data_TRW
#

_chem_comp.id                                   TRW
_chem_comp.name                                 "TRW3-(2-AMINO-3-HYDROXY-PROPYL)-6-(N'-CYCLOHEXYL-HYDRAZINO)OCTAHYDRO-INDOL-7-OL"
_chem_comp.type                                 "L-PEPTIDE LINKING"
_chem_comp.pdbx_type                            ATOMP
_chem_comp.formula                              "C17 H18 N4 O2"
_chem_comp.mon_nstd_parent_comp_id              TRP
_chem_comp.pdbx_synonyms                        "PHENYLHYDRAZINE ADDUCT"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2002-08-19
_chem_comp.pdbx_modified_date                   2021-03-01
_chem_comp.pdbx_ambiguous_flag                  N
_chem_comp.pdbx_release_status                  REL
_chem_comp.pdbx_replaced_by                     ?
_chem_comp.pdbx_replaces                        ?
_chem_comp.formula_weight                       310.350
_chem_comp.one_letter_code                      W
_chem_comp.three_letter_code                    TRW
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       ?
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       1MG3
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 EBI
#   #
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.alt_atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.charge
_chem_comp_atom.pdbx_align
_chem_comp_atom.pdbx_aromatic_flag
_chem_comp_atom.pdbx_leaving_atom_flag
_chem_comp_atom.pdbx_stereo_config
_chem_comp_atom.model_Cartn_x
_chem_comp_atom.model_Cartn_y
_chem_comp_atom.model_Cartn_z
_chem_comp_atom.pdbx_model_Cartn_x_ideal
_chem_comp_atom.pdbx_model_Cartn_y_ideal
_chem_comp_atom.pdbx_model_Cartn_z_ideal
_chem_comp_atom.pdbx_component_atom_id
_chem_comp_atom.pdbx_component_comp_id
_chem_comp_atom.pdbx_ordinal
TRW  N    N    N  0  1  N  N  N   -8.074  16.960  25.110   0.023  -1.273   5.393  N    TRW   1  
TRW  CA   CA   C  0  1  N  N  S   -8.872  18.099  25.517   1.080  -0.408   4.853  CA   TRW   2  
TRW  CB   CB   C  0  1  N  N  N  -10.160  18.186  24.672   0.461   0.891   4.334  CB   TRW   3  
TRW  CG   CG   C  0  1  Y  N  N  -11.125  17.002  24.734  -0.533   0.574   3.247  CG   TRW   4  
TRW  CD2  CD2  C  0  1  Y  N  N  -11.235  15.895  23.796  -0.254   0.482   1.811  CD2  TRW   5  
TRW  CE2  CE2  C  0  1  Y  N  N  -12.327  15.104  24.246  -1.478   0.164   1.197  CE2  TRW   6  
TRW  CE3  CE3  C  0  1  Y  N  N  -10.554  15.474  22.631   0.899   0.625   1.037  CE3  TRW   7  
TRW  CD1  CD1  C  0  1  Y  N  N  -12.116  16.817  25.666  -1.842   0.329   3.410  CD1  TRW   8  
TRW  NE1  NE1  N  0  1  Y  N  N  -12.838  15.687  25.374  -2.425   0.082   2.196  NE1  TRW   9  
TRW  CZ2  CZ2  C  0  1  Y  N  N  -12.739  13.939  23.585  -1.529   0.005  -0.185  CZ2  TRW  10  
TRW  CZ3  CZ3  C  0  1  Y  N  N  -10.971  14.325  21.985   0.835   0.466  -0.318  CZ3  TRW  11  
TRW  CH2  CH2  C  0  1  Y  N  N  -12.047  13.569  22.456  -0.372   0.157  -0.937  CH2  TRW  12  
TRW  N6   N6   N  0  1  N  N  N  -12.394  12.416  21.723  -0.420  -0.001  -2.328  N6   TRW  13  
TRW  O7   O7   O  0  1  N  N  N  -13.696  13.349  24.103  -2.707  -0.295  -0.797  O7   TRW  14  
TRW  C    C    C  0  1  N  N  N   -9.156  17.833  26.987   2.075  -0.092   5.940  C    TRW  15  
TRW  O    O    O  0  1  N  N  N   -8.920  16.721  27.465   1.919  -0.540   7.050  O    TRW  16  
TRW  N1   N1   N  0  1  N  N  N  -13.678  12.141  21.439   0.744   0.149  -3.092  N1   TRW  17  
TRW  C1   C1   C  0  1  Y  N  N  -14.128  12.167  20.166   0.696  -0.008  -4.478  C1   TRW  18  
TRW  C2   C2   C  0  1  Y  N  N  -13.879  13.286  19.224   1.850   0.141  -5.237  C2   TRW  19  
TRW  C3   C3   C  0  1  Y  N  N  -14.384  13.305  17.843   1.799  -0.016  -6.608  C3   TRW  20  
TRW  C4   C4   C  0  1  Y  N  N  -15.156  12.202  17.354   0.601  -0.323  -7.226  C4   TRW  21  
TRW  C5   C5   C  0  1  Y  N  N  -15.431  11.076  18.227  -0.549  -0.473  -6.474  C5   TRW  22  
TRW  C6   C6   C  0  1  Y  N  N  -14.931  11.054  19.604  -0.504  -0.322  -5.102  C6   TRW  23  
TRW  H    H    H  0  1  N  N  N   -7.871  16.977  24.111  -0.415  -0.760   6.143  H    TRW  24  
TRW  H2   HN2  H  0  1  N  Y  N   -7.222  16.903  25.669  -0.669  -1.373   4.666  H2   TRW  25  
TRW  HA   HA   H  0  1  N  N  N   -8.362  19.079  25.367   1.587  -0.921   4.035  HA   TRW  26  
TRW  HB2  1HB  H  0  1  N  N  N   -9.891  18.387  23.609  -0.044   1.403   5.152  HB2  TRW  27  
TRW  HB3  2HB  H  0  1  N  N  N  -10.708  19.122  24.930   1.246   1.532   3.933  HB3  TRW  28  
TRW  HE3  HE3  H  0  1  N  N  N   -9.699  16.041  22.227   1.841   0.864   1.510  HE3  TRW  29  
TRW  HD1  HD1  H  0  1  N  N  N  -12.305  17.481  26.526  -2.359   0.327   4.358  HD1  TRW  30  
TRW  HE1  HE1  H  0  1  N  N  N  -13.630  15.335  25.911  -3.364  -0.120   2.060  HE1  TRW  31  
TRW  HZ3  HZ3  H  0  1  N  N  N  -10.435  14.005  21.076   1.729   0.582  -0.913  HZ3  TRW  32  
TRW  HN6  HN6  H  0  1  N  N  N  -11.993  11.606  22.196  -1.260  -0.217  -2.763  HN6  TRW  33  
TRW  HO7  HO7  H  0  1  N  N  N  -13.975  12.559  23.655  -3.130   0.545  -1.019  HO7  TRW  34  
TRW  HC   HC   H  0  1  N  N  N   -9.565  18.498  27.767   2.927   0.535   5.726  HC   TRW  35  
TRW  HN1  HN1  H  0  1  N  N  N  -14.266  12.761  21.996   1.584   0.365  -2.657  HN1  TRW  36  
TRW  HC2  HC2  H  0  1  N  N  N  -13.287  14.150  19.569   2.786   0.381  -4.755  HC2  TRW  37  
TRW  HC3  HC3  H  0  1  N  N  N  -14.182  14.154  17.168   2.696   0.100  -7.198  HC3  TRW  38  
TRW  HC4  HC4  H  0  1  N  N  N  -15.534  12.220  16.318   0.564  -0.446  -8.298  HC4  TRW  39  
TRW  HC5  HC5  H  0  1  N  N  N  -16.025  10.230  17.841  -1.483  -0.713  -6.960  HC5  TRW  40  
TRW  HC6  HC6  H  0  1  N  N  N  -15.165  10.178  20.233  -1.403  -0.439  -4.515  HC6  TRW  41  
#   #
loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.value_order
_chem_comp_bond.pdbx_aromatic_flag
_chem_comp_bond.pdbx_stereo_config
_chem_comp_bond.pdbx_ordinal
TRW  N    CA   SING  N  N   1  
TRW  N    H    SING  N  N   2  
TRW  N    H2   SING  N  N   3  
TRW  CA   CB   SING  N  N   4  
TRW  CA   C    SING  N  N   5  
TRW  CA   HA   SING  N  N   6  
TRW  CB   CG   SING  N  N   7  
TRW  CB   HB2  SING  N  N   8  
TRW  CB   HB3  SING  N  N   9  
TRW  CG   CD2  SING  Y  N  10  
TRW  CG   CD1  DOUB  Y  N  11  
TRW  CD2  CE2  DOUB  Y  N  12  
TRW  CD2  CE3  SING  Y  N  13  
TRW  CE2  NE1  SING  Y  N  14  
TRW  CE2  CZ2  SING  Y  N  15  
TRW  CE3  CZ3  DOUB  Y  N  16  
TRW  CE3  HE3  SING  N  N  17  
TRW  CD1  NE1  SING  Y  N  18  
TRW  CD1  HD1  SING  N  N  19  
TRW  NE1  HE1  SING  N  N  20  
TRW  CZ2  CH2  DOUB  Y  N  21  
TRW  CZ2  O7   SING  N  N  22  
TRW  CZ3  CH2  SING  Y  N  23  
TRW  CZ3  HZ3  SING  N  N  24  
TRW  CH2  N6   SING  N  N  25  
TRW  N6   N1   SING  N  N  26  
TRW  N6   HN6  SING  N  N  27  
TRW  O7   HO7  SING  N  N  28  
TRW  C    O    DOUB  N  N  29  
TRW  C    HC   SING  N  N  30  
TRW  N1   C1   SING  N  N  31  
TRW  N1   HN1  SING  N  N  32  
TRW  C1   C2   DOUB  Y  N  33  
TRW  C1   C6   SING  Y  N  34  
TRW  C2   C3   SING  Y  N  35  
TRW  C2   HC2  SING  N  N  36  
TRW  C3   C4   DOUB  Y  N  37  
TRW  C3   HC3  SING  N  N  38  
TRW  C4   C5   SING  Y  N  39  
TRW  C4   HC4  SING  N  N  40  
TRW  C5   C6   DOUB  Y  N  41  
TRW  C5   HC5  SING  N  N  42  
TRW  C6   HC6  SING  N  N  43  
#   #
loop_
_pdbx_chem_comp_descriptor.comp_id
_pdbx_chem_comp_descriptor.type
_pdbx_chem_comp_descriptor.program
_pdbx_chem_comp_descriptor.program_version
_pdbx_chem_comp_descriptor.descriptor
TRW  SMILES            ACDLabs               10.04  "O=CC(N)Cc2c1ccc(c(O)c1nc2)NNc3ccccc3"  
TRW  SMILES_CANONICAL  CACTVS                3.341  "N[C@@H](Cc1c[nH]c2c(O)c(NNc3ccccc3)ccc12)C=O"  
TRW  SMILES            CACTVS                3.341  "N[CH](Cc1c[nH]c2c(O)c(NNc3ccccc3)ccc12)C=O"  
TRW  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "c1ccc(cc1)NNc2ccc3c(c[nH]c3c2O)C[C@@H](C=O)N"  
TRW  SMILES            "OpenEye OEToolkits"  1.5.0  "c1ccc(cc1)NNc2ccc3c(c[nH]c3c2O)CC(C=O)N"  
TRW  InChI             InChI                 1.03   "InChI=1S/C17H18N4O2/c18-12(10-22)8-11-9-19-16-14(11)6-7-15(17(16)23)21-20-13-4-2-1-3-5-13/h1-7,9-10,12,19-21,23H,8,18H2/t12-/m0/s1"  
TRW  InChIKey          InChI                 1.03   PSUOZWHAKZSNOB-LBPRGKRZSA-N  
#   #
loop_
_pdbx_chem_comp_identifier.comp_id
_pdbx_chem_comp_identifier.type
_pdbx_chem_comp_identifier.program
_pdbx_chem_comp_identifier.program_version
_pdbx_chem_comp_identifier.identifier
TRW  "SYSTEMATIC NAME"  ACDLabs               10.04  "(2S)-2-amino-3-[7-hydroxy-6-(2-phenylhydrazino)-1H-indol-3-yl]propanal"  
TRW  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "(2S)-2-amino-3-[7-hydroxy-6-(2-phenylhydrazinyl)-1H-indol-3-yl]propanal"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
TRW  "Create component"   2002-08-19  EBI   
TRW  "Modify descriptor"  2011-06-04  RCSB  
TRW  "Modify synonyms"    2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     TRW
_pdbx_chem_comp_synonyms.name        "PHENYLHYDRAZINE ADDUCT"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
