data_AZN
# 
_chem_comp.id                                    AZN 
_chem_comp.name                                  "ALIZARIN RED" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H8 O7 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-01-21 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        320.274 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AZN 
_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        1OAR 
_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 
AZN C2  C2  C 0 1 Y N N 36.871 54.105 78.898 0.843  -0.130 -0.608 C2  AZN 1  
AZN C3  C3  C 0 1 Y N N 38.851 53.561 80.466 0.401  0.014  -3.113 C3  AZN 2  
AZN C4  C4  C 0 1 Y N N 37.232 52.818 78.227 -0.545 -0.190 -0.366 C4  AZN 3  
AZN C5  C5  C 0 1 Y N N 35.803 54.815 78.418 1.728  -0.035 0.464  C5  AZN 4  
AZN C8  C8  C 0 1 N N N 38.355 51.983 78.680 -1.480 -0.294 -1.503 C8  AZN 5  
AZN C9  C9  C 0 1 Y N N 36.519 52.335 77.144 -1.022 -0.143 0.939  C9  AZN 6  
AZN C10 C10 C 0 1 Y N N 35.094 54.287 77.312 1.227  0.009  1.771  C10 AZN 7  
AZN C11 C11 C 0 1 Y N N 40.200 51.581 80.266 -1.874 0.155  -3.924 C11 AZN 8  
AZN C12 C12 C 0 1 Y N N 40.654 53.148 82.013 -0.029 0.444  -5.435 C12 AZN 9  
AZN C14 C14 C 0 1 Y N N 40.944 51.967 81.364 -1.391 0.395  -5.199 C14 AZN 10 
AZN C13 C13 C 0 1 Y N N 35.479 53.052 76.747 -0.137 -0.044 1.998  C13 AZN 11 
AZN C1  C1  C 0 1 N N N 37.708 54.485 80.034 1.347  -0.187 -1.993 C1  AZN 12 
AZN C6  C6  C 0 1 Y N N 39.146 52.382 79.818 -0.983 -0.036 -2.872 C6  AZN 13 
AZN C7  C7  C 0 1 Y N N 39.618 53.945 81.570 0.869  0.255  -4.400 C7  AZN 14 
AZN O6  O6  O 0 1 N N N 33.743 53.690 74.894 -0.980 1.476  3.998  O6  AZN 15 
AZN O4  O4  O 0 1 N N N 33.983 51.427 75.159 -2.042 -0.578 3.601  O4  AZN 16 
AZN O3  O3  O 0 1 N N N 34.033 54.960 76.817 2.083  0.106  2.820  O3  AZN 17 
AZN O1  O1  O 0 1 N N N 35.436 55.968 78.997 3.065  0.017  0.244  O1  AZN 18 
AZN O5  O5  O 0 1 N N N 35.578 52.722 74.013 0.320  -0.418 4.475  O5  AZN 19 
AZN O   O   O 0 1 N N N 37.486 55.526 80.635 2.525  -0.392 -2.213 O   AZN 20 
AZN O2  O2  O 0 1 N N N 38.613 50.942 78.098 -2.645 -0.588 -1.316 O2  AZN 21 
AZN S1  S1  S 0 1 N N N 34.706 52.655 75.128 -0.751 0.013  3.649  S1  AZN 22 
AZN H9  H9  H 0 1 N N N 36.792 51.433 76.655 -2.085 -0.185 1.127  H9  AZN 23 
AZN H11 H11 H 0 1 N N N 40.429 50.675 79.762 -2.938 0.118  -3.745 H11 AZN 24 
AZN H12 H12 H 0 1 N N N 41.228 53.445 82.855 0.334  0.630  -6.435 H12 AZN 25 
AZN H14 H14 H 0 1 N N N 41.739 51.354 81.708 -2.083 0.544  -6.014 H14 AZN 26 
AZN H7  H7  H 0 1 N N N 39.402 54.856 82.071 1.931  0.294  -4.592 H7  AZN 27 
AZN H6  H6  H 0 1 N N N 33.343 53.484 74.056 -1.316 1.498  4.904  H6  AZN 28 
AZN H3  H3  H 0 1 N N N 33.764 55.789 77.214 2.215  1.050  2.987  H3  AZN 29 
AZN H1  H1  H 0 1 N N N 35.922 56.300 79.752 3.385  -0.895 0.247  H1  AZN 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 
AZN C2  C4  DOUB Y N 1  
AZN C2  C5  SING Y N 2  
AZN C2  C1  SING N N 3  
AZN C3  C1  SING N N 4  
AZN C3  C6  DOUB Y N 5  
AZN C3  C7  SING Y N 6  
AZN C4  C8  SING N N 7  
AZN C4  C9  SING Y N 8  
AZN C5  C10 DOUB Y N 9  
AZN C5  O1  SING N N 10 
AZN C8  C6  SING N N 11 
AZN C8  O2  DOUB N N 12 
AZN C9  C13 DOUB Y N 13 
AZN C9  H9  SING N N 14 
AZN C10 C13 SING Y N 15 
AZN C10 O3  SING N N 16 
AZN C11 C14 DOUB Y N 17 
AZN C11 C6  SING Y N 18 
AZN C11 H11 SING N N 19 
AZN C12 C14 SING Y N 20 
AZN C12 C7  DOUB Y N 21 
AZN C12 H12 SING N N 22 
AZN C14 H14 SING N N 23 
AZN C13 S1  SING N N 24 
AZN C1  O   DOUB N N 25 
AZN C7  H7  SING N N 26 
AZN O6  S1  SING N N 27 
AZN O6  H6  SING N N 28 
AZN O4  S1  DOUB N N 29 
AZN O3  H3  SING N N 30 
AZN O1  H1  SING N N 31 
AZN O5  S1  DOUB N N 32 
# 
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 
AZN SMILES           ACDLabs              10.04 "O=S(=O)(O)c3cc2C(=O)c1ccccc1C(=O)c2c(O)c3O"                                                                   
AZN SMILES_CANONICAL CACTVS               3.341 "Oc1c(O)c(cc2C(=O)c3ccccc3C(=O)c12)[S](O)(=O)=O"                                                               
AZN SMILES           CACTVS               3.341 "Oc1c(O)c(cc2C(=O)c3ccccc3C(=O)c12)[S](O)(=O)=O"                                                               
AZN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)C(=O)c3cc(c(c(c3C2=O)O)O)S(=O)(=O)O"                                                               
AZN SMILES           "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)C(=O)c3cc(c(c(c3C2=O)O)O)S(=O)(=O)O"                                                               
AZN InChI            InChI                1.03  "InChI=1S/C14H8O7S/c15-11-6-3-1-2-4-7(6)12(16)10-8(11)5-9(22(19,20)21)13(17)14(10)18/h1-5,17-18H,(H,19,20,21)" 
AZN InChIKey         InChI                1.03  JKYKXTRKURYNGW-UHFFFAOYSA-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 
AZN "SYSTEMATIC NAME" ACDLabs              10.04 "3,4-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid" 
AZN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3,4-dihydroxy-9,10-dioxo-anthracene-2-sulfonic acid"             
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
AZN "Create component"  2003-01-21 EBI  
AZN "Modify descriptor" 2011-06-04 RCSB 
# 
