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 
# 
