data_VRX # _chem_comp.id VRX _chem_comp.name "(2S)-({(5Z)-5-[(5-ETHYL-2-FURYL)METHYLENE]-4-OXO-4,5-DIHYDRO-1,3-THIAZOL-2-YL}AMINO)(4-FLUOROPHENYL)ACETIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H15 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 2006-08-02 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 374.386 _chem_comp.one_letter_code ? _chem_comp.three_letter_code VRX _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 2HWI _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 VRX C1 C1 C 0 1 Y N N -9.430 36.519 -31.537 4.312 -2.378 -3.789 C1 VRX 1 VRX C2 C2 C 0 1 Y N N -10.245 37.235 -30.624 5.552 -2.525 -4.410 C2 VRX 2 VRX C3 C3 C 0 1 Y N N -9.663 38.169 -29.731 6.546 -1.565 -4.216 C3 VRX 3 VRX C4 C4 C 0 1 Y N N -8.259 38.352 -29.709 6.300 -0.460 -3.403 C4 VRX 4 VRX C5 C5 C 0 1 Y N N -7.428 37.592 -30.575 5.059 -0.313 -2.782 C5 VRX 5 VRX C6 C6 C 0 1 Y N N -8.006 36.674 -31.509 4.065 -1.273 -2.976 C6 VRX 6 VRX F F F 0 1 N N N -10.461 38.904 -28.907 7.737 -1.706 -4.812 F VRX 7 VRX C8 C8 C 0 1 N N S -7.095 35.837 -32.456 2.739 -1.116 -2.312 C8 VRX 8 VRX C9 C9 C 0 1 N N N -6.457 36.784 -33.505 2.709 -1.777 -0.934 C9 VRX 9 VRX O10 O10 O 0 1 N N N -7.183 36.894 -34.651 3.648 -2.372 -0.424 O10 VRX 10 VRX O11 O11 O 0 1 N N N -5.400 37.390 -33.323 1.500 -1.665 -0.318 O11 VRX 11 VRX N12 N12 N 0 1 N N N -6.042 35.044 -31.724 2.341 0.292 -2.146 N12 VRX 12 VRX C13 C13 C 0 1 N N N -6.319 33.921 -30.878 1.623 0.917 -3.053 C13 VRX 13 VRX S14 S14 S 0 1 N N N -7.914 33.334 -30.564 1.217 2.595 -2.733 S14 VRX 14 VRX C15 C15 C 0 1 N N N -7.243 32.103 -29.583 0.370 2.666 -4.222 C15 VRX 15 VRX C16 C16 C 0 1 N N N -5.755 32.191 -29.528 0.445 1.353 -4.913 C16 VRX 16 VRX N17 N17 N 0 1 N N N -5.305 33.267 -30.288 1.171 0.440 -4.172 N17 VRX 17 VRX O18 O18 O 0 1 N N N -5.034 31.422 -28.905 -0.078 1.133 -5.997 O18 VRX 18 VRX C19 C19 C 0 1 N N N -8.107 31.071 -28.883 -0.269 3.729 -4.711 C19 VRX 19 VRX C20 C20 C 0 1 Y N N -9.612 30.960 -28.925 -0.353 5.004 -4.059 C20 VRX 20 VRX C21 C21 C 0 1 Y N N -10.408 30.754 -30.052 -1.388 5.888 -4.133 C21 VRX 21 VRX C22 C22 C 0 1 Y N N -11.722 30.693 -29.631 -1.004 6.986 -3.327 C22 VRX 22 VRX C23 C23 C 0 1 Y N N -11.739 30.864 -28.252 0.240 6.676 -2.827 C23 VRX 23 VRX O24 O24 O 0 1 Y N N -10.436 31.019 -27.833 0.644 5.459 -3.274 O24 VRX 24 VRX C25 C25 C 0 1 N N N -12.951 30.888 -27.333 1.172 7.385 -1.939 C25 VRX 25 VRX C26 C26 C 0 1 N N N -12.791 29.983 -26.104 0.951 7.065 -0.455 C26 VRX 26 VRX H261 1H26 H 0 0 N N N -12.753 28.932 -26.425 -0.063 7.342 -0.146 H261 VRX 27 VRX H262 2H26 H 0 0 N N N -11.859 30.240 -25.578 1.659 7.605 0.182 H262 VRX 28 VRX H263 3H26 H 0 0 N N N -13.646 30.129 -25.428 1.077 5.993 -0.268 H263 VRX 29 VRX H251 1H25 H 0 0 N N N -13.100 31.921 -26.984 2.227 7.151 -2.188 H251 VRX 30 VRX H252 2H25 H 0 0 N N N -13.810 30.514 -27.909 1.098 8.485 -2.068 H252 VRX 31 VRX H22 H22 H 0 1 N N N -12.585 30.539 -30.262 -1.566 7.889 -3.137 H22 VRX 32 VRX H21 H21 H 0 1 N N N -10.060 30.659 -31.070 -2.309 5.777 -4.688 H21 VRX 33 VRX H19 H19 H 0 1 N N N -7.588 30.334 -28.289 -0.789 3.613 -5.663 H19 VRX 34 VRX H12 H12 H 0 1 N N N -5.087 35.320 -31.836 2.634 0.774 -1.313 H12 VRX 35 VRX H8 H8 H 0 1 N N N -7.727 35.089 -32.957 1.951 -1.613 -2.910 H8 VRX 36 VRX H11 H11 H 0 1 N N N -5.200 37.916 -34.088 1.440 -2.094 0.561 H11 VRX 37 VRX H5 H5 H 0 1 N N N -6.355 37.707 -30.528 4.875 0.552 -2.150 H5 VRX 38 VRX H4 H4 H 0 1 N N N -7.819 39.070 -29.033 7.074 0.287 -3.253 H4 VRX 39 VRX H2 H2 H 0 1 N N N -11.312 37.068 -30.609 5.745 -3.385 -5.043 H2 VRX 40 VRX H1 H1 H 0 1 N N N -9.885 35.854 -32.256 3.543 -3.131 -3.945 H1 VRX 41 # 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 VRX C1 C2 DOUB Y N 1 VRX C1 C6 SING Y N 2 VRX C1 H1 SING N N 3 VRX C2 C3 SING Y N 4 VRX C2 H2 SING N N 5 VRX C3 C4 DOUB Y N 6 VRX C3 F SING N N 7 VRX C4 C5 SING Y N 8 VRX C4 H4 SING N N 9 VRX C5 C6 DOUB Y N 10 VRX C5 H5 SING N N 11 VRX C6 C8 SING N N 12 VRX C8 N12 SING N N 13 VRX C8 C9 SING N N 14 VRX C8 H8 SING N N 15 VRX C9 O10 DOUB N N 16 VRX C9 O11 SING N N 17 VRX O11 H11 SING N N 18 VRX N12 C13 SING N N 19 VRX N12 H12 SING N N 20 VRX C13 S14 SING N N 21 VRX C13 N17 DOUB N N 22 VRX S14 C15 SING N N 23 VRX C15 C19 DOUB N Z 24 VRX C15 C16 SING N N 25 VRX C16 N17 SING N N 26 VRX C16 O18 DOUB N N 27 VRX C19 C20 SING N N 28 VRX C19 H19 SING N N 29 VRX C20 C21 DOUB Y N 30 VRX C20 O24 SING Y N 31 VRX C21 C22 SING Y N 32 VRX C21 H21 SING N N 33 VRX C22 C23 DOUB Y N 34 VRX C22 H22 SING N N 35 VRX C23 C25 SING N N 36 VRX C23 O24 SING Y N 37 VRX C25 C26 SING N N 38 VRX C25 H251 SING N N 39 VRX C25 H252 SING N N 40 VRX C26 H261 SING N N 41 VRX C26 H262 SING N N 42 VRX C26 H263 SING N N 43 # 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 VRX SMILES ACDLabs 10.04 "O=C(O)C(NC1=NC(=O)C(\S1)=C\c2oc(cc2)CC)c3ccc(F)cc3" VRX SMILES_CANONICAL CACTVS 3.341 "CCc1oc(cc1)\C=C2/SC(=NC2=O)N[C@H](C(O)=O)c3ccc(F)cc3" VRX SMILES CACTVS 3.341 "CCc1oc(cc1)C=C2SC(=NC2=O)N[CH](C(O)=O)c3ccc(F)cc3" VRX SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCc1ccc(o1)\C=C/2\C(=O)N=C(S2)N[C@@H](c3ccc(cc3)F)C(=O)O" VRX SMILES "OpenEye OEToolkits" 1.5.0 "CCc1ccc(o1)C=C2C(=O)N=C(S2)NC(c3ccc(cc3)F)C(=O)O" VRX InChI InChI 1.03 "InChI=1S/C18H15FN2O4S/c1-2-12-7-8-13(25-12)9-14-16(22)21-18(26-14)20-15(17(23)24)10-3-5-11(19)6-4-10/h3-9,15H,2H2,1H3,(H,23,24)(H,20,21,22)/b14-9-/t15-/m0/s1" VRX InChIKey InChI 1.03 RNEACARJKXYVND-MZLJFPOFSA-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 VRX "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-({(5Z)-5-[(5-ethylfuran-2-yl)methylidene]-4-oxo-4,5-dihydro-1,3-thiazol-2-yl}amino)(4-fluorophenyl)ethanoic acid" VRX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[(5Z)-5-[(5-ethylfuran-2-yl)methylidene]-4-oxo-1,3-thiazol-2-yl]amino]-2-(4-fluorophenyl)ethanoic 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 VRX "Create component" 2006-08-02 RCSB VRX "Modify descriptor" 2011-06-04 RCSB #