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 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 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 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" VXR InChI InChI 1.03 "InChI=1S/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" VXR InChIKey InChI 1.03 BKZOQCGDCHOGOQ-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site VXR "Create component" 2006-08-15 RCSB VXR "Modify descriptor" 2011-06-04 RCSB #