data_ALE
# 
_chem_comp.id                                    ALE 
_chem_comp.name                                  L-EPINEPHRINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C9 H13 N O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "ADR; ADRENALINE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        183.204 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ALE 
_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        3PAH 
_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 
ALE C1  C1  C 0 1 Y N N -5.129 25.345 4.917 -0.204 0.481  0.065  C1  ALE 1  
ALE C2  C2  C 0 1 Y N N -3.864 24.955 4.324 0.880  0.057  -0.679 C2  ALE 2  
ALE C3  C3  C 0 1 Y N N -2.651 25.196 5.042 0.718  -0.265 -2.017 C3  ALE 3  
ALE C4  C4  C 0 1 Y N N -2.735 25.818 6.331 -0.534 -0.152 -2.610 C4  ALE 4  
ALE C5  C5  C 0 1 Y N N -3.967 26.199 6.888 -1.616 0.278  -1.859 C5  ALE 5  
ALE C7  C7  C 0 1 N N S -6.475 25.071 4.194 -0.027 0.827  1.521  C7  ALE 6  
ALE C6  C6  C 0 1 Y N N -5.146 25.975 6.206 -1.449 0.594  -0.524 C6  ALE 7  
ALE O1  O1  O 0 1 N N N -1.379 24.838 4.547 1.784  -0.687 -2.750 O1  ALE 8  
ALE O2  O2  O 0 1 N N N -1.605 26.052 7.057 -0.697 -0.463 -3.924 O2  ALE 9  
ALE O3  O3  O 0 1 N N N -6.289 25.156 2.793 1.300  1.310  1.738  O3  ALE 10 
ALE C8  C8  C 0 1 N N N -7.614 26.080 4.656 -0.261 -0.420 2.374  C8  ALE 11 
ALE N1  N1  N 0 1 N N N -8.074 25.847 6.095 -0.089 -0.083 3.793  N1  ALE 12 
ALE C9  C9  C 0 1 N N N -8.252 24.408 6.593 -0.326 -1.318 4.552  C9  ALE 13 
ALE H2  H2  H 0 1 N N N -3.824 24.476 3.330 1.852  -0.028 -0.216 H2  ALE 14 
ALE H5  H5  H 0 1 N N N -4.009 26.682 7.878 -2.591 0.366  -2.317 H5  ALE 15 
ALE H7  H7  H 0 1 N N N -6.808 24.043 4.469 -0.744 1.598  1.801  H7  ALE 16 
ALE H6  H6  H 0 1 N N N -6.087 26.294 6.683 -2.293 0.930  0.060  H6  ALE 17 
ALE HO1 HO1 H 0 1 N N N -0.573 24.998 5.024 2.191  0.102  -3.131 HO1 ALE 18 
ALE HO2 HO2 H 0 1 N N N -1.660 26.464 7.911 -0.542 0.349  -4.425 HO2 ALE 19 
ALE HO3 HO3 H 0 1 N N N -7.112 24.988 2.350 1.902  0.600  1.479  HO3 ALE 20 
ALE H81 1H8 H 0 1 N N N -7.292 27.137 4.507 0.456  -1.191 2.094  H81 ALE 21 
ALE H82 2H8 H 0 1 N N N -8.478 26.051 3.952 -1.273 -0.789 2.208  H82 ALE 22 
ALE HN1 HN1 H 0 1 N N N -8.943 26.358 6.249 -0.835 0.552  4.033  HN1 ALE 23 
ALE H91 1H9 H 0 1 N N N -8.587 24.238 7.642 -0.209 -1.118 5.617  H91 ALE 24 
ALE H92 2H9 H 0 1 N N N -8.944 23.872 5.903 -1.337 -1.675 4.359  H92 ALE 25 
ALE H93 3H9 H 0 1 N N N -7.302 23.849 6.424 0.392  -2.078 4.244  H93 ALE 26 
# 
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 
ALE C1 C2  DOUB Y N 1  
ALE C1 C7  SING N N 2  
ALE C1 C6  SING Y N 3  
ALE C2 C3  SING Y N 4  
ALE C2 H2  SING N N 5  
ALE C3 C4  DOUB Y N 6  
ALE C3 O1  SING N N 7  
ALE C4 C5  SING Y N 8  
ALE C4 O2  SING N N 9  
ALE C5 C6  DOUB Y N 10 
ALE C5 H5  SING N N 11 
ALE C7 O3  SING N N 12 
ALE C7 C8  SING N N 13 
ALE C7 H7  SING N N 14 
ALE C6 H6  SING N N 15 
ALE O1 HO1 SING N N 16 
ALE O2 HO2 SING N N 17 
ALE O3 HO3 SING N N 18 
ALE C8 N1  SING N N 19 
ALE C8 H81 SING N N 20 
ALE C8 H82 SING N N 21 
ALE N1 C9  SING N N 22 
ALE N1 HN1 SING N N 23 
ALE C9 H91 SING N N 24 
ALE C9 H92 SING N N 25 
ALE C9 H93 SING N N 26 
# 
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 
ALE SMILES           ACDLabs              10.04 Oc1ccc(cc1O)C(O)CNC                                                            
ALE InChI            InChI                1.02b InChI=1/C9H13NO3/c1-10-5-9(13)6-2-3-7(11)8(12)4-6/h2-4,9-13H,5H2,1H3/t9-/m1/s1 
ALE InChIKey         InChI                1.02b UCTWMZQNUQWSLP-SECBINFHBZ                                                      
ALE SMILES_CANONICAL CACTVS               3.341 CNC[C@@H](O)c1ccc(O)c(O)c1                                                     
ALE SMILES           CACTVS               3.341 CNC[CH](O)c1ccc(O)c(O)c1                                                       
ALE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CNC[C@H](c1ccc(c(c1)O)O)O                                                      
ALE SMILES           "OpenEye OEToolkits" 1.5.0 CNCC(c1ccc(c(c1)O)O)O                                                          
# 
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 
ALE "SYSTEMATIC NAME" ACDLabs              10.04 4-[(1S)-1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol 
ALE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-[(1S)-1-hydroxy-2-methylamino-ethyl]benzene-1,2-diol  
# 
