# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 06:06:39 2020
#   Inital geometry file: a 101 line input string
#   Ligand name: [(4Z)-2-[(1R)-1-amino-2-hydroxyethyl]-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: N[C@@H](CO)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
 CSY  CSY  '[(4Z)-2-[(1R)-1-amino-2-hydroxyethyl]-4-(4-hydroxybenzylidene)-5-oxo-4,5-dihydro-1H-imidazol-1-yl]acetic acid'  L-peptide  36  22  .  2022-07-24  2022-07-24
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_CSY
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
 CSY  C1    C  CR5    0   0.561   1.3727  -0.4719   0.5161
 CSY  N2    N  N      0  -0.490   0.0974  -0.4435   0.3160
 CSY  CA2   C  CR5    0   0.085  -0.2769   0.8896   0.3962
 CSY  C2    C  CR5    0   0.520   0.9303   1.7037   0.6634
 CSY  O2    O  O      0  -0.457   1.0636   2.9081   0.7679
 CSY  N3    N  NR5    0  -0.544   1.9279   0.7610   0.7714
 CSY  CA3   C  CH2    0  -0.489   3.3341   1.0687   0.8053
 CSY  C3    C  C      0   0.422   4.0188   0.9155  -0.5733
 CSY  O3    O  O      0  -0.583   3.3122   0.5117  -1.5118
 CSY  OXT   O  OC    -1  -0.608   5.2251   1.2155  -0.5885
 CSY  CA1   C  CH1    0  -0.251   2.1432  -1.7619   0.5836
 CSY  N1    N  NH2    0  -0.770   1.8245  -2.5174   1.7852
 CSY  CB1   C  CH2    0  -0.127   1.8508  -2.5746  -0.6700
 CSY  OG2   O  OH1    0  -0.668   2.6567  -3.7283  -0.6595
 CSY  CB2   C  C1     0  -0.388  -1.5077   1.4232   0.2644
 CSY  CG    C  CR6    0   0.132  -2.7711   0.7655   0.0138
 CSY  CD1   C  CR16   0  -0.302  -2.9219  -0.6219  -0.1444
 CSY  CD2   C  CR16   0  -0.286  -3.9229   1.5570  -0.0756
 CSY  CE1   C  CR16   0  -0.314  -4.1602  -1.1819  -0.3794
 CSY  CE2   C  CR16   0  -0.376  -5.1686   1.0064  -0.3104
 CSY  CZ    C  CR6    0   0.356  -5.2961  -0.3729  -0.4653
 CSY  OH    O  OH1    0  -0.620  -6.4740  -0.9720  -0.6960
 CSY  HA31  H  HCH2   0   0.275   3.4412   2.0956   1.1563
 CSY  HA32  H  HCH2   0   0.270   3.8356   0.4407   1.5447
 CSY  HA1   H  HCH1   0   0.263   3.2139  -1.5510   0.6010
 CSY  HN11  H  HNH2   0   0.355   2.1427  -2.0177   2.6060
 CSY  HN12  H  HNH2   0   0.345   0.8190  -2.6046   1.8766
 CSY  HB11  H  HCH2   0   0.194   0.7818  -2.8231  -0.6958
 CSY  HB12  H  HCH2   0   0.213   2.0577  -1.9410  -1.5391
 CSY  HOG   H  HOH1   0   0.455   2.5964  -4.1357  -1.5278
 CSY  HB22  H  H      0   0.263  -1.5580   2.5034   0.3628
 CSY  HD1   H  HCR6   0   0.278  -2.0551  -1.2640  -0.0813
 CSY  HD2   H  HCR6   0   0.264  -3.8394   2.6309   0.0405
 CSY  HE1   H  HCR6   0   0.268  -4.2582  -2.2539  -0.4970
 CSY  HE2   H  HCR6   0   0.277  -6.0395   1.6485  -0.3731
 CSY  HO    H  HOH1   0   0.479  -7.1843  -0.3213  -0.7372

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
 CSY  C1   N2    double    1.291  0.020  1.291
 CSY  C1   N3    single    1.376  0.020  1.376
 CSY  C1   CA1   single    1.504  0.020  1.504
 CSY  N2   CA2   single    1.387  0.020  1.387
 CSY  CA2  C2    single    1.480  0.020  1.480
 CSY  CA2  CB2   double    1.348  0.020  1.348
 CSY  C2   O2    double    1.216  0.020  1.216
 CSY  C2   N3    single    1.377  0.020  1.377
 CSY  N3   CA3   single    1.440  0.020  1.440
 CSY  CA3  C3    single    1.547  0.020  1.547
 CSY  CA3  HA31  single    0.970  0.020  1.090
 CSY  CA3  HA32  single    0.970  0.020  1.090
 CSY  C3   O3    deloc     1.242  0.020  1.242
 CSY  C3   OXT   deloc     1.243  0.020  1.243
 CSY  CA1  N1    single    1.455  0.020  1.455
 CSY  CA1  CB1   single    1.522  0.020  1.522
 CSY  CA1  HA1   single    0.970  0.020  1.090
 CSY  N1   HN11  single    0.890  0.020  1.040
 CSY  N1   HN12  single    0.890  0.020  1.040
 CSY  CB1  OG2   single    1.407  0.020  1.407
 CSY  CB1  HB11  single    0.970  0.020  1.090
 CSY  CB1  HB12  single    0.970  0.020  1.090
 CSY  OG2  HOG   single    0.850  0.020  0.980
 CSY  CB2  CG    single    1.446  0.020  1.446
 CSY  CB2  HB22  single    0.930  0.020  1.080
 CSY  CG   CD1   aromatic  1.404  0.020  1.404
 CSY  CG   CD2   aromatic  1.400  0.020  1.400
 CSY  CD1  CE1   aromatic  1.379  0.020  1.379
 CSY  CD1  HD1   single    0.930  0.020  1.080
 CSY  CD2  CE2   aromatic  1.382  0.020  1.382
 CSY  CD2  HD2   single    0.930  0.020  1.080
 CSY  CE1  CZ    aromatic  1.397  0.020  1.397
 CSY  CE1  HE1   single    0.930  0.020  1.080
 CSY  CE2  CZ    aromatic  1.394  0.020  1.394
 CSY  CE2  HE2   single    0.930  0.020  1.080
 CSY  CZ   OH    single    1.341  0.020  1.341
 CSY  OH   HO    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
 CSY  CA1   C1   N3    123.61  3.000
 CSY  CA1   C1   N2    122.12  3.000
 CSY  N3    C1   N2    114.05  3.000
 CSY  CA2   N2   C1    106.19  3.000
 CSY  CB2   CA2  C2    122.99  3.000
 CSY  CB2   CA2  N2    128.41  3.000
 CSY  C2    CA2  N2    108.60  3.000
 CSY  N3    C2   O2    126.30  3.000
 CSY  N3    C2   CA2   103.20  3.000
 CSY  O2    C2   CA2   130.50  3.000
 CSY  CA3   N3   C2    124.27  3.000
 CSY  CA3   N3   C1    126.15  3.000
 CSY  C2    N3   C1    107.86  3.000
 CSY  HA32  CA3  HA31  106.16  3.000
 CSY  HA32  CA3  C3    110.07  3.000
 CSY  HA31  CA3  C3    109.67  3.000
 CSY  HA32  CA3  N3    109.97  3.000
 CSY  HA31  CA3  N3    107.74  3.000
 CSY  C3    CA3  N3    112.97  3.000
 CSY  OXT   C3   O3    128.40  3.000
 CSY  OXT   C3   CA3   114.62  3.000
 CSY  O3    C3   CA3   116.98  3.000
 CSY  HA1   CA1  CB1   107.74  3.000
 CSY  HA1   CA1  N1    107.58  3.000
 CSY  CB1   CA1  N1    111.15  3.000
 CSY  HA1   CA1  C1    109.72  3.000
 CSY  CB1   CA1  C1    108.82  3.000
 CSY  N1    CA1  C1    111.73  3.000
 CSY  HN12  N1   HN11  106.33  3.000
 CSY  HN12  N1   CA1   109.67  3.000
 CSY  HN11  N1   CA1   110.15  3.000
 CSY  HB12  CB1  HB11  107.24  3.000
 CSY  HB12  CB1  OG2   111.83  3.000
 CSY  HB11  CB1  OG2   111.85  3.000
 CSY  HB12  CB1  CA1   107.96  3.000
 CSY  HB11  CB1  CA1   109.10  3.000
 CSY  OG2   CB1  CA1   108.76  3.000
 CSY  HOG   OG2  CB1   107.75  3.000
 CSY  HB22  CB2  CG    115.32  3.000
 CSY  HB22  CB2  CA2   115.29  3.000
 CSY  CG    CB2  CA2   129.39  3.000
 CSY  CD2   CG   CD1   117.57  3.000
 CSY  CD2   CG   CB2   118.20  3.000
 CSY  CD1   CG   CB2   124.23  3.000
 CSY  HD1   CD1  CE1   119.26  3.000
 CSY  HD1   CD1  CG    119.63  3.000
 CSY  CE1   CD1  CG    121.11  3.000
 CSY  HD2   CD2  CE2   118.86  3.000
 CSY  HD2   CD2  CG    119.34  3.000
 CSY  CE2   CD2  CG    121.80  3.000
 CSY  HE1   CE1  CZ    119.53  3.000
 CSY  HE1   CE1  CD1   120.12  3.000
 CSY  CZ    CE1  CD1   120.35  3.000
 CSY  HE2   CE2  CZ    120.42  3.000
 CSY  HE2   CE2  CD2   119.87  3.000
 CSY  CZ    CE2  CD2   119.71  3.000
 CSY  OH    CZ   CE2   122.78  3.000
 CSY  OH    CZ   CE1   117.76  3.000
 CSY  CE2   CZ   CE1   119.46  3.000
 CSY  HO    OH   CZ    110.65  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
 CSY  CONST_01  CZ   CE1  CD1  CG     0.00   0.0  0
 CSY  CONST_02  CZ   CE2  CD2  CG     0.00   0.0  0
 CSY  CONST_03  CE2  CD2  CG   CD1    0.00   0.0  0
 CSY  CONST_04  CE2  CZ   CE1  CD1    0.00   0.0  0
 CSY  CONST_05  CE1  CD1  CG   CD2    0.00   0.0  0
 CSY  CONST_06  CE1  CZ   CE2  CD2    0.00   0.0  0
 CSY  CONST_07  C2   CA2  N2   C1     0.00   0.0  0
 CSY  CONST_08  CA2  C2   N3   C1     0.00   0.0  0
 CSY  CONST_09  C2   N3   C1   N2     0.00   0.0  0
 CSY  CONST_10  N3   C2   CA2  N2     0.00   0.0  0
 CSY  CONST_11  N3   C1   N2   CA2    0.00   0.0  0
 CSY  CONST_12  CE1  CD1  CG   CB2  180.00   0.0  0
 CSY  CONST_13  CE2  CD2  CG   CB2  180.00   0.0  0
 CSY  CONST_14  OH   CZ   CE1  CD1  180.00   0.0  0
 CSY  CONST_15  OH   CZ   CE2  CD2  180.00   0.0  0
 CSY  CONST_16  O2   C2   N3   C1   180.00   0.0  0
 CSY  CONST_17  CA3  N3   C1   N2   180.00   0.0  0
 CSY  CONST_18  CA1  C1   N2   CA2  180.00   0.0  0
 CSY  CONST_19  CA3  N3   C2   CA2  180.00   0.0  0
 CSY  CONST_20  CA1  C1   N3   C2   180.00   0.0  0
 CSY  CONST_21  HE1  CE1  CD1  CG   180.00   0.0  0
 CSY  CONST_22  HE2  CE2  CD2  CG   180.00   0.0  0
 CSY  CONST_23  HD2  CD2  CG   CD1  180.00   0.0  0
 CSY  CONST_24  HD1  CD1  CG   CD2  180.00   0.0  0
 CSY  CONST_25  CA3  N3   C2   O2     0.00   0.0  0
 CSY  Var_01    CG   CB2  CA2  N2     0.43  30.0  2
 CSY  Var_02    CD1  CG   CB2  CA2   -0.15  30.0  2
 CSY  Var_03    C3   CA3  N3   C1    65.73  30.0  3
 CSY  Var_04    O3   C3   CA3  N3    -2.44  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 CSY  chir_01  CA1  C1  N1  CB1  negativ

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
 CSY  plan-1  C1   0.020
 CSY  plan-1  N2   0.020
 CSY  plan-1  CA2  0.020
 CSY  plan-1  C2   0.020
 CSY  plan-1  O2   0.020
 CSY  plan-1  N3   0.020
 CSY  plan-1  CA3  0.020
 CSY  plan-1  CA1  0.020
 CSY  plan-1  CB2  0.020
 CSY  plan-2  CB2  0.020
 CSY  plan-2  CG   0.020
 CSY  plan-2  CD1  0.020
 CSY  plan-2  CD2  0.020
 CSY  plan-2  CE1  0.020
 CSY  plan-2  CE2  0.020
 CSY  plan-2  CZ   0.020
 CSY  plan-2  OH   0.020
 CSY  plan-2  HD1  0.020
 CSY  plan-2  HD2  0.020
 CSY  plan-2  HE1  0.020
 CSY  plan-2  HE2  0.020
 CSY  plan-3  CA3  0.020
 CSY  plan-3  C3   0.020
 CSY  plan-3  O3   0.020
 CSY  plan-3  OXT  0.020

