  HOH1   0   0.480  -6.8085  -2.9308  -0.5552
 CRQ  HE11  H  HNH2   0   0.405   5.1748  -4.2759   0.3223
 CRQ  HE12  H  HNH2   0   0.397   6.5283  -3.5845   1.1272

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    1.266  0.020  1.266
 CRQ  N    HN1   single    0.890  0.020  1.040
 CRQ  CA1  CB1   single    1.502  0.020  1.502
 CRQ  CA1  C1    single    1.489  0.020  1.489
 CRQ  CB1  CG1   single    1.517  0.020  1.517
 CRQ  CB1  HB11  single    0.970  0.020  1.090
 CRQ  CB1  HB12  single    0.970  0.020  1.090
 CRQ  CG1  CD3   single    1.516  0.020  1.516
 CRQ  CG1  HG11  single    0.970  0.020  1.090
 CRQ  CG1  HG12  single    0.970  0.020  1.090
 CRQ  C1   N2    double    1.291  0.020  1.291
 CRQ  C1   N3    single    1.378  0.020  1.378
 CRQ  N2   CA2   single    1.383  0.020  1.383
 CRQ  N3   C2    single    1.383  0.020  1.383
 CRQ  N3   CA3   single    1.444  0.020  1.444
 CRQ  C2   O2    double    1.215  0.020  1.215
 CRQ  C2   CA2   single    1.476  0.020  1.476
 CRQ  CA2  CB2   double    1.350  0.020  1.350
 CRQ  CA3  C     single    1.546  0.020  1.546
 CRQ  CA3  HA31  single    0.970  0.020  1.090
 CRQ  CA3  HA32  single    0.970  0.020  1.090
 CRQ  CB2  CG2   single    1.444  0.020  1.444
 CRQ  CB2  HB1   single    0.930  0.020  1.080
 CRQ  CG2  CD1   aromatic  1.403  0.020  1.403
 CRQ  CG2  CD2   aromatic  1.403  0.020  1.403
 CRQ  CD1  CE1   aromatic  1.380  0.020  1.380
 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  1.397  0.020  1.397
 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    1.340  0.020  1.340
 CRQ  OH   HH    single    0.850  0.020  0.980
 CRQ  OE1  CD3   double    1.223  0.020  1.223
 CRQ  C    O     deloc     1.243  0.020  1.243
 CRQ  C    OXT   deloc     1.242  0.020  1.242
 CRQ  CD3  NE1   single    1.343  0.020  1.343
 CRQ  NE1  HE11  single    0.860  0.020  1.020
 CRQ  NE1  HE12  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
 CRQ  HN1   N    CA1   110.62  3.000
 CRQ  C1    CA1  CB1   118.98  3.000
 CRQ  C1    CA1  N     120.03  3.000
 CRQ  CB1   CA1  N     120.76  3.000
 CRQ  HB12  CB1  HB11  105.91  3.000
 CRQ  HB12  CB1  CG1   110.54  3.000
 CRQ  HB11  CB1  CG1   109.26  3.000
 CRQ  HB12  CB1  CA1   108.84  3.000
 CRQ  HB11  CB1  CA1   109.24  3.000
 CRQ  CG1   CB1  CA1   112.81  3.000
 CRQ  HG12  CG1  HG11  105.57  3.000
 CRQ  HG12  CG1  CD3   108.35  3.000
 CRQ  HG11  CG1  CD3   109.02  3.000
 CRQ  HG12  CG1  CB1   110.33  3.000
 CRQ  HG11  CG1  CB1   110.60  3.000
 CRQ  CD3   CG1  CB1   112.71  3.000
 CRQ  N3    C1   N2    114.07  3.000
 CRQ  N3    C1   CA1   126.39  3.000
 CRQ  N2    C1   CA1   119.41  3.000
 CRQ  CA2   N2   C1    106.44  3.000
 CRQ  CA3   N3   C2    122.67  3.000
 CRQ  CA3   N3   C1    127.46  3.000
 CRQ  C2    N3   C1    107.38  3.000
 CRQ  CA2   C2   O2    130.43  3.000
 CRQ  CA2   C2   N3    103.49  3.000
 CRQ  O2    C2   N3    126.07  3.000
 CRQ  CB2   CA2  C2    123.28  3.000
 CRQ  CB2   CA2  N2    128.16  3.000
 CRQ  C2    CA2  N2    108.56  3.000
 CRQ  HA32  CA3  HA31  106.04  3.000
 CRQ  HA32  CA3  C     110.27  3.000
 CRQ  HA31  CA3  C     109.34  3.000
 CRQ  HA32  CA3  N3    110.92  3.000
 CRQ  HA31  CA3  N3    106.94  3.000
 CRQ  C     CA3  N3    113.02  3.000
 CRQ  HB1   CB2  CG2   115.32  3.000
 CRQ  HB1   CB2  CA2   115.16  3.000
 CRQ  CG2   CB2  CA2   129.53  3.000
 CRQ  CD2   CG2  CD1   117.60  3.000
 CRQ  CD2   CG2  CB2   118.16  3.000
 CRQ  CD1   CG2  CB2   124.24  3.000
 CRQ  HD1   CD1  CE1   119.16  3.000
 CRQ  HD1   CD1  CG2   119.80  3.000
 CRQ  CE1   CD1  CG2   121.04  3.000
 CRQ  HD2   CD2  CE2   118.83  3.000
 CRQ  HD2   CD2  CG2   119.33  3.000
 CRQ  CE2   CD2  CG2   121.84  3.000
 CRQ  HE1   CE1  CZ    120.06  3.000
 CRQ  HE1   CE1  CD1   119.56  3.000
 CRQ  CZ    CE1  CD1   120.38  3.000
 CRQ  HE2   CE2  CZ    119.89  3.000
 CRQ  HE2   CE2  CD2   120.47  3.000
 CRQ  CZ    CE2  CD2   119.64  3.000
 CRQ  OH    CZ   CE2   117.92  3.000
 CRQ  OH    CZ   CE1   122.58  3.000
 CRQ  CE2   CZ   CE1   119.50  3.000
 CRQ  HH    OH   CZ    110.67  3.000
 CRQ  OXT   C    O     128.42  3.000
 CRQ  OXT   C    CA3   114.59  3.000
 CRQ  O     C    CA3   116.98  3.000
 CRQ  NE1   CD3  OE1   122.70  3.000
 CRQ  NE1   CD3  CG1   114.31  3.000
 CRQ  OE1   CD3  CG1   122.99  3.000
 CRQ  HE12  NE1  HE11  117.51  3.000
 CRQ  HE12  NE1  CD3   120.54  3.000
 CRQ  HE11  NE1  CD3   121.95  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_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  HE2   CE2  CZ   CE1   180.00   0.0  0
 CRQ  CONST_26  HE1   CE1  CZ   CE2   180.00   0.0  0
 CRQ  CONST_27  HD1   CD1  CE1  CZ    180.00   0.0  0
 CRQ  CONST_28  HD2   CD2  CE2  CZ    180.00   0.0  0
 CRQ  CONST_30  CA3   N3   C2   O2      0.00   0.0  0
 CRQ  CONST_31  HN1   N    CA1  C1      0.00   0.0  0
 CRQ  CONST_32  HE11  NE1  CD3  CG1     0.00   0.0  0
 CRQ  CONST_33  HE12  NE1  CD3  CG1   180.00   0.0  0
 CRQ  CONST_34  HE11  NE1  CD3  OE1   180.00   0.0  0
 CRQ  CONST_35  HE12  NE1  CD3  OE1     0.00   0.0  0
 CRQ  CONST_36  HN1   N    CA1  CB1   180.00   0.0  0
 CRQ  Var_01    CG2   CB2  CA2  N2     -0.38   0.0  2
 CRQ  Var_02    CG2   CB2  CA2  C2    179.84   0.0  2
 CRQ  Var_03    CD1   CG2  CB2  CA2    -0.26  30.0  2
 CRQ  Var_04    CD2   CG2  CB2  CA2   179.81  30.0  2
 CRQ  Var_05    N2    C1   CA1  N      28.90  30.0  2
 CRQ  Var_06    N3    C1   CA1  N    -155.58  30.0  2
 CRQ  Var_07    N2    C1   CA1  CB1  -145.74  30.0  2
 CRQ  Var_08    N3    C1   CA1  CB1    29.79  30.0  2
 CRQ  Var_09    C     CA3  N3   C1     50.21  30.0  3
 CRQ  Var_10    C     CA3  N3   C2   -109.60  30.0  3
 CRQ  Var_11    HB1   CB2  CA2  N2    179.75   0.0  2
 CRQ  Var_12    HB1   CB2  CA2  C2     -0.04   0.0  2
 CRQ  Var_13    HA31  CA3  N3   C1    170.58  30.0  3
 CRQ  Var_14    HA32  CA3  N3   C1    -74.22  30.0  3
 CRQ  Var_15    HA31  CA3  N3   C2     10.77  30.0  3
 CRQ  Var_16    HA32  CA3  N3   C2    125.97  30.0  3
 CRQ  Var_17    HB1   CB2  CG2  CD1   179.62  30.0  3
 CRQ  Var_18    HB1   CB2  CG2  CD2    -0.32  30.0  3
 CRQ  Var_19    C1    CA1  CB1  CG1   162.41  30.0  1
 CRQ  Var_20    O     C    CA3  N3     -3.66  30.0  3
 CRQ  Var_21    OXT   C    CA3  N3    176.85  30.0  3
 CRQ  Var_22    HB11  CB1  CA1  C1    -75.86  30.0  3
 CRQ  Var_23    HB12  CB1  CA1  C1     39.35  30.0  3
 CRQ  Var_24    CG1   CB1  CA1  N     -12.18  30.0  3
 CRQ  Var_25    CD3   CG1  CB1  CA1   179.32  30.0  3
 CRQ  Var_26    OE1   CD3  CG1  CB1    -6.84  30.0  3
 CRQ  Var_27    NE1   CD3  CG1  CB1   173.63  30.0  3
 CRQ  Var_28    HB11  CB1  CA1  N     109.54  30.0  3
 CRQ  Var_29    HB12  CB1  CA1  N    -135.25  30.0  3
 CRQ  Var_30    HG11  CG1  CB1  CA1   -58.37  30.0  3
 CRQ  Var_31    HG12  CG1  CB1  CA1    58.05  30.0  3
 CRQ  Var_32    HG11  CG1  CD3  OE1  -130.04  30.0  1
 CRQ  Var_33    HG12  CG1  CD3  OE1   115.54  30.0  1
 CRQ  Var_34    HA31  CA3  C    O    -122.66  30.0  3
 CRQ  Var_35    HA32  CA3  C    O     121.12  30.0  3
 CRQ  Var_36    HB11  CB1  CG1  CD3    57.60  30.0  1
 CRQ  Var_37    HB12  CB1  CG1  CD3   -58.57  30.0  1
 CRQ  Var_38    HG11  CG1  CD3  NE1    50.43  30.0  1
 CRQ  Var_39    HG12  CG1  CD3  NE1   -63.99  30.0  1
 CRQ  Var_40    HA31  CA3  C    OXT    57.85  30.0  3
 CRQ  Var_41    HA32  CA3  C    OXT   -58.37  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-1  CG2   0.020
 CRQ  plan-1  HB1   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-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

