data_TOX
# 
_chem_comp.id                                    TOX 
_chem_comp.name                                  "2-AMINO-3-(1-HYDROPEROXY-1H-INDOL-3-YL)PROPAN-1-OL" 
_chem_comp.type                                  "L-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C11 H14 N2 O3" 
_chem_comp.mon_nstd_parent_comp_id               TRP 
_chem_comp.pdbx_synonyms                         1-HYDROPEROXY-L-TRYPTOPHAN 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-08-21 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        222.240 
_chem_comp.one_letter_code                       W 
_chem_comp.three_letter_code                     TOX 
_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        ? 
_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 
TOX N   N   N 0 1 N N N -18.373 -58.476 -34.952 -5.409 3.817  5.018  N   TOX 1  
TOX CA  CA  C 0 1 N N S -18.212 -59.876 -34.455 -5.165 2.822  3.995  CA  TOX 2  
TOX CB  CB  C 0 1 N N N -17.518 -60.790 -35.553 -4.233 1.708  4.538  CB  TOX 3  
TOX CG  CG  C 0 1 Y N N -16.601 -61.849 -35.019 -3.859 0.690  3.536  CG  TOX 4  
TOX CD1 CD1 C 0 1 Y N N -15.284 -61.980 -35.278 -4.547 -0.472 3.274  CD1 TOX 5  
TOX NE1 NE1 N 0 1 Y N N -14.754 -63.030 -34.566 -3.882 -1.142 2.282  NE1 TOX 6  
TOX CE2 CE2 C 0 1 Y N N -15.748 -63.581 -33.809 -2.768 -0.432 1.894  CE2 TOX 7  
TOX CD2 CD2 C 0 1 Y N N -16.934 -62.883 -34.094 -2.730 0.729  2.669  CD2 TOX 8  
TOX CE3 CE3 C 0 1 Y N N -18.121 -63.276 -33.467 -1.677 1.644  2.470  CE3 TOX 9  
TOX CZ3 CZ3 C 0 1 Y N N -18.087 -64.363 -32.587 -0.704 1.364  1.504  CZ3 TOX 10 
TOX CH2 CH2 C 0 1 Y N N -16.874 -65.048 -32.308 -0.767 0.197  0.745  CH2 TOX 11 
TOX CZ2 CZ2 C 0 1 Y N N -15.706 -64.681 -32.943 -1.802 -0.724 0.925  CZ2 TOX 12 
TOX C   C   C 0 1 N N N -17.501 -59.901 -33.057 -6.496 2.255  3.498  C   TOX 13 
TOX O   O   O 0 1 N N N -17.971 -60.531 -32.123 -7.323 3.320  3.043  O   TOX 14 
TOX O2  O2  O 0 1 N N N -11.825 -62.395 -34.818 -5.172 -2.181 0.613  O2  TOX 15 
TOX O1  O1  O 0 1 N N N -13.222 -62.957 -34.855 -4.280 -2.361 1.751  O1  TOX 16 
TOX H   1HN H 0 1 N N N -18.409 -57.848 -34.175 -6.153 3.663  5.672  H   TOX 17 
TOX H2  2HN H 0 1 N Y N -17.597 -58.239 -35.537 -4.975 4.717  4.928  H2  TOX 18 
TOX HA  HA  H 0 1 N N N -19.206 -60.315 -34.286 -4.673 3.355  3.172  HA  TOX 19 
TOX HC1 1H  H 0 1 N N N -16.504 -60.330 -33.236 -7.026 1.744  4.308  HC1 TOX 20 
TOX HC2 2H  H 0 1 N N N -17.581 -58.857 -32.719 -6.349 1.551  2.671  HC2 TOX 21 
TOX HO  HO  H 0 1 N N N -18.093 -61.437 -32.381 -8.180 2.927  2.812  HO  TOX 22 
TOX HB2 1HB H 0 1 N N N -18.316 -61.295 -36.117 -4.717 1.242  5.421  HB2 TOX 23 
TOX HB3 2HB H 0 1 N N N -16.892 -60.119 -36.161 -3.318 2.183  4.945  HB3 TOX 24 
TOX HD1 HD1 H 0 1 N N N -14.724 -61.348 -35.951 -5.451 -0.880 3.706  HD1 TOX 25 
TOX HO2 HO2 H 0 1 N N N -11.507 -62.277 -35.705 -4.487 -2.284 -0.069 HO2 TOX 26 
TOX HZ2 HZ2 H 0 1 N N N -14.788 -65.225 -32.778 -1.849 -1.632 0.332  HZ2 TOX 27 
TOX HH2 HH2 H 0 1 N N N -16.866 -65.860 -31.596 0.000  -0.000 0.001  HH2 TOX 28 
TOX HZ3 HZ3 H 0 1 N N N -19.000 -64.688 -32.111 0.111  2.066  1.346  HZ3 TOX 29 
TOX HE3 HE3 H 0 1 N N N -19.045 -62.751 -33.658 -1.614 2.558  3.054  HE3 TOX 30 
# 
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 
TOX N   CA  SING N N 1  
TOX N   H   SING N N 2  
TOX N   H2  SING N N 3  
TOX CA  C   SING N N 4  
TOX CA  CB  SING N N 5  
TOX CA  HA  SING N N 6  
TOX CB  CG  SING N N 7  
TOX CB  HB2 SING N N 8  
TOX CB  HB3 SING N N 9  
TOX CG  CD1 DOUB Y N 10 
TOX CG  CD2 SING Y N 11 
TOX CD1 NE1 SING Y N 12 
TOX CD1 HD1 SING N N 13 
TOX NE1 O1  SING N N 14 
TOX NE1 CE2 SING Y N 15 
TOX CE2 CZ2 SING Y N 16 
TOX CE2 CD2 DOUB Y N 17 
TOX CD2 CE3 SING Y N 18 
TOX CE3 CZ3 DOUB Y N 19 
TOX CE3 HE3 SING N N 20 
TOX CZ3 CH2 SING Y N 21 
TOX CZ3 HZ3 SING N N 22 
TOX CH2 CZ2 DOUB Y N 23 
TOX CH2 HH2 SING N N 24 
TOX CZ2 HZ2 SING N N 25 
TOX C   O   SING N N 26 
TOX C   HC1 SING N N 27 
TOX C   HC2 SING N N 28 
TOX O   HO  SING N N 29 
TOX O2  O1  SING N N 30 
TOX O2  HO2 SING N N 31 
# 
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 
TOX SMILES           ACDLabs              10.04 "OCC(N)Cc2c1ccccc1n(OO)c2"                                                                           
TOX InChI            InChI                1.02b "InChI=1/C11H14N2O3/c12-9(7-14)5-8-6-13(16-15)11-4-2-1-3-10(8)11/h1-4,6,9,14-15H,5,7,12H2/t9-/m0/s1" 
TOX InChIKey         InChI                1.02b WLTOGJLLRPHRCR-VIFPVBQEBL                                                                            
TOX SMILES_CANONICAL CACTVS               3.341 "N[C@H](CO)Cc1cn(OO)c2ccccc12"                                                                       
TOX SMILES           CACTVS               3.341 "N[CH](CO)Cc1cn(OO)c2ccccc12"                                                                        
TOX SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)c(cn2OO)C[C@@H](CO)N"                                                                    
TOX SMILES           "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)c(cn2OO)CC(CO)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 
TOX "SYSTEMATIC NAME" ACDLabs              10.04 "(2S)-2-amino-3-(1-hydroperoxy-1H-indol-3-yl)propan-1-ol" 
TOX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-3-(1-hydroperoxyindol-3-yl)propan-1-ol"     
# 
