data_VXR
# 
_chem_comp.id                                    VXR 
_chem_comp.name                                  (5Z)-5-[(5-ETHYL-2-FURYL)METHYLENE]-2-{[(S)-(4-FLUOROPHENYL)(1H-TETRAZOL-5-YL)METHYL]AMINO}-1,3-THIAZOL-4(5H)-ONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H15 F N6 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-08-15 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        398.414 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VXR 
_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        2I1R 
_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 
VXR C1   C1   C 0 1 Y N N -11.015 30.857 -30.913 0.042  -7.253 -3.029 C1   VXR 1  
VXR C2   C2   C 0 1 Y N N -11.267 31.245 -32.198 -0.964 -7.803 -3.790 C2   VXR 2  
VXR C3   C3   C 0 1 Y N N -10.009 31.658 -32.735 -2.020 -6.861 -3.786 C3   VXR 3  
VXR C4   C4   C 0 1 Y N N -9.070  31.501 -31.750 -1.574 -5.820 -3.028 C4   VXR 4  
VXR O5   O5   O 0 1 Y N N -9.701  31.010 -30.641 -0.329 -6.033 -2.559 O5   VXR 5  
VXR C6   C6   C 0 1 N N N -12.076 30.324 -29.964 1.383  -7.717 -2.647 C6   VXR 6  
VXR C7   C7   C 0 1 N N N -12.485 31.289 -28.855 2.472  -7.299 -3.644 C7   VXR 7  
VXR C8   C8   C 0 1 N N N -7.629  31.770 -31.803 -2.292 -4.614 -2.726 C8   VXR 8  
VXR C9   C9   C 0 1 N N N -7.058  32.774 -32.482 -1.726 -3.422 -2.537 C9   VXR 9  
VXR S10  S10  S 0 1 N N N -7.703  33.989 -33.467 -0.049 -3.077 -2.612 S10  VXR 10 
VXR C11  C11  C 0 1 N N N -6.274  34.740 -33.881 -0.386 -1.393 -2.247 C11  VXR 11 
VXR N12  N12  N 0 1 N N N -5.370  34.082 -33.288 -1.640 -1.101 -2.081 N12  VXR 12 
VXR C13  C13  C 0 1 N N N -5.624  33.019 -32.525 -2.487 -2.184 -2.225 C13  VXR 13 
VXR N14  N14  N 0 1 N N N -6.058  35.803 -34.645 0.642  -0.579 -2.174 N14  VXR 14 
VXR C15  C15  C 0 1 N N S -7.033  36.639 -35.337 0.473  0.854  -1.873 C15  VXR 15 
VXR C16  C16  C 0 1 Y N N -7.843  37.430 -34.301 0.496  1.109  -0.404 C16  VXR 16 
VXR C17  C17  C 0 1 Y N N -6.344  37.561 -36.313 1.499  1.649  -2.671 C17  VXR 17 
VXR N18  N18  N 0 1 Y N N -5.388  38.483 -35.988 1.124  2.451  -3.664 N18  VXR 18 
VXR N19  N19  N 0 1 Y N N -5.012  39.106 -37.123 2.228  3.013  -4.177 N19  VXR 19 
VXR N20  N20  N 0 1 Y N N -5.715  38.581 -38.098 3.230  2.517  -3.461 N20  VXR 20 
VXR N21  N21  N 0 1 Y N N -6.555  37.610 -37.604 2.768  1.647  -2.500 N21  VXR 21 
VXR C22  C22  C 0 1 Y N N -7.219  38.368 -33.420 -0.228 2.174  0.131  C22  VXR 22 
VXR C23  C23  C 0 1 Y N N -7.995  39.081 -32.470 -0.207 2.412  1.505  C23  VXR 23 
VXR C24  C24  C 0 1 Y N N -9.396  38.861 -32.392 0.538  1.584  2.345  C24  VXR 24 
VXR C25  C25  C 0 1 Y N N -10.014 37.933 -33.256 1.262  0.518  1.810  C25  VXR 25 
VXR C26  C26  C 0 1 Y N N -9.241  37.222 -34.206 1.241  0.280  0.435  C26  VXR 26 
VXR F    F    F 0 1 N N N -10.126 39.532 -31.508 0.559  1.812  3.664  F    VXR 27 
VXR O28  O28  O 0 1 N N N -4.782  32.371 -31.936 -3.705 -2.153 -2.115 O28  VXR 28 
VXR H2   H2   H 0 1 N N N -12.221 31.241 -32.704 -0.942 -8.763 -4.286 H2   VXR 29 
VXR H3   H3   H 0 1 N N N -9.831  32.026 -33.734 -2.977 -6.952 -4.282 H3   VXR 30 
VXR H61  1H6  H 0 1 N N N -12.973 30.097 -30.558 1.672  -7.340 -1.644 H61  VXR 31 
VXR H62  2H6  H 0 1 N N N -11.639 29.445 -29.468 1.416  -8.821 -2.545 H62  VXR 32 
VXR H71  1H7  H 0 1 N N N -12.583 30.739 -27.907 2.261  -7.705 -4.639 H71  VXR 33 
VXR H72  2H7  H 0 1 N N N -11.718 32.070 -28.747 3.458  -7.657 -3.334 H72  VXR 34 
VXR H73  3H7  H 0 1 N N N -13.449 31.754 -29.111 2.518  -6.208 -3.730 H73  VXR 35 
VXR H8   H8   H 0 1 N N N -6.978  31.107 -31.252 -3.379 -4.672 -2.673 H8   VXR 36 
VXR HN14 HN14 H 0 0 N N N -5.100  36.066 -34.762 1.575  -0.925 -2.322 HN14 VXR 37 
VXR H15  H15  H 0 1 N N N -7.719  36.003 -35.915 -0.523 1.096  -2.289 H15  VXR 38 
VXR HN18 HN18 H 0 0 N N N -5.031  38.663 -35.071 0.216  2.678  -4.051 HN18 VXR 39 
VXR H22  H22  H 0 1 N N N -6.153  38.534 -33.478 -0.811 2.825  -0.516 H22  VXR 40 
VXR H23  H23  H 0 1 N N N -7.521  39.790 -31.807 -0.770 3.242  1.922  H23  VXR 41 
VXR H25  H25  H 0 1 N N N -11.079 37.764 -33.193 1.842  -0.126 2.464  H25  VXR 42 
VXR H26  H26  H 0 1 N N N -9.722  36.514 -34.865 1.807  -0.552 0.027  H26  VXR 43 
# 
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 
VXR C1  C2   DOUB Y N 1  
VXR C1  O5   SING Y N 2  
VXR C1  C6   SING N N 3  
VXR C2  C3   SING Y N 4  
VXR C2  H2   SING N N 5  
VXR C3  C4   DOUB Y N 6  
VXR C3  H3   SING N N 7  
VXR C4  C8   SING N N 8  
VXR C4  O5   SING Y N 9  
VXR C6  C7   SING N N 10 
VXR C6  H61  SING N N 11 
VXR C6  H62  SING N N 12 
VXR C7  H71  SING N N 13 
VXR C7  H72  SING N N 14 
VXR C7  H73  SING N N 15 
VXR C8  C9   DOUB N Z 16 
VXR C8  H8   SING N N 17 
VXR C9  S10  SING N N 18 
VXR C9  C13  SING N N 19 
VXR S10 C11  SING N N 20 
VXR C11 N14  SING N N 21 
VXR C11 N12  DOUB N N 22 
VXR N12 C13  SING N N 23 
VXR C13 O28  DOUB N N 24 
VXR N14 C15  SING N N 25 
VXR N14 HN14 SING N N 26 
VXR C15 C17  SING N N 27 
VXR C15 C16  SING N N 28 
VXR C15 H15  SING N N 29 
VXR C16 C26  DOUB Y N 30 
VXR C16 C22  SING Y N 31 
VXR C17 N21  DOUB Y N 32 
VXR C17 N18  SING Y N 33 
VXR N18 N19  SING Y N 34 
VXR N18 HN18 SING N N 35 
VXR N19 N20  DOUB Y N 36 
VXR N20 N21  SING Y N 37 
VXR C22 C23  DOUB Y N 38 
VXR C22 H22  SING N N 39 
VXR C23 C24  SING Y N 40 
VXR C23 H23  SING N N 41 
VXR C24 C25  DOUB Y N 42 
VXR C24 F    SING N N 43 
VXR C25 C26  SING Y N 44 
VXR C25 H25  SING N N 45 
VXR C26 H26  SING N N 46 
# 
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 
VXR SMILES           ACDLabs              10.04 Fc1ccc(cc1)C(c2nnnn2)NC3=NC(=O)C(\S3)=C\c4oc(cc4)CC                                                                                                                                   
VXR InChI            InChI                1.02b InChI=1/C18H15FN6O2S/c1-2-12-7-8-13(27-12)9-14-17(26)21-18(28-14)20-15(16-22-24-25-23-16)10-3-5-11(19)6-4-10/h3-9,15H,2H2,1H3,(H,20,21,26)(H,22,23,24,25)/b14-9-/t15-/m0/s1/f/h20,22H 
VXR InChIKey         InChI                1.02b BKZOQCGDCHOGOQ-IKCLHAJLDM                                                                                                                                                             
VXR SMILES_CANONICAL CACTVS               3.341 CCc1oc(cc1)\C=C2/SC(=NC2=O)N[C@H](c3[nH]nnn3)c4ccc(F)cc4                                                                                                                              
VXR SMILES           CACTVS               3.341 CCc1oc(cc1)C=C2SC(=NC2=O)N[CH](c3[nH]nnn3)c4ccc(F)cc4                                                                                                                                 
VXR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCc1ccc(o1)\C=C/2\C(=O)N=C(S2)N[C@@H](c3ccc(cc3)F)c4[nH]nnn4                                                                                                                          
VXR SMILES           "OpenEye OEToolkits" 1.5.0 CCc1ccc(o1)C=C2C(=O)N=C(S2)NC(c3ccc(cc3)F)c4[nH]nnn4                                                                                                                                  
# 
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 
VXR "SYSTEMATIC NAME" ACDLabs              10.04 (5Z)-5-[(5-ethylfuran-2-yl)methylidene]-2-{[(S)-(4-fluorophenyl)(1H-tetrazol-5-yl)methyl]amino}-1,3-thiazol-4(5H)-one      
VXR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (5Z)-5-[(5-ethylfuran-2-yl)methylidene]-2-[[(S)-(4-fluorophenyl)-(1H-1,2,3,4-tetrazol-5-yl)methyl]amino]-1,3-thiazol-4-one 
# 
