# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 09:11:57 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: 2-[2-[(1R,2R)-1-azanyl-2-hydroxy-propyl]-4-(1H-indol-3-ylmethylidene)-5-oxo-imidazol-1-yl]ethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](O)[C@H](N)C1=N\C(=C/c2c[nH]c3ccccc23)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
 CRF  CRF  '2-[2-[(1R,2R)-1-azanyl-2-hydroxy-propyl]-4-(1H-indol-3-ylmethylidene)-5-oxo-imidazol-1-yl]ethanoic acid'  L-peptide  43  25  .  2022-07-24  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND (side chain)
;

data_comp_CRF
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
 CRF  N1    N  NH2   0  -0.797   1.9017   2.9479  -1.2499
 CRF  CA1   C  CH1   0  -0.234   2.5861   1.7543  -0.7945
 CRF  CB1   C  CH1   0   0.035   3.2997   2.0522   0.5480
 CRF  CG1   C  CH3   0  -0.692   4.4947   2.9657   0.3304
 CRF  OG1   O  OH1   0  -0.660   2.3830   2.5796   1.4755
 CRF  C1    C  CR5   0   0.535   1.6538   0.5892  -0.6348
 CRF  N2    N  N     0  -0.490   0.3776   0.7073  -0.5281
 CRF  N3    N  NR5   0  -0.561   2.0869  -0.7212  -0.5505
 CRF  C2    C  CR5   0   0.533   0.9821  -1.5317  -0.3572
 CRF  O2    O  O     0  -0.459   1.0130  -2.7429  -0.2495
 CRF  CA2   C  CR5   0   0.076  -0.1288  -0.5731  -0.3453
 CRF  CA3   C  CH2   0  -0.461   3.4130  -1.2465  -0.6563
 CRF  C3    C  C     0   0.551   3.9408  -1.7152   0.6845
 CRF  O3    O  O     0  -0.427   3.3929  -1.5216   1.7365
 CRF  CB2   C  C1    0  -0.406  -1.4264  -0.9144  -0.1773
 CRF  CG2   C  CR5   0   0.022  -2.5609  -0.0523  -0.1552
 CRF  CD1   C  CR15  0  -0.029  -2.5983   1.3239  -0.3123
 CRF  CD2   C  CR56  0   0.054  -3.9297  -0.4636   0.0396
 CRF  CE2   C  CR56  0   0.357  -4.7184   0.7003  -0.0115
 CRF  NE1   N  NR15  0  -0.672  -3.8700   1.7576  -0.2266
 CRF  CE3   C  CR16  0  -0.373  -4.5520  -1.6961   0.2523
 CRF  CZ2   C  CR16  0  -0.293  -6.1012   0.6761   0.1406
 CRF  CZ3   C  CR16  0  -0.260  -5.9253  -1.7299   0.4055
 CRF  CH2   C  CR16  0  -0.282  -6.6919  -0.5559   0.3495
 CRF  HN11  H  HNH2  0   0.364   1.8703   2.9619  -2.2598
 CRF  HN12  H  HNH2  0   0.360   0.9363   2.9228  -0.9430
 CRF  HA1   H  HCH1  0   0.272   3.3569   1.4969  -1.5278
 CRF  HB1   H  HCH1  0   0.235   3.6528   1.1165   0.9890
 CRF  HG11  H  HCH3  0   0.230   4.1938   3.8906  -0.1638
 CRF  HG12  H  HCH3  0   0.241   4.9624   3.2179   1.2824
 CRF  HG13  H  HCH3  0   0.229   5.2459   2.4793  -0.2929
 CRF  HOG   H  HOH1  0   0.442   2.0892   3.4330   1.1349
 CRF  HA31  H  HCH2  0   0.323   3.4319  -2.0785  -1.3635
 CRF  HA32  H  HCH2  0   0.320   4.0872  -0.4906  -1.0617
 CRF  OXT   O  OH1   0  -0.584   5.0903  -2.3508   0.5364
 CRF  HB2   H  H     0   0.265  -1.6213  -1.9734  -0.0404
 CRF  HD1   H  HCR5  0   0.303  -1.7852   2.0102  -0.4794
 CRF  HE1   H  HNR5  0   0.422  -4.1492   2.7223  -0.3100
 CRF  HE3   H  HCR6  0   0.248  -3.9753  -2.6120   0.2978
 CRF  HZ2   H  HCR6  0   0.267  -6.6916   1.5821   0.0977
 CRF  HZ3   H  HCR6  0   0.253  -6.4210  -2.6771   0.5734
 CRF  HH2   H  HCR6  0   0.255  -7.7654  -0.6161   0.4711
 CRF  HXT   H  HOH1  0   0.489   5.4415  -2.6221   1.3982

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
 CRF  N1   CA1   single    1.449  0.020  1.449
 CRF  N1   HN11  single    0.890  0.020  1.040
 CRF  N1   HN12  single    0.890  0.020  1.040
 CRF  CA1  CB1   single    1.549  0.020  1.549
 CRF  CA1  C1    single    1.501  0.020  1.501
 CRF  CA1  HA1   single    0.970  0.020  1.090
 CRF  CB1  CG1   single    1.520  0.020  1.520
 CRF  CB1  OG1   single    1.407  0.020  1.407
 CRF  CB1  HB1   single    0.970  0.020  1.090
 CRF  CG1  HG11  single    0.970  0.020  1.090
 CRF  CG1  HG12  single    0.970  0.020  1.090
 CRF  CG1  HG13  single    0.970  0.020  1.090
 CRF  OG1  HOG   single    0.850  0.020  0.980
 CRF  C1   N2    double    1.286  0.020  1.286
 CRF  C1   N3    single    1.383  0.020  1.383
 CRF  N2   CA2   single    1.389  0.020  1.389
 CRF  N3   C2    single    1.384  0.020  1.384
 CRF  N3   CA3   single    1.430  0.020  1.430
 CRF  C2   O2    double    1.216  0.020  1.216
 CRF  C2   CA2   single    1.467  0.020  1.467
 CRF  CA2  CB2   double    1.352  0.020  1.352
 CRF  CA3  C3    single    1.515  0.020  1.515
 CRF  CA3  HA31  single    0.970  0.020  1.090
 CRF  CA3  HA32  single    0.970  0.020  1.090
 CRF  C3   O3    double    1.202  0.020  1.202
 CRF  C3   OXT   single    1.322  0.020  1.322
 CRF  CB2  CG2   single    1.425  0.020  1.425
 CRF  CB2  HB2   single    0.930  0.020  1.080
 CRF  CG2  CD1   aromatic  1.386  0.020  1.386
 CRF  CG2  CD2   aromatic  1.442  0.020  1.442
 CRF  CD1  NE1   aromatic  1.346  0.020  1.346
 CRF  CD1  HD1   single    0.930  0.020  1.080
 CRF  CD2  CE2   aromatic  1.407  0.020  1.407
 CRF  CD2  CE3   aromatic  1.397  0.020  1.397
 CRF  CE2  NE1   aromatic  1.373  0.020  1.373
 CRF  CE2  CZ2   aromatic  1.391  0.020  1.391
 CRF  NE1  HE1   single    0.860  0.020  1.020
 CRF  CE3  CZ3   aromatic  1.382  0.020  1.382
 CRF  CE3  HE3   single    0.930  0.020  1.080
 CRF  CZ2  CH2   aromatic  1.382  0.020  1.382
 CRF  CZ2  HZ2   single    0.930  0.020  1.080
 CRF  CZ3  CH2   aromatic  1.403  0.020  1.403
 CRF  CZ3  HZ3   single    0.930  0.020  1.080
 CRF  CH2  HH2   single    0.930  0.020  1.080
 CRF  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
 CRF  HN12  N1   HN11  105.87  3.000
 CRF  HN12  N1   CA1   109.54  3.000
 CRF  HN11  N1   CA1   109.88  3.000
 CRF  HA1   CA1  C1    109.04  3.000
 CRF  HA1   CA1  CB1   107.54  3.000
 CRF  C1    CA1  CB1   110.07  3.000
 CRF  HA1   CA1  N1    108.40  3.000
 CRF  C1    CA1  N1    112.30  3.000
 CRF  CB1   CA1  N1    109.35  3.000
 CRF  HB1   CB1  OG1   105.39  3.000
 CRF  HB1   CB1  CG1   108.56  3.000
 CRF  OG1   CB1  CG1   112.43  3.000
 CRF  HB1   CB1  CA1   109.50  3.000
 CRF  OG1   CB1  CA1   110.08  3.000
 CRF  CG1   CB1  CA1   110.71  3.000
 CRF  HG13  CG1  HG12  107.86  3.000
 CRF  HG13  CG1  HG11  108.01  3.000
 CRF  HG12  CG1  HG11  108.53  3.000
 CRF  HG13  CG1  CB1   110.82  3.000
 CRF  HG12  CG1  CB1   110.57  3.000
 CRF  HG11  CG1  CB1   110.96  3.000
 CRF  HOG   OG1  CB1   107.30  3.000
 CRF  N3    C1   N2    113.13  3.000
 CRF  N3    C1   CA1   123.21  3.000
 CRF  N2    C1   CA1   123.64  3.000
 CRF  CA2   N2   C1    106.74  3.000
 CRF  CA3   N3   C2    122.38  3.000
 CRF  CA3   N3   C1    129.34  3.000
 CRF  C2    N3   C1    108.27  3.000
 CRF  CA2   C2   O2    131.99  3.000
 CRF  CA2   C2   N3    102.88  3.000
 CRF  O2    C2   N3    125.12  3.000
 CRF  CB2   CA2  C2    124.24  3.000
 CRF  CB2   CA2  N2    126.79  3.000
 CRF  C2    CA2  N2    108.97  3.000
 CRF  HA32  CA3  HA31  106.05  3.000
 CRF  HA32  CA3  C3    109.14  3.000
 CRF  HA31  CA3  C3    109.35  3.000
 CRF  HA32  CA3  N3    110.24  3.000
 CRF  HA31  CA3  N3    110.10  3.000
 CRF  C3    CA3  N3    111.79  3.000
 CRF  OXT   C3   O3    124.89  3.000
 CRF  OXT   C3   CA3   110.64  3.000
 CRF  O3    C3   CA3   124.47  3.000
 CRF  HB2   CB2  CG2   116.44  3.000
 CRF  HB2   CB2  CA2   115.74  3.000
 CRF  CG2   CB2  CA2   127.82  3.000
 CRF  CD2   CG2  CD1   105.84  3.000
 CRF  CD2   CG2  CB2   125.81  3.000
 CRF  CD1   CG2  CB2   128.35  3.000
 CRF  HD1   CD1  NE1   121.17  3.000
 CRF  HD1   CD1  CG2   129.06  3.000
 CRF  NE1   CD1  CG2   109.76  3.000
 CRF  CE3   CD2  CE2   119.05  3.000
 CRF  CE3   CD2  CG2   134.02  3.000
 CRF  CE2   CD2  CG2   106.93  3.000
 CRF  CZ2   CE2  NE1   130.16  3.000
 CRF  CZ2   CE2  CD2   122.60  3.000
 CRF  NE1   CE2  CD2   107.24  3.000
 CRF  HE1   NE1  CE2   125.39  3.000
 CRF  HE1   NE1  CD1   124.39  3.000
 CRF  CE2   NE1  CD1   110.22  3.000
 CRF  HE3   CE3  CZ3   120.24  3.000
 CRF  HE3   CE3  CD2   121.01  3.000
 CRF  CZ3   CE3  CD2   118.76  3.000
 CRF  HZ2   CZ2  CH2   121.27  3.000
 CRF  HZ2   CZ2  CE2   121.55  3.000
 CRF  CH2   CZ2  CE2   117.18  3.000
 CRF  HZ3   CZ3  CH2   119.22  3.000
 CRF  HZ3   CZ3  CE3   119.59  3.000
 CRF  CH2   CZ3  CE3   121.19  3.000
 CRF  HH2   CH2  CZ3   119.41  3.000
 CRF  HH2   CH2  CZ2   119.38  3.000
 CRF  CZ3   CH2  CZ2   121.22  3.000
 CRF  HXT   OXT  C3    110.49  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
 CRF  CONST_01  CE2  NE1  CD1  CG2    0.00   0.0  0
 CRF  CONST_02  NE1  CE2  CD2  CG2    0.00   0.0  0
 CRF  CONST_03  CZ2  CE2  CD2  CG2  180.00   0.0  0
 CRF  CONST_04  CZ3  CE3  CD2  CG2  180.00   0.0  0
 CRF  CONST_05  CE2  CD2  CG2  CD1    0.00   0.0  0
 CRF  CONST_06  CE3  CD2  CG2  CD1  180.00   0.0  0
 CRF  CONST_07  CD2  CE2  NE1  CD1    0.00   0.0  0
 CRF  CONST_08  CZ2  CE2  NE1  CD1  180.00   0.0  0
 CRF  CONST_09  NE1  CD1  CG2  CD2    0.00   0.0  0
 CRF  CONST_10  CH2  CZ2  CE2  CD2    0.00   0.0  0
 CRF  CONST_11  CH2  CZ3  CE3  CD2    0.00   0.0  0
 CRF  CONST_12  CZ3  CE3  CD2  CE2    0.00   0.0  0
 CRF  CONST_13  CZ3  CH2  CZ2  CE2    0.00   0.0  0
 CRF  CONST_14  CE3  CD2  CE2  NE1  180.00   0.0  0
 CRF  CONST_15  CH2  CZ2  CE2  NE1  180.00   0.0  0
 CRF  CONST_16  CZ2  CE2  CD2  CE3    0.00   0.0  0
 CRF  CONST_17  CZ2  CH2  CZ3  CE3    0.00   0.0  0
 CRF  CONST_18  C2   CA2  N2   C1     0.00   0.0  0
 CRF  CONST_19  CA2  C2   N3   C1     0.00   0.0  0
 CRF  CONST_20  C2   N3   C1   N2     0.00   0.0  0
 CRF  CONST_21  N3   C2   CA2  N2     0.00   0.0  0
 CRF  CONST_22  CA2  N2   C1   N3     0.00   0.0  0
 CRF  CONST_23  NE1  CD1  CG2  CB2  180.00   0.0  0
 CRF  CONST_24  CE2  CD2  CG2  CB2  180.00   0.0  0
 CRF  CONST_25  CE3  CD2  CG2  CB2    0.00   0.0  0
 CRF  CONST_26  CA2  N2   C1   CA1  180.00   0.0  0
 CRF  CONST_27  C2   N3   C1   CA1  180.00   0.0  0
 CRF  CONST_28  O2   C2   N3   C1   180.00   0.0  0
 CRF  CONST_29  CA3  N3   C1   N2   180.00   0.0  0
 CRF  CONST_30  CA3  N3   C2   CA2  180.00   0.0  0
 CRF  CONST_31  HE1  NE1  CD1  CG2  180.00   0.0  0
 CRF  CONST_32  HE3  CE3  CD2  CG2    0.00   0.0  0
 CRF  CONST_33  HD1  CD1  CG2  CD2  180.00   0.0  0
 CRF  CONST_34  HZ2  CZ2  CE2  CD2  180.00   0.0  0
 CRF  CONST_35  HZ3  CZ3  CE3  CD2  180.00   0.0  0
 CRF  CONST_36  HH2  CH2  CZ2  CE2  180.00   0.0  0
 CRF  CONST_37  CA3  N3   C1   CA1    0.00   0.0  0
 CRF  CONST_38  CA3  N3   C2   O2     0.00   0.0  0
 CRF  CONST_39  HXT  OXT  C3   CA3  180.00   0.0  0
 CRF  Var_01    CG2  CB2  CA2  N2     0.32  30.0  2
 CRF  Var_02    CD1  CG2  CB2  CA2    0.67  30.0  2
 CRF  Var_03    C3   CA3  N3   C1   107.91  30.0  3
 CRF  Var_04    O3   C3   CA3  N3    -8.77  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
 CRF  chir_01  CA1  N1   CB1  C1   negativ
 CRF  chir_02  CB1  OG1  CA1  CG1  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
 CRF  plan-1  CA1  0.020
 CRF  plan-1  C1   0.020
 CRF  plan-1  N2   0.020
 CRF  plan-1  N3   0.020
 CRF  plan-1  C2   0.020
 CRF  plan-1  O2   0.020
 CRF  plan-1  CA2  0.020
 CRF  plan-1  CA3  0.020
 CRF  plan-1  CB2  0.020
 CRF  plan-2  CB2  0.020
 CRF  plan-2  CG2  0.020
 CRF  plan-2  CD1  0.020
 CRF  plan-2  CD2  0.020
 CRF  plan-2  CE2  0.020
 CRF  plan-2  NE1  0.020
 CRF  plan-2  CE3  0.020
 CRF  plan-2  CZ2  0.020
 CRF  plan-2  CZ3  0.020
 CRF  plan-2  CH2  0.020
 CRF  plan-2  HD1  0.020
 CRF  plan-2  HE1  0.020
 CRF  plan-2  HE3  0.020
 CRF  plan-2  HZ2  0.020
 CRF  plan-2  HZ3  0.020
 CRF  plan-2  HH2  0.020
 CRF  plan-3  CA3  0.020
 CRF  plan-3  C3   0.020
 CRF  plan-3  O3   0.020
 CRF  plan-3  OXT  0.020
 CRF  plan-3  HXT  0.020

