data_ADL
# 
_chem_comp.id                                    ADL 
_chem_comp.name                                  "(1,8-DIHYDROXY-9-OXO-9,10-DIHYDRO-ANTHRACEN-2-YL)-ACETIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H12 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "ACETYL DITHRANOL" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-12-12 
_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                        284.263 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ADL 
_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        1N5S 
_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 
ADL C1   C1   C 0 1 Y N N 34.845 25.933 -6.485 0.796  0.001  -4.966 C1   ADL 1  
ADL C2   C2   C 0 1 Y N N 33.753 25.257 -6.018 1.641  0.142  -3.881 C2   ADL 2  
ADL C3   C3   C 0 1 Y N N 32.639 25.951 -5.447 1.133  0.210  -2.595 C3   ADL 3  
ADL C4   C4   C 0 1 Y N N 32.731 27.368 -5.366 -0.245 0.127  -2.409 C4   ADL 4  
ADL C5   C5   C 0 1 Y N N 33.900 28.056 -5.840 -1.102 -0.012 -3.508 C5   ADL 5  
ADL C6   C6   C 0 1 Y N N 34.938 27.351 -6.391 -0.570 -0.074 -4.788 C6   ADL 6  
ADL C7   C7   C 0 1 N N N 31.694 28.122 -4.816 -0.802 0.175  -1.041 C7   ADL 7  
ADL C8   C8   C 0 1 Y N N 30.564 27.455 -4.321 0.119  -0.069 0.086  C8   ADL 8  
ADL C9   C9   C 0 1 Y N N 30.442 26.041 -4.423 1.496  0.016  -0.117 C9   ADL 9  
ADL C10  C10  C 0 1 N N N 31.494 25.291 -4.968 2.084  0.374  -1.448 C10  ADL 10 
ADL C11  C11  C 0 1 Y N N 29.573 28.214 -3.619 -0.391 -0.393 1.349  C11  ADL 11 
ADL C12  C12  C 0 1 Y N N 28.474 27.565 -3.104 0.480  -0.625 2.403  C12  ADL 12 
ADL C13  C13  C 0 1 Y N N 28.318 26.151 -3.245 1.843  -0.547 2.193  C13  ADL 13 
ADL C14  C14  C 0 1 Y N N 29.271 25.412 -3.890 2.347  -0.228 0.946  C14  ADL 14 
ADL C15  C15  C 0 1 N N N 27.386 28.369 -2.385 -0.057 -0.969 3.768  C15  ADL 15 
ADL C16  C16  C 0 1 N N N 26.995 29.567 -3.191 -0.264 0.296  4.559  C16  ADL 16 
ADL O1   O1   O 0 1 N N N 33.930 29.471 -5.724 -2.444 -0.085 -3.323 O1   ADL 17 
ADL O2   O2   O 0 1 N N N 31.820 29.338 -4.788 -1.981 0.407  -0.851 O2   ADL 18 
ADL O3   O3   O 0 1 N N N 29.793 29.637 -3.544 -1.732 -0.472 1.543  O3   ADL 19 
ADL O5   O5   O 0 1 N N N 26.558 29.467 -4.336 -0.002 1.367  4.065  O5   ADL 20 
ADL O4   O4   O 0 1 N N N 27.056 30.833 -2.718 -0.739 0.233  5.813  O4   ADL 21 
ADL HC1  HC1  H 0 1 N N N 35.652 25.333 -6.938 1.209  -0.050 -5.963 HC1  ADL 22 
ADL HC2  HC2  H 0 1 N N N 33.771 24.157 -6.101 2.708  0.201  -4.038 HC2  ADL 23 
ADL HC6  HC6  H 0 1 N N N 35.821 27.908 -6.748 -1.223 -0.182 -5.642 HC6  ADL 24 
ADL H101 1H10 H 0 0 N N N 31.811 24.527 -4.220 2.413  1.413  -1.415 H101 ADL 25 
ADL H102 2H10 H 0 0 N N N 31.087 24.647 -5.783 2.955  -0.256 -1.625 H102 ADL 26 
ADL HC13 HC13 H 0 0 N N N 27.440 25.616 -2.846 2.521  -0.737 3.012  HC13 ADL 27 
ADL HC14 HC14 H 0 0 N N N 29.098 24.326 -3.979 3.416  -0.168 0.800  HC14 ADL 28 
ADL H151 1H15 H 0 0 N N N 27.694 28.649 -1.351 0.654  -1.610 4.288  H151 ADL 29 
ADL H152 2H15 H 0 0 N N N 26.504 27.736 -2.131 -1.007 -1.492 3.663  H152 ADL 30 
ADL HO1  HO1  H 0 1 N N N 34.703 29.926 -6.037 -2.660 -1.022 -3.215 HO1  ADL 31 
ADL HO3  HO3  H 0 1 N N N 29.136 30.141 -3.078 -1.986 -1.387 1.362  HO3  ADL 32 
ADL HO4  HO4  H 0 1 N N N 26.808 31.594 -3.230 -0.872 1.046  6.321  HO4  ADL 33 
# 
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 
ADL C1  C2   DOUB Y N 1  
ADL C1  C6   SING Y N 2  
ADL C1  HC1  SING N N 3  
ADL C2  C3   SING Y N 4  
ADL C2  HC2  SING N N 5  
ADL C3  C4   DOUB Y N 6  
ADL C3  C10  SING N N 7  
ADL C4  C5   SING Y N 8  
ADL C4  C7   SING N N 9  
ADL C5  C6   DOUB Y N 10 
ADL C5  O1   SING N N 11 
ADL C6  HC6  SING N N 12 
ADL C7  C8   SING N N 13 
ADL C7  O2   DOUB N N 14 
ADL C8  C9   DOUB Y N 15 
ADL C8  C11  SING Y N 16 
ADL C9  C10  SING N N 17 
ADL C9  C14  SING Y N 18 
ADL C10 H101 SING N N 19 
ADL C10 H102 SING N N 20 
ADL C11 C12  DOUB Y N 21 
ADL C11 O3   SING N N 22 
ADL C12 C13  SING Y N 23 
ADL C12 C15  SING N N 24 
ADL C13 C14  DOUB Y N 25 
ADL C13 HC13 SING N N 26 
ADL C14 HC14 SING N N 27 
ADL C15 C16  SING N N 28 
ADL C15 H151 SING N N 29 
ADL C15 H152 SING N N 30 
ADL C16 O5   DOUB N N 31 
ADL C16 O4   SING N N 32 
ADL O1  HO1  SING N N 33 
ADL O3  HO3  SING N N 34 
ADL O4  HO4  SING N N 35 
# 
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 
ADL SMILES           ACDLabs              10.04 O=C(O)Cc3c(O)c2C(=O)c1c(O)cccc1Cc2cc3                                                                             
ADL InChI            InChI                1.02b InChI=1/C16H12O5/c17-11-3-1-2-8-6-9-4-5-10(7-12(18)19)15(20)14(9)16(21)13(8)11/h1-5,17,20H,6-7H2,(H,18,19)/f/h18H 
ADL InChIKey         InChI                1.02b IXLRLZOYKJERRA-GPQMBLKYCM                                                                                         
ADL SMILES_CANONICAL CACTVS               3.341 OC(=O)Cc1ccc2Cc3cccc(O)c3C(=O)c2c1O                                                                               
ADL SMILES           CACTVS               3.341 OC(=O)Cc1ccc2Cc3cccc(O)c3C(=O)c2c1O                                                                               
ADL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2c(c(c1)O)C(=O)c3c(ccc(c3O)CC(=O)O)C2                                                                         
ADL SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2c(c(c1)O)C(=O)c3c(ccc(c3O)CC(=O)O)C2                                                                         
# 
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 
ADL "SYSTEMATIC NAME" ACDLabs              10.04 "(1,8-dihydroxy-9-oxo-9,10-dihydroanthracen-2-yl)acetic acid" 
ADL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-(1,8-dihydroxy-9-oxo-10H-anthracen-2-yl)ethanoic acid"     
# 
