data_AFI # _chem_comp.id AFI _chem_comp.name "2-[4-(4-CHLOROPHENYL)CYCLOHEXYLIDENE]-3,4-DIHYDROXY-1(2H)-NAPHTHALENONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H19 Cl O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-01-06 _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 366.837 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AFI _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 1UUM _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 AFI O1 O1 O 0 1 N N N 76.835 49.340 135.867 -0.618 -2.451 2.592 O1 AFI 1 AFI O2 O2 O 0 1 N N N 79.041 44.518 134.214 1.693 1.911 4.628 O2 AFI 2 AFI C1 C1 C 0 1 N N N 77.339 48.236 135.491 -0.324 -1.287 2.800 C1 AFI 3 AFI C2 C2 C 0 1 N N N 77.634 47.075 136.508 0.784 -0.606 2.075 C2 AFI 4 AFI C3 C3 C 0 1 N N N 78.207 45.833 136.022 1.558 0.392 2.846 C3 AFI 5 AFI C4 C4 C 0 1 N N N 78.536 45.609 134.619 0.984 0.991 3.919 C4 AFI 6 AFI C5 C5 C 0 1 Y N N 78.591 46.532 132.232 -1.054 1.462 5.264 C5 AFI 7 AFI C6 C6 C 0 1 Y N N 78.340 47.594 131.288 -2.337 1.140 5.641 C6 AFI 8 AFI C7 C7 C 0 1 Y N N 77.779 48.820 131.720 -2.980 0.030 5.107 C7 AFI 9 AFI C8 C8 C 0 1 Y N N 77.452 49.030 133.086 -2.342 -0.769 4.184 C8 AFI 10 AFI C9 C9 C 0 1 Y N N 77.686 47.995 134.064 -1.042 -0.459 3.787 C9 AFI 11 AFI C10 C10 C 0 1 Y N N 78.271 46.718 133.620 -0.380 0.662 4.333 C10 AFI 12 AFI O6 O6 O 0 1 N N N 78.478 44.766 136.939 2.829 0.706 2.482 O6 AFI 13 AFI C11 C11 C 0 1 N N N 78.315 48.404 138.793 2.099 -0.079 0.022 C11 AFI 14 AFI C12 C12 C 0 1 N N N 77.507 49.054 139.947 1.474 0.394 -1.293 C12 AFI 15 AFI C13 C13 C 0 1 N N N 77.046 47.921 140.904 0.928 -0.811 -2.059 C13 AFI 16 AFI C14 C14 C 0 1 N N N 75.913 47.159 140.158 -0.197 -1.468 -1.258 C14 AFI 17 AFI C15 C15 C 0 1 N N N 76.503 46.423 138.897 0.360 -2.008 0.057 C15 AFI 18 AFI C16 C16 C 0 1 N N S 77.482 47.318 137.992 1.069 -0.885 0.782 C16 AFI 19 AFI CL CL CL 0 0 N N N 75.975 49.807 146.649 -1.198 0.996 -7.379 CL AFI 20 AFI C17 C17 C 0 1 Y N N 76.753 48.403 142.323 0.394 -0.358 -3.393 C17 AFI 21 AFI C18 C18 C 0 1 Y N N 77.482 47.839 143.447 0.931 -0.866 -4.561 C18 AFI 22 AFI C19 C19 C 0 1 Y N N 77.255 48.260 144.806 0.443 -0.450 -5.785 C19 AFI 23 AFI C20 C20 C 0 1 Y N N 76.260 49.280 145.011 -0.583 0.474 -5.842 C20 AFI 24 AFI C21 C21 C 0 1 Y N N 75.487 49.890 143.923 -1.121 0.983 -4.673 C21 AFI 25 AFI C22 C22 C 0 1 Y N N 75.759 49.429 142.589 -0.634 0.562 -3.449 C22 AFI 26 AFI H2 H2 H 0 1 N N N 79.255 44.372 133.300 2.098 1.441 5.369 H2 AFI 27 AFI H5 H5 H 0 1 N N N 79.028 45.579 131.889 -0.566 2.328 5.687 H5 AFI 28 AFI HA HA H 0 1 N N N 78.587 47.450 130.223 -2.852 1.758 6.362 HA AFI 29 AFI H7 H7 H 0 1 N N N 77.593 49.622 130.986 -3.987 -0.206 5.417 H7 AFI 30 AFI H8 H8 H 0 1 N N N 77.016 49.992 133.402 -2.846 -1.630 3.771 H8 AFI 31 AFI H6 H6 H 0 1 N N N 78.264 44.912 137.853 3.173 1.306 3.157 H6 AFI 32 AFI H111 1H11 H 0 0 N N N 78.723 49.181 138.105 2.399 0.783 0.617 H111 AFI 33 AFI H112 2H11 H 0 0 N N N 79.272 47.974 139.169 2.968 -0.702 -0.188 H112 AFI 34 AFI H121 1H12 H 0 0 N N N 76.661 49.682 139.582 0.661 1.088 -1.080 H121 AFI 35 AFI H122 2H12 H 0 0 N N N 78.074 49.859 140.471 2.231 0.895 -1.896 H122 AFI 36 AFI H13 H13 H 0 1 N N N 77.902 47.211 140.984 1.729 -1.534 -2.217 H13 AFI 37 AFI H141 1H14 H 0 0 N N N 75.062 47.829 139.892 -0.971 -0.730 -1.046 H141 AFI 38 AFI H142 2H14 H 0 0 N N N 75.364 46.460 140.832 -0.625 -2.287 -1.836 H142 AFI 39 AFI H151 1H15 H 0 0 N N N 77.014 45.481 139.204 1.069 -2.809 -0.147 H151 AFI 40 AFI H152 2H15 H 0 0 N N N 75.679 46.002 138.275 -0.455 -2.386 0.673 H152 AFI 41 AFI H18 H18 H 0 1 N N N 78.238 47.059 143.252 1.733 -1.589 -4.517 H18 AFI 42 AFI H19 H19 H 0 1 N N N 77.816 47.822 145.648 0.863 -0.848 -6.698 H19 AFI 43 AFI H21 H21 H 0 1 N N N 74.730 50.668 144.120 -1.922 1.705 -4.716 H21 AFI 44 AFI H22 H22 H 0 1 N N N 75.199 49.866 141.745 -1.054 0.959 -2.536 H22 AFI 45 # 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 AFI O1 C1 DOUB N N 1 AFI O2 C4 SING N N 2 AFI O2 H2 SING N N 3 AFI C1 C2 SING N N 4 AFI C1 C9 SING N N 5 AFI C2 C3 SING N N 6 AFI C2 C16 DOUB N N 7 AFI C3 C4 DOUB N N 8 AFI C3 O6 SING N N 9 AFI C4 C10 SING N N 10 AFI C5 C6 DOUB Y N 11 AFI C5 C10 SING Y N 12 AFI C5 H5 SING N N 13 AFI C6 C7 SING Y N 14 AFI C6 HA SING N N 15 AFI C7 C8 DOUB Y N 16 AFI C7 H7 SING N N 17 AFI C8 C9 SING Y N 18 AFI C8 H8 SING N N 19 AFI C9 C10 DOUB Y N 20 AFI O6 H6 SING N N 21 AFI C11 C12 SING N N 22 AFI C11 C16 SING N N 23 AFI C11 H111 SING N N 24 AFI C11 H112 SING N N 25 AFI C12 C13 SING N N 26 AFI C12 H121 SING N N 27 AFI C12 H122 SING N N 28 AFI C13 C14 SING N N 29 AFI C13 C17 SING N N 30 AFI C13 H13 SING N N 31 AFI C14 C15 SING N N 32 AFI C14 H141 SING N N 33 AFI C14 H142 SING N N 34 AFI C15 C16 SING N N 35 AFI C15 H151 SING N N 36 AFI C15 H152 SING N N 37 AFI CL C20 SING N N 38 AFI C17 C18 DOUB Y N 39 AFI C17 C22 SING Y N 40 AFI C18 C19 SING Y N 41 AFI C18 H18 SING N N 42 AFI C19 C20 DOUB Y N 43 AFI C19 H19 SING N N 44 AFI C20 C21 SING Y N 45 AFI C21 C22 DOUB Y N 46 AFI C21 H21 SING N N 47 AFI C22 H22 SING N N 48 # 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 AFI SMILES ACDLabs 10.04 "O=C3c4ccccc4C(O)=C(O)\C3=C2/CCC(c1ccc(Cl)cc1)CC2" AFI SMILES_CANONICAL CACTVS 3.341 "OC1=C(O)[C](=[C@@]2CC[CH](CC2)c3ccc(Cl)cc3)C(=O)c4ccccc14" AFI SMILES CACTVS 3.341 "OC1=C(O)[C](=[C]2CC[CH](CC2)c3ccc(Cl)cc3)C(=O)c4ccccc14" AFI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)C(=C(C(=C3CCC(CC3)c4ccc(cc4)Cl)C2=O)O)O" AFI SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)C(=C(C(=C3CCC(CC3)c4ccc(cc4)Cl)C2=O)O)O" AFI InChI InChI 1.03 "InChI=1S/C22H19ClO3/c23-16-11-9-14(10-12-16)13-5-7-15(8-6-13)19-20(24)17-3-1-2-4-18(17)21(25)22(19)26/h1-4,9-13,25-26H,5-8H2/t13-" AFI InChIKey InChI 1.03 HKIDMHSZRQSXJE-RNMGOYHCSA-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 AFI "SYSTEMATIC NAME" ACDLabs 10.04 "(2E)-2-[(4S)-4-(4-chlorophenyl)cyclohexylidene]-3,4-dihydroxynaphthalen-1(2H)-one" AFI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[4-(4-chlorophenyl)cyclohexylidene]-3,4-dihydroxy-naphthalen-1-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AFI "Create component" 2004-01-06 EBI AFI "Modify descriptor" 2011-06-04 RCSB #