data_A84 # _chem_comp.id A84 _chem_comp.name "2-[({2-[(1Z)-3-(DIMETHYLAMINO)PROP-1-ENYL]-4-FLUOROPHENYL}SULFONYL)AMINO]-5,6,7,8-TETRAHYDRONAPHTHALENE-1-CARBOXYLIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H25 F N2 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-03-04 _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 432.508 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A84 _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 1YW9 _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 A84 C1 C1 C 0 1 N N N 20.159 33.511 15.649 -6.067 1.825 -1.118 C1 A84 1 A84 C2 C2 C 0 1 N N N 18.621 33.640 15.555 -4.906 2.421 -0.326 C2 A84 2 A84 C3 C3 C 0 1 Y N N 17.848 32.383 15.979 -3.796 1.414 -0.171 C3 A84 3 A84 C4 C4 C 0 1 Y N N 18.506 31.108 16.259 -3.989 0.069 -0.363 C4 A84 4 A84 C5 C5 C 0 1 N N N 20.053 31.025 16.118 -5.321 -0.514 -0.757 C5 A84 5 A84 C6 C6 C 0 1 N N N 20.657 32.124 15.229 -6.446 0.482 -0.483 C6 A84 6 A84 C7 C7 C 0 1 Y N N 16.445 32.480 16.096 -2.537 1.891 0.187 C7 A84 7 A84 C8 C8 C 0 1 Y N N 15.667 31.379 16.472 -1.474 1.034 0.356 C8 A84 8 A84 C9 C9 C 0 1 Y N N 16.247 30.130 16.757 -1.651 -0.332 0.169 C9 A84 9 A84 C10 C10 C 0 1 Y N N 17.691 29.979 16.655 -2.913 -0.818 -0.197 C10 A84 10 A84 C11 C11 C 0 1 N N N 18.335 28.670 16.959 -3.112 -2.263 -0.404 C11 A84 11 A84 O12 O12 O 0 1 N N N 17.804 27.580 16.413 -2.947 -2.748 -1.506 O12 A84 12 A84 O13 O13 O 0 1 N N N 19.284 28.594 17.698 -3.479 -3.047 0.629 O13 A84 13 A84 N14 N14 N 0 1 N N N 15.390 29.087 17.123 -0.585 -1.206 0.339 N14 A84 14 A84 S15 S15 S 0 1 N N N 14.771 28.917 18.634 0.602 -0.860 1.440 S15 A84 15 A84 O16 O16 O 0 1 N N N 14.053 27.675 18.611 -0.072 -0.422 2.611 O16 A84 16 A84 O17 O17 O 0 1 N N N 13.992 30.102 18.876 1.517 -1.945 1.375 O17 A84 17 A84 C18 C18 C 0 1 Y N N 16.138 28.755 19.774 1.482 0.544 0.841 C18 A84 18 A84 C19 C19 C 0 1 Y N N 16.712 29.843 20.525 2.192 0.465 -0.357 C19 A84 19 A84 C20 C20 C 0 1 Y N N 17.818 29.570 21.374 2.886 1.581 -0.826 C20 A84 20 A84 C21 C21 C 0 1 Y N N 18.323 28.265 21.472 2.872 2.755 -0.097 C21 A84 21 A84 C22 C22 C 0 1 Y N N 17.770 27.191 20.753 2.169 2.825 1.095 C22 A84 22 A84 C23 C23 C 0 1 Y N N 16.674 27.441 19.901 1.479 1.721 1.563 C23 A84 23 A84 F24 F24 F 0 1 N N N 19.359 28.045 22.268 3.543 3.837 -0.548 F24 A84 24 A84 C25 C25 C 0 1 N N N 16.206 31.244 20.434 2.203 -0.794 -1.131 C25 A84 25 A84 C26 C26 C 0 1 N N N 15.640 31.950 21.459 3.325 -1.214 -1.698 C26 A84 26 A84 C27 C27 C 0 1 N N N 15.403 31.483 22.901 4.625 -0.509 -1.407 C27 A84 27 A84 N28 N28 N 0 1 N N N 13.982 31.581 23.349 5.625 -1.490 -0.963 N28 A84 28 A84 C29 C29 C 0 1 N N N 13.098 30.601 22.699 6.917 -0.791 -0.932 C29 A84 29 A84 C30 C30 C 0 1 N N N 13.428 32.947 23.172 5.295 -1.829 0.427 C30 A84 30 A84 H11 1H1 H 0 1 N N N 20.446 33.668 16.699 -6.921 2.501 -1.084 H11 A84 31 A84 H12 2H1 H 0 1 N N N 20.613 34.261 14.984 -5.764 1.668 -2.154 H12 A84 32 A84 H21 1H2 H 0 1 N N N 18.384 33.813 14.495 -5.260 2.721 0.660 H21 A84 33 A84 H22A 2H2 H 0 0 N N N 18.312 34.464 16.215 -4.525 3.297 -0.852 H22A A84 34 A84 H51 1H5 H 0 1 N N N 20.281 30.062 15.639 -5.499 -1.424 -0.184 H51 A84 35 A84 H52 2H5 H 0 1 N N N 20.492 31.120 17.122 -5.307 -0.756 -1.820 H52 A84 36 A84 H61 1H6 H 0 1 N N N 21.751 32.098 15.336 -6.571 0.607 0.593 H61 A84 37 A84 H62 2H6 H 0 1 N N N 20.362 31.940 14.185 -7.375 0.117 -0.921 H62 A84 38 A84 H7 H7 H 0 1 N N N 15.961 33.424 15.891 -2.393 2.951 0.335 H7 A84 39 A84 H8 H8 H 0 1 N N N 14.595 31.491 16.545 -0.505 1.421 0.633 H8 A84 40 A84 H13 H13 H 0 1 N N N 19.540 27.684 17.793 -3.610 -3.995 0.494 H13 A84 41 A84 H14 H14 H 0 1 N N N 14.594 29.182 16.525 -0.537 -2.020 -0.187 H14 A84 42 A84 H20 H20 H 0 1 N N N 18.270 30.368 21.944 3.434 1.527 -1.755 H20 A84 43 A84 H22 H22 H 0 1 N N N 18.176 26.195 20.851 2.160 3.744 1.662 H22 A84 44 A84 H23 H23 H 0 1 N N N 16.237 26.629 19.340 0.934 1.781 2.493 H23 A84 45 A84 H25 H25 H 0 1 N N N 16.294 31.741 19.479 1.296 -1.372 -1.236 H25 A84 46 A84 H26 H26 H 0 1 N N N 15.322 32.955 21.226 3.308 -2.062 -2.367 H26 A84 47 A84 H271 1H27 H 0 0 N N N 15.990 32.147 23.552 4.470 0.231 -0.623 H271 A84 48 A84 H272 2H27 H 0 0 N N N 15.708 30.428 22.970 4.979 -0.013 -2.311 H272 A84 49 A84 H291 1H29 H 0 0 N N N 12.160 30.520 23.268 7.696 -1.481 -0.607 H291 A84 50 A84 H292 2H29 H 0 0 N N N 13.596 29.620 22.671 7.154 -0.420 -1.930 H292 A84 51 A84 H293 3H29 H 0 0 N N N 12.877 30.930 21.673 6.860 0.047 -0.237 H293 A84 52 A84 H301 1H30 H 0 0 N N N 12.458 32.885 22.657 4.340 -2.352 0.457 H301 A84 53 A84 H302 2H30 H 0 0 N N N 14.125 33.550 22.571 6.074 -2.471 0.839 H302 A84 54 A84 H303 3H30 H 0 0 N N N 13.291 33.418 24.157 5.228 -0.915 1.018 H303 A84 55 # 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 A84 C1 C2 SING N N 1 A84 C1 C6 SING N N 2 A84 C1 H11 SING N N 3 A84 C1 H12 SING N N 4 A84 C2 C3 SING N N 5 A84 C2 H21 SING N N 6 A84 C2 H22A SING N N 7 A84 C3 C4 SING Y N 8 A84 C3 C7 DOUB Y N 9 A84 C4 C5 SING N N 10 A84 C4 C10 DOUB Y N 11 A84 C5 C6 SING N N 12 A84 C5 H51 SING N N 13 A84 C5 H52 SING N N 14 A84 C6 H61 SING N N 15 A84 C6 H62 SING N N 16 A84 C7 C8 SING Y N 17 A84 C7 H7 SING N N 18 A84 C8 C9 DOUB Y N 19 A84 C8 H8 SING N N 20 A84 C9 C10 SING Y N 21 A84 C9 N14 SING N N 22 A84 C10 C11 SING N N 23 A84 C11 O12 DOUB N N 24 A84 C11 O13 SING N N 25 A84 O13 H13 SING N N 26 A84 N14 S15 SING N N 27 A84 N14 H14 SING N N 28 A84 S15 O16 DOUB N N 29 A84 S15 O17 DOUB N N 30 A84 S15 C18 SING N N 31 A84 C18 C19 SING Y N 32 A84 C18 C23 DOUB Y N 33 A84 C19 C20 DOUB Y N 34 A84 C19 C25 SING N N 35 A84 C20 C21 SING Y N 36 A84 C20 H20 SING N N 37 A84 C21 C22 DOUB Y N 38 A84 C21 F24 SING N N 39 A84 C22 C23 SING Y N 40 A84 C22 H22 SING N N 41 A84 C23 H23 SING N N 42 A84 C25 C26 DOUB N Z 43 A84 C25 H25 SING N N 44 A84 C26 C27 SING N N 45 A84 C26 H26 SING N N 46 A84 C27 N28 SING N N 47 A84 C27 H271 SING N N 48 A84 C27 H272 SING N N 49 A84 N28 C29 SING N N 50 A84 N28 C30 SING N N 51 A84 C29 H291 SING N N 52 A84 C29 H292 SING N N 53 A84 C29 H293 SING N N 54 A84 C30 H301 SING N N 55 A84 C30 H302 SING N N 56 A84 C30 H303 SING N N 57 # 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 A84 SMILES ACDLabs 10.04 "Fc1ccc(c(\C=C/CN(C)C)c1)S(=O)(=O)Nc2ccc3c(c2C(=O)O)CCCC3" A84 SMILES_CANONICAL CACTVS 3.341 "CN(C)C\C=C/c1cc(F)ccc1[S](=O)(=O)Nc2ccc3CCCCc3c2C(O)=O" A84 SMILES CACTVS 3.341 "CN(C)CC=Cc1cc(F)ccc1[S](=O)(=O)Nc2ccc3CCCCc3c2C(O)=O" A84 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CN(C)C\C=C/c1cc(ccc1S(=O)(=O)Nc2ccc3c(c2C(=O)O)CCCC3)F" A84 SMILES "OpenEye OEToolkits" 1.5.0 "CN(C)CC=Cc1cc(ccc1S(=O)(=O)Nc2ccc3c(c2C(=O)O)CCCC3)F" A84 InChI InChI 1.03 "InChI=1S/C22H25FN2O4S/c1-25(2)13-5-7-16-14-17(23)10-12-20(16)30(28,29)24-19-11-9-15-6-3-4-8-18(15)21(19)22(26)27/h5,7,9-12,14,24H,3-4,6,8,13H2,1-2H3,(H,26,27)/b7-5-" A84 InChIKey InChI 1.03 CTZLIARLNXSXGL-ALCCZGGFSA-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 A84 "SYSTEMATIC NAME" ACDLabs 10.04 "2-[({2-[(1Z)-3-(dimethylamino)prop-1-en-1-yl]-4-fluorophenyl}sulfonyl)amino]-5,6,7,8-tetrahydronaphthalene-1-carboxylic acid" A84 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[[2-[(Z)-3-dimethylaminoprop-1-enyl]-4-fluoro-phenyl]sulfonylamino]-5,6,7,8-tetrahydronaphthalene-1-carboxylic 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 A84 "Create component" 2005-03-04 RCSB A84 "Modify descriptor" 2011-06-04 RCSB #