data_35B # _chem_comp.id 35B _chem_comp.name "4-bromo-3-(carboxymethoxy)-5-{3-[cyclohexyl(methylcarbamoyl)amino]phenyl}thiophene-2-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H23 Br N2 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-04-22 _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 511.386 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 35B _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code PDBJ _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 35B C1 C1 C 0 1 N N N 50.057 10.754 -2.509 5.043 3.342 -1.334 C1 35B 1 35B C2 C2 C 0 1 N N N 49.641 9.277 -0.553 3.893 1.360 -0.504 C2 35B 2 35B C3 C3 C 0 1 Y N N 47.321 9.403 0.350 2.723 -0.454 0.496 C3 35B 3 35B C4 C4 C 0 1 Y N N 46.234 8.667 -0.141 2.761 -1.662 1.181 C4 35B 4 35B C5 C5 C 0 1 Y N N 44.957 9.231 -0.153 1.592 -2.235 1.647 C5 35B 5 35B C6 C6 C 0 1 Y N N 44.746 10.524 0.324 0.380 -1.612 1.434 C6 35B 6 35B N1 N1 N 0 1 N N N 49.195 10.214 -1.483 5.049 1.956 -0.859 N1 35B 7 35B C7 C7 C 0 1 Y N N 45.818 11.274 0.815 0.331 -0.398 0.746 C7 35B 8 35B O1 O1 O 0 1 N N N 50.801 8.858 -0.566 2.836 1.941 -0.661 O1 35B 9 35B C8 C8 C 0 1 Y N N 47.097 10.707 0.826 1.511 0.183 0.281 C8 35B 10 35B C9 C9 C 0 1 Y N N 45.611 12.634 1.310 -0.966 0.273 0.515 C9 35B 11 35B C10 C10 C 0 1 Y N N 46.175 13.316 2.368 -2.080 -0.330 0.012 C10 35B 12 35B C11 C11 C 0 1 Y N N 45.683 14.645 2.520 -3.173 0.493 -0.115 C11 35B 13 35B C12 C12 C 0 1 Y N N 44.793 14.956 1.508 -2.958 1.789 0.288 C12 35B 14 35B C13 C13 C 0 1 N N N 44.037 16.311 1.273 -3.922 2.822 0.256 C13 35B 15 35B C14 C14 C 0 1 N N N 47.322 16.189 3.257 -5.304 -0.449 0.350 C14 35B 16 35B C15 C15 C 0 1 N N N 47.636 17.007 4.518 -6.560 -0.876 -0.365 C15 35B 17 35B C16 C16 C 0 1 N N N 48.996 7.873 1.445 5.168 -0.623 0.111 C16 35B 18 35B C17 C17 C 0 1 N N N 48.867 6.400 1.009 6.143 0.126 1.021 C17 35B 19 35B C18 C18 C 0 1 N N N 48.075 5.573 2.021 7.458 -0.652 1.109 C18 35B 20 35B C19 C19 C 0 1 N N N 48.602 5.717 3.448 8.066 -0.786 -0.289 C19 35B 21 35B C20 C20 C 0 1 N N N 48.784 7.176 3.862 7.091 -1.535 -1.199 C20 35B 22 35B C21 C21 C 0 1 N N N 48.294 8.143 2.784 5.776 -0.758 -1.287 C21 35B 23 35B N2 N2 N 0 1 N N N 48.656 8.864 0.380 3.909 0.121 0.026 N2 35B 24 35B S1 S1 S 0 1 Y N N 44.522 13.642 0.452 -1.303 1.964 0.856 S1 35B 25 35B O2 O2 O 0 1 N N N 43.898 17.105 2.249 -3.596 4.063 0.678 O2 35B 26 35B O3 O3 O 0 1 N N N 43.633 16.493 0.083 -5.046 2.594 -0.153 O3 35B 27 35B O4 O4 O 0 1 N N N 46.074 15.520 3.491 -4.366 0.062 -0.598 O4 35B 28 35B O5 O5 O 0 1 N N N 46.751 17.008 5.422 -7.586 -1.391 0.331 O5 35B 29 35B O6 O6 O 0 1 N N N 48.758 17.588 4.516 -6.643 -0.755 -1.564 O6 35B 30 35B BR1 BR1 BR 0 0 N N N 47.423 12.586 3.586 -2.119 -2.158 -0.474 BR1 35B 31 35B H1 H1 H 0 1 N N N 49.482 10.891 -3.437 4.421 3.418 -2.226 H1 35B 32 35B H1A H1A H 0 1 N N N 50.457 11.724 -2.179 4.641 3.991 -0.555 H1A 35B 33 35B H4 H4 H 0 1 N N N 46.384 7.663 -0.510 3.707 -2.156 1.351 H4 35B 34 35B H5 H5 H 0 1 N N N 44.124 8.660 -0.536 1.628 -3.174 2.180 H5 35B 35 35B H6 H6 H 0 1 N N N 43.752 10.947 0.314 -0.531 -2.063 1.799 H6 35B 36 35B H8 H8 H 0 1 N N N 47.928 11.282 1.207 1.480 1.124 -0.248 H8 35B 37 35B H14 H14 H 0 1 N N N 48.119 15.455 3.070 -5.546 0.327 1.077 H14 35B 38 35B H14A H14A H 0 0 N N N 47.257 16.841 2.373 -4.870 -1.306 0.865 H14A 35B 39 35B H16 H16 H 0 1 N N N 50.070 8.036 1.618 4.977 -1.615 0.521 H16 35B 40 35B H17 H17 H 0 1 N N N 48.347 6.364 0.041 6.334 1.117 0.611 H17 35B 41 35B H17A H17A H 0 0 N N N 49.879 5.975 0.937 5.710 0.222 2.017 H17A 35B 42 35B H18 H18 H 0 1 N N N 47.029 5.912 2.002 8.153 -0.118 1.758 H18 35B 43 35B H18A H18A H 0 0 N N N 48.174 4.515 1.736 7.267 -1.643 1.519 H18A 35B 44 35B H19 H19 H 0 1 N N N 47.881 5.248 4.134 8.257 0.206 -0.699 H19 35B 45 35B H19A H19A H 0 0 N N N 49.588 5.231 3.492 9.003 -1.340 -0.226 H19A 35B 46 35B H20 H20 H 0 1 N N N 48.208 7.355 4.782 7.524 -1.631 -2.194 H20 35B 47 35B H20A H20A H 0 0 N N N 49.858 7.355 4.018 6.900 -2.527 -0.789 H20A 35B 48 35B H21 H21 H 0 1 N N N 48.512 9.173 3.101 5.081 -1.291 -1.936 H21 35B 49 35B H21A H21A H 0 0 N N N 47.212 8.001 2.649 5.967 0.234 -1.697 H21A 35B 50 35B HO2 HO2 H 0 1 N N N 43.434 17.883 1.962 -4.320 4.701 0.619 HO2 35B 51 35B HO5 HO5 H 0 1 N N N 47.047 17.535 6.155 -8.370 -1.651 -0.172 HO5 35B 52 35B H1B H1B H 0 1 N N N 50.889 10.058 -2.693 6.061 3.649 -1.573 H1B 35B 53 35B HN HN H 0 1 N N N 48.245 10.523 -1.439 5.884 1.467 -0.802 HN 35B 54 # 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 35B C1 N1 SING N N 1 35B C1 H1 SING N N 2 35B C1 H1A SING N N 3 35B N1 C2 SING N N 4 35B O1 C2 DOUB N N 5 35B C2 N2 SING N N 6 35B C4 C3 DOUB Y N 7 35B C3 N2 SING N N 8 35B C3 C8 SING Y N 9 35B C5 C4 SING Y N 10 35B C4 H4 SING N N 11 35B C5 C6 DOUB Y N 12 35B C5 H5 SING N N 13 35B C6 C7 SING Y N 14 35B C6 H6 SING N N 15 35B C7 C8 DOUB Y N 16 35B C7 C9 SING Y N 17 35B C8 H8 SING N N 18 35B S1 C9 SING Y N 19 35B C9 C10 DOUB Y N 20 35B C10 C11 SING Y N 21 35B C10 BR1 SING N N 22 35B C12 C11 DOUB Y N 23 35B C11 O4 SING N N 24 35B S1 C12 SING Y N 25 35B C13 C12 SING N N 26 35B O3 C13 DOUB N N 27 35B C13 O2 SING N N 28 35B C14 O4 SING N N 29 35B C14 C15 SING N N 30 35B C14 H14 SING N N 31 35B C14 H14A SING N N 32 35B O6 C15 DOUB N N 33 35B C15 O5 SING N N 34 35B N2 C16 SING N N 35 35B C17 C16 SING N N 36 35B C16 C21 SING N N 37 35B C16 H16 SING N N 38 35B C17 C18 SING N N 39 35B C17 H17 SING N N 40 35B C17 H17A SING N N 41 35B C18 C19 SING N N 42 35B C18 H18 SING N N 43 35B C18 H18A SING N N 44 35B C19 C20 SING N N 45 35B C19 H19 SING N N 46 35B C19 H19A SING N N 47 35B C21 C20 SING N N 48 35B C20 H20 SING N N 49 35B C20 H20A SING N N 50 35B C21 H21 SING N N 51 35B C21 H21A SING N N 52 35B O2 HO2 SING N N 53 35B O5 HO5 SING N N 54 35B C1 H1B SING N N 55 35B N1 HN SING N N 56 # 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 35B SMILES ACDLabs 10.04 "O=C(NC)N(c1cccc(c1)c2sc(c(OCC(=O)O)c2Br)C(=O)O)C3CCCCC3" 35B SMILES_CANONICAL CACTVS 3.341 "CNC(=O)N(C1CCCCC1)c2cccc(c2)c3sc(C(O)=O)c(OCC(O)=O)c3Br" 35B SMILES CACTVS 3.341 "CNC(=O)N(C1CCCCC1)c2cccc(c2)c3sc(C(O)=O)c(OCC(O)=O)c3Br" 35B SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CNC(=O)N(c1cccc(c1)c2c(c(c(s2)C(=O)O)OCC(=O)O)Br)C3CCCCC3" 35B SMILES "OpenEye OEToolkits" 1.5.0 "CNC(=O)N(c1cccc(c1)c2c(c(c(s2)C(=O)O)OCC(=O)O)Br)C3CCCCC3" 35B InChI InChI 1.03 "InChI=1S/C21H23BrN2O6S/c1-23-21(29)24(13-7-3-2-4-8-13)14-9-5-6-12(10-14)18-16(22)17(30-11-15(25)26)19(31-18)20(27)28/h5-6,9-10,13H,2-4,7-8,11H2,1H3,(H,23,29)(H,25,26)(H,27,28)" 35B InChIKey InChI 1.03 PXYOQUGPJYIRGZ-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 35B "SYSTEMATIC NAME" ACDLabs 10.04 "4-bromo-3-(carboxymethoxy)-5-{3-[cyclohexyl(methylcarbamoyl)amino]phenyl}thiophene-2-carboxylic acid" 35B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-bromo-3-(carboxymethyloxy)-5-[3-(cyclohexyl-(methylcarbamoyl)amino)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 35B "Create component" 2008-04-22 RCSB 35B "Modify aromatic_flag" 2011-06-04 RCSB 35B "Modify descriptor" 2011-06-04 RCSB #