data_024 # _chem_comp.id 024 _chem_comp.name "4-BROMO-3-(CARBOXYMETHOXY)-5-[3-(CYCLOHEXYLAMINO)PHENYL]THIOPHENE-2-CARBOXYLIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H20 Br N O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-06-20 _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 454.335 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 024 _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 ? _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 024 S1 S1 S 0 1 Y N N 44.651 14.074 0.621 1.043 2.247 0.427 S1 024 1 024 C2 C2 C 0 1 Y N N 44.790 15.482 1.571 2.782 1.888 0.245 C2 024 2 024 C3 C3 C 0 1 Y N N 45.694 15.246 2.640 2.802 0.495 0.304 C3 024 3 024 C4 C4 C 0 1 Y N N 46.229 13.927 2.620 1.613 -0.168 0.477 C4 024 4 024 C5 C5 C 0 1 Y N N 45.734 13.135 1.547 0.447 0.571 0.579 C5 024 5 024 C6 C6 C 0 1 N N N 44.057 16.643 1.248 3.861 2.786 0.076 C6 024 6 024 O7 O7 O 0 1 N N N 43.498 16.680 0.150 4.996 2.359 -0.033 O7 024 7 024 O8 O8 O 0 1 N N N 43.981 17.581 2.036 3.633 4.116 0.035 O8 024 8 024 C9 C9 C 0 1 Y N N 46.016 11.711 1.183 -0.939 0.094 0.765 C9 024 9 024 C10 C10 C 0 1 Y N N 47.261 11.037 1.445 -1.988 0.708 0.082 C10 024 10 024 C11 C11 C 0 1 Y N N 47.405 9.664 1.072 -3.285 0.250 0.257 C11 024 11 024 C12 C12 C 0 1 Y N N 46.329 8.956 0.440 -3.538 -0.809 1.121 C12 024 12 024 C13 C13 C 0 1 Y N N 45.095 9.613 0.173 -2.498 -1.414 1.803 C13 024 13 024 C14 C14 C 0 1 Y N N 44.949 10.980 0.549 -1.203 -0.970 1.630 C14 024 14 024 BR19 BR19 BR 0 0 N N N 47.477 13.332 3.945 1.569 -2.056 0.574 BR19 024 15 024 O20 O20 O 0 1 N N N 46.063 16.174 3.649 3.971 -0.188 0.199 O20 024 16 024 C21 C21 C 0 1 N N N 47.249 16.932 3.412 4.166 -0.462 -1.190 C21 024 17 024 C22 C22 C 0 1 N N N 47.651 17.592 4.727 5.453 -1.223 -1.376 C22 024 18 024 O25 O25 O 0 1 N N N 46.877 17.525 5.697 5.844 -1.590 -2.606 O25 024 19 024 O26 O26 O 0 1 N N N 48.732 18.166 4.783 6.134 -1.503 -0.417 O26 024 20 024 N27 N27 N 0 1 N N N 48.621 8.965 1.342 -4.339 0.858 -0.429 N27 024 21 024 C28 C28 C 0 1 N N N 49.155 7.765 1.857 -5.711 0.379 -0.238 C28 024 22 024 C30 C30 C 0 1 N N N 50.680 7.822 2.038 -6.694 1.509 -0.551 C30 024 23 024 C31 C31 C 0 1 N N N 51.158 6.452 2.580 -8.126 1.009 -0.352 C31 024 24 024 C32 C32 C 0 1 N N N 50.428 6.046 3.893 -8.389 -0.171 -1.290 C32 024 25 024 C33 C33 C 0 1 N N N 48.879 6.119 3.778 -7.406 -1.301 -0.976 C33 024 26 024 C34 C34 C 0 1 N N N 48.424 7.470 3.193 -5.974 -0.801 -1.176 C34 024 27 024 HO8 HO8 H 0 1 N N N 43.452 18.272 1.656 4.492 4.543 -0.084 HO8 024 28 024 H10 H10 H 0 1 N N N 48.077 11.563 1.918 -1.790 1.530 -0.589 H10 024 29 024 H12 H12 H 0 1 N N N 46.456 7.919 0.165 -4.549 -1.161 1.261 H12 024 30 024 H13 H13 H 0 1 N N N 44.284 9.085 -0.306 -2.700 -2.237 2.472 H13 024 31 024 H14 H14 H 0 1 N N N 44.013 11.481 0.353 -0.393 -1.446 2.164 H14 024 32 024 H211 1H21 H 0 0 N N N 47.069 17.694 2.640 4.216 0.477 -1.741 H211 024 33 024 H212 2H21 H 0 0 N N N 48.055 16.271 3.060 3.334 -1.059 -1.563 H212 024 34 024 HO25 HO25 H 0 0 N N N 47.261 17.975 6.440 6.670 -2.079 -2.726 HO25 024 35 024 HN27 HN27 H 0 0 N N N 48.991 8.921 0.414 -4.163 1.597 -1.032 HN27 024 36 024 H28 H28 H 0 1 N N N 48.988 6.949 1.139 -5.843 0.058 0.795 H28 024 37 024 H301 1H30 H 0 0 N N N 50.947 8.622 2.744 -6.506 2.349 0.117 H301 024 38 024 H302 2H30 H 0 0 N N N 51.163 8.031 1.072 -6.561 1.830 -1.584 H302 024 39 024 H311 1H31 H 0 0 N N N 52.232 6.534 2.803 -8.258 0.688 0.682 H311 024 40 024 H312 2H31 H 0 0 N N N 50.957 5.685 1.817 -8.826 1.814 -0.575 H312 024 41 024 H321 1H32 H 0 0 N N N 50.735 6.757 4.674 -9.409 -0.527 -1.148 H321 024 42 024 H322 2H32 H 0 0 N N N 50.707 5.010 4.137 -8.257 0.150 -2.323 H322 024 43 024 H331 1H33 H 0 0 N N N 48.450 6.014 4.785 -7.538 -1.622 0.057 H331 024 44 024 H332 2H33 H 0 0 N N N 48.533 5.311 3.117 -7.594 -2.141 -1.645 H332 024 45 024 H341 1H34 H 0 0 N N N 47.342 7.426 3.002 -5.842 -0.480 -2.209 H341 024 46 024 H342 2H34 H 0 0 N N N 48.655 8.269 3.913 -5.274 -1.606 -0.953 H342 024 47 # 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 024 S1 C2 SING Y N 1 024 S1 C5 SING Y N 2 024 C2 C3 DOUB Y N 3 024 C2 C6 SING N N 4 024 C3 C4 SING Y N 5 024 C3 O20 SING N N 6 024 C4 C5 DOUB Y N 7 024 C4 BR19 SING N N 8 024 C5 C9 SING Y N 9 024 C6 O7 DOUB N N 10 024 C6 O8 SING N N 11 024 O8 HO8 SING N N 12 024 C9 C10 SING Y N 13 024 C9 C14 DOUB Y N 14 024 C10 C11 DOUB Y N 15 024 C10 H10 SING N N 16 024 C11 C12 SING Y N 17 024 C11 N27 SING N N 18 024 C12 C13 DOUB Y N 19 024 C12 H12 SING N N 20 024 C13 C14 SING Y N 21 024 C13 H13 SING N N 22 024 C14 H14 SING N N 23 024 O20 C21 SING N N 24 024 C21 C22 SING N N 25 024 C21 H211 SING N N 26 024 C21 H212 SING N N 27 024 C22 O25 SING N N 28 024 C22 O26 DOUB N N 29 024 O25 HO25 SING N N 30 024 N27 C28 SING N N 31 024 N27 HN27 SING N N 32 024 C28 C30 SING N N 33 024 C28 C34 SING N N 34 024 C28 H28 SING N N 35 024 C30 C31 SING N N 36 024 C30 H301 SING N N 37 024 C30 H302 SING N N 38 024 C31 C32 SING N N 39 024 C31 H311 SING N N 40 024 C31 H312 SING N N 41 024 C32 C33 SING N N 42 024 C32 H321 SING N N 43 024 C32 H322 SING N N 44 024 C33 C34 SING N N 45 024 C33 H331 SING N N 46 024 C33 H332 SING N N 47 024 C34 H341 SING N N 48 024 C34 H342 SING N N 49 # 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 024 SMILES ACDLabs 10.04 "O=C(O)c3sc(c1cc(ccc1)NC2CCCCC2)c(Br)c3OCC(=O)O" 024 SMILES_CANONICAL CACTVS 3.341 "OC(=O)COc1c(Br)c(sc1C(O)=O)c2cccc(NC3CCCCC3)c2" 024 SMILES CACTVS 3.341 "OC(=O)COc1c(Br)c(sc1C(O)=O)c2cccc(NC3CCCCC3)c2" 024 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(cc(c1)NC2CCCCC2)c3c(c(c(s3)C(=O)O)OCC(=O)O)Br" 024 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(cc(c1)NC2CCCCC2)c3c(c(c(s3)C(=O)O)OCC(=O)O)Br" 024 InChI InChI 1.03 "InChI=1S/C19H20BrNO5S/c20-15-16(26-10-14(22)23)18(19(24)25)27-17(15)11-5-4-8-13(9-11)21-12-6-2-1-3-7-12/h4-5,8-9,12,21H,1-3,6-7,10H2,(H,22,23)(H,24,25)" 024 InChIKey InChI 1.03 RXDVFLTWXCTCEX-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 024 "SYSTEMATIC NAME" ACDLabs 10.04 "4-bromo-3-(carboxymethoxy)-5-[3-(cyclohexylamino)phenyl]thiophene-2-carboxylic acid" 024 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-bromo-3-(carboxymethyloxy)-5-[3-(cyclohexylamino)phenyl]thiophene-2-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 024 "Create component" 2006-06-20 RCSB 024 "Modify aromatic_flag" 2011-06-04 RCSB 024 "Modify descriptor" 2011-06-04 RCSB #