data_DHC
# 
_chem_comp.id                                    DHC 
_chem_comp.name                                  "CAFFEIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C9 H8 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "3,4-DIHYDROXYCINNAMIC ACID" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-01-09 
_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                        180.157 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DHC 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1KOU 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
DHC C1    C1    C 0 1 N N N 8.270  9.131  -7.175 5.575  -2.631 -1.967 C1    DHC 1  
DHC O1    O1    O 0 1 N N N 8.205  9.359  -8.382 6.293  -3.454 -1.425 O1    DHC 2  
DHC C2    C2    C 0 1 N N N 9.540  8.915  -6.447 4.403  -1.960 -1.369 C2    DHC 3  
DHC C3    C3    C 0 1 N N N 10.643 8.627  -7.082 4.044  -2.231 -0.095 C3    DHC 4  
DHC "C1'" "C1'" C 0 1 Y N N 12.002 8.625  -6.545 2.921  -1.631 0.608  "C1'" DHC 5  
DHC "C2'" "C2'" C 0 1 Y N N 13.090 8.261  -7.326 2.878  -1.652 2.002  "C2'" DHC 6  
DHC "C3'" "C3'" C 0 1 Y N N 14.396 8.237  -6.818 1.800  -1.079 2.676  "C3'" DHC 7  
DHC "C4'" "C4'" C 0 1 Y N N 14.636 8.669  -5.508 0.764  -0.484 1.955  "C4'" DHC 8  
DHC "C5'" "C5'" C 0 1 Y N N 13.537 9.029  -4.708 0.807  -0.463 0.561  "C5'" DHC 9  
DHC "C6'" "C6'" C 0 1 Y N N 12.249 8.909  -5.217 1.885  -1.036 -0.112 "C6'" DHC 10 
DHC "O4'" "O4'" O 0 1 N N N 15.785 8.700  -4.963 -0.295 0.079  2.601  "O4'" DHC 11 
DHC "O3'" "O3'" O 0 1 N N N 15.366 8.091  -7.615 1.769  -1.104 4.037  "O3'" DHC 12 
DHC O2    O2    O 0 1 N N N ?      ?      ?      5.731  -2.184 -3.235 O2    DHC 13 
DHC HC2   HC2   H 0 1 N N N 9.674  8.973  -5.354 3.861  -1.247 -1.980 HC2   DHC 14 
DHC HC3   HC3   H 0 1 N N N 10.414 8.371  -8.130 4.647  -2.944 0.479  HC3   DHC 15 
DHC "H2'" "H2'" H 0 1 N N N 12.912 7.983  -8.378 3.682  -2.114 2.572  "H2'" DHC 16 
DHC "H5'" "H5'" H 0 1 N N N 13.685 9.405  -3.682 0.003  -0.001 -0.006 "H5'" DHC 17 
DHC "H6'" "H6'" H 0 1 N N N 11.389 9.045  -4.540 1.904  -1.013 -1.199 "H6'" DHC 18 
DHC "H4'" "H4'" H 0 1 N N N 15.948 8.993  -4.074 -0.590 0.875  2.130  "H4'" DHC 19 
DHC "H3'" "H3'" H 0 1 N N N 16.251 8.075  -7.271 1.074  -0.513 4.368  "H3'" DHC 20 
DHC HO2   HO2   H 0 1 N N N 0.050  -0.176 0.932  6.499  -2.601 -3.680 HO2   DHC 21 
# 
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 
DHC C1    O1    DOUB N N 1  
DHC C1    C2    SING N N 2  
DHC C1    O2    SING N N 3  
DHC C2    C3    DOUB N E 4  
DHC C2    HC2   SING N N 5  
DHC C3    "C1'" SING N N 6  
DHC C3    HC3   SING N N 7  
DHC "C1'" "C2'" DOUB Y N 8  
DHC "C1'" "C6'" SING Y N 9  
DHC "C2'" "C3'" SING Y N 10 
DHC "C2'" "H2'" SING N N 11 
DHC "C3'" "C4'" DOUB Y N 12 
DHC "C3'" "O3'" SING N N 13 
DHC "C4'" "C5'" SING Y N 14 
DHC "C4'" "O4'" SING N N 15 
DHC "C5'" "C6'" DOUB Y N 16 
DHC "C5'" "H5'" SING N N 17 
DHC "C6'" "H6'" SING N N 18 
DHC "O4'" "H4'" SING N N 19 
DHC "O3'" "H3'" SING N N 20 
DHC O2    HO2   SING N N 21 
# 
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 
DHC SMILES           ACDLabs              10.04 O=C(O)\C=C\c1cc(O)c(O)cc1                                                          
DHC InChI            InChI                1.02b InChI=1/C9H8O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1-5,10-11H,(H,12,13)/b4-2+/f/h12H 
DHC InChIKey         InChI                1.02b QAIPRVGONGVQAS-HBKQKVCHDP                                                          
DHC SMILES_CANONICAL CACTVS               3.341 OC(=O)\C=C\c1ccc(O)c(O)c1                                                          
DHC SMILES           CACTVS               3.341 OC(=O)C=Cc1ccc(O)c(O)c1                                                            
DHC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(c(cc1\C=C\C(=O)O)O)O                                                          
DHC SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(c(cc1C=CC(=O)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 
DHC "SYSTEMATIC NAME" ACDLabs              10.04 "(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid" 
DHC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid"  
# 
