data_VR1 # _chem_comp.id VR1 _chem_comp.name "(2S)-2-({(5Z)-5-[(5-ETHYL-2-FURYL)METHYLENE]-4-OXO-4,5-DIHYDRO-1,3-THIAZOL-2-YL}AMINO)-2-(4-FLUOROPHENYL)-N-[(4-NITROPHENYL)SULFONYL]ACETAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H19 F N4 O7 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-12-08 _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 558.559 _chem_comp.one_letter_code ? _chem_comp.three_letter_code VR1 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 VR1 C1 C1 C 0 1 Y N N 11.486 30.727 70.696 -4.801 6.251 -4.041 C1 VR1 1 VR1 C2 C2 C 0 1 Y N N 11.711 31.902 71.435 -5.858 6.074 -4.904 C2 VR1 2 VR1 C3 C3 C 0 1 Y N N 10.491 32.406 71.822 -5.538 4.941 -5.690 C3 VR1 3 VR1 C4 C4 C 0 1 Y N N 9.499 31.546 71.336 -4.320 4.522 -5.244 C4 VR1 4 VR1 O5 O5 O 0 1 Y N N 10.116 30.526 70.648 -3.853 5.299 -4.246 O5 VR1 5 VR1 C6 C6 C 0 1 N N N 12.501 29.826 70.039 -4.518 7.233 -2.985 C6 VR1 6 VR1 C7 C7 C 0 1 N N N 13.020 30.451 68.727 -5.036 6.802 -1.606 C7 VR1 7 VR1 C8 C8 C 0 1 N N N 8.005 31.651 71.458 -3.571 3.401 -5.733 C8 VR1 8 VR1 C9 C9 C 0 1 N N N 7.225 32.624 72.053 -2.756 2.650 -4.990 C9 VR1 9 VR1 C10 C10 C 0 1 N N N 5.745 32.699 71.969 -1.988 1.492 -5.515 C10 VR1 10 VR1 N11 N11 N 0 1 N N N 5.279 33.799 72.665 -1.229 0.904 -4.521 N11 VR1 11 VR1 C12 C12 C 0 1 N N N 6.276 34.490 73.218 -1.349 1.480 -3.364 C12 VR1 12 VR1 S13 S13 S 0 1 N N N 7.879 33.921 72.987 -2.434 2.860 -3.320 S13 VR1 13 VR1 O14 O14 O 0 1 N N N 5.042 31.898 71.366 -2.039 1.125 -6.682 O14 VR1 14 VR1 N15 N15 N 0 1 N N N 5.969 35.648 73.953 -0.750 1.146 -2.227 N15 VR1 15 VR1 C16 C16 C 0 1 N N S 6.915 36.527 74.670 0.166 0.030 -2.127 C16 VR1 16 VR1 C17 C17 C 0 1 N N N 6.152 37.506 75.546 0.037 -0.606 -0.754 C17 VR1 17 VR1 O18 O18 O 0 1 N N N 5.278 38.286 75.092 -0.222 0.026 0.265 O18 VR1 18 VR1 N19 N19 N 0 1 N N N 6.454 37.505 76.823 0.211 -2.031 -0.775 N19 VR1 19 VR1 S20 S20 S 0 1 N N N 5.681 38.548 77.892 0.126 -3.041 0.603 S20 VR1 20 VR1 C21 C21 C 0 1 Y N N 7.858 37.335 73.718 1.583 0.491 -2.392 C21 VR1 21 VR1 C22 C22 C 0 1 Y N N 7.359 38.309 72.720 1.953 1.776 -2.035 C22 VR1 22 VR1 C23 C23 C 0 1 Y N N 8.281 39.025 71.887 3.259 2.202 -2.279 C23 VR1 23 VR1 C24 C24 C 0 1 Y N N 9.698 38.792 72.025 4.174 1.335 -2.876 C24 VR1 24 VR1 C25 C25 C 0 1 Y N N 10.201 37.847 72.987 3.784 0.044 -3.229 C25 VR1 25 VR1 C26 C26 C 0 1 Y N N 9.285 37.124 73.829 2.478 -0.382 -2.986 C26 VR1 26 VR1 F F F 0 1 N N N 10.571 39.469 71.245 5.428 1.744 -3.111 F VR1 27 VR1 O28 O28 O 0 1 N N N 6.492 38.509 79.300 -0.768 -2.450 1.580 O28 VR1 28 VR1 O29 O29 O 0 1 N N N 5.701 40.024 77.215 -0.046 -4.416 0.176 O29 VR1 29 VR1 C30 C30 C 0 1 Y N N 4.022 37.963 78.042 1.765 -2.860 1.241 C30 VR1 30 VR1 C31 C31 C 0 1 Y N N 2.953 38.809 77.668 2.028 -1.852 2.152 C31 VR1 31 VR1 C32 C32 C 0 1 Y N N 1.621 38.342 77.794 3.321 -1.708 2.654 C32 VR1 32 VR1 C33 C33 C 0 1 Y N N 1.340 37.023 78.294 4.331 -2.576 2.239 C33 VR1 33 VR1 C34 C34 C 0 1 Y N N 2.453 36.184 78.663 4.048 -3.587 1.320 C34 VR1 34 VR1 C35 C35 C 0 1 Y N N 3.791 36.644 78.541 2.755 -3.730 0.818 C35 VR1 35 VR1 N36 N36 N 1 1 N N N -0.092 36.530 78.429 5.648 -2.430 2.749 N36 VR1 36 VR1 O37 O37 O -1 1 N N N -1.044 37.240 78.118 5.882 -1.513 3.574 O37 VR1 37 VR1 O38 O38 O 0 1 N N N -0.342 35.404 78.855 6.542 -3.221 2.363 O38 VR1 38 VR1 H2 H2 H 0 1 N N N 12.675 32.334 71.660 -6.748 6.684 -4.962 H2 VR1 39 VR1 H3 H3 H 0 1 N N N 10.328 33.305 72.398 -6.138 4.503 -6.476 H3 VR1 40 VR1 H61 1H6 H 0 1 N N N 12.029 28.858 69.813 -3.430 7.432 -2.897 H61 VR1 41 VR1 H62 2H6 H 0 1 N N N 13.350 29.690 70.726 -4.959 8.223 -3.224 H62 VR1 42 VR1 H71 1H7 H 0 1 N N N 13.143 31.536 68.861 -6.121 6.656 -1.629 H71 VR1 43 VR1 H72 2H7 H 0 1 N N N 13.989 30.001 68.465 -4.810 7.551 -0.841 H72 VR1 44 VR1 H73 3H7 H 0 1 N N N 12.297 30.261 67.920 -4.577 5.855 -1.300 H73 VR1 45 VR1 H81 1H8 H 0 1 N N N 7.454 30.837 71.010 -3.696 3.126 -6.781 H81 VR1 46 VR1 HN15 HN15 H 0 0 N N N 5.004 35.905 73.995 -0.951 1.703 -1.399 HN15 VR1 47 VR1 H16 H16 H 0 1 N N N 7.549 35.863 75.277 -0.139 -0.719 -2.868 H16 VR1 48 VR1 HN19 HN19 H 0 0 N N N 7.152 36.876 77.165 0.401 -2.476 -1.682 HN19 VR1 49 VR1 H22 H22 H 0 1 N N N 6.297 38.481 72.619 1.246 2.458 -1.569 H22 VR1 50 VR1 H23 H23 H 0 1 N N N 7.916 39.735 71.160 3.563 3.207 -2.004 H23 VR1 51 VR1 H25 H25 H 0 1 N N N 11.264 37.681 73.077 4.497 -0.631 -3.694 H25 VR1 52 VR1 H26 H26 H 0 1 N N N 9.666 36.417 74.551 2.183 -1.390 -3.264 H26 VR1 53 VR1 H31 H31 H 0 1 N N N 3.149 39.801 77.290 1.249 -1.170 2.482 H31 VR1 54 VR1 H32 H32 H 0 1 N N N 0.803 38.987 77.510 3.529 -0.916 3.369 H32 VR1 55 VR1 H34 H34 H 0 1 N N N 2.266 35.189 79.039 4.826 -4.270 0.988 H34 VR1 56 VR1 H35 H35 H 0 1 N N N 4.619 36.009 78.820 2.545 -4.521 0.102 H35 VR1 57 # 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 VR1 C1 C6 SING N N 1 VR1 C1 O5 SING Y N 2 VR1 C1 C2 DOUB Y N 3 VR1 C2 C3 SING Y N 4 VR1 C2 H2 SING N N 5 VR1 C3 C4 DOUB Y N 6 VR1 C3 H3 SING N N 7 VR1 C4 O5 SING Y N 8 VR1 C4 C8 SING N N 9 VR1 C6 C7 SING N N 10 VR1 C6 H61 SING N N 11 VR1 C6 H62 SING N N 12 VR1 C7 H71 SING N N 13 VR1 C7 H72 SING N N 14 VR1 C7 H73 SING N N 15 VR1 C8 C9 DOUB N Z 16 VR1 C8 H81 SING N N 17 VR1 C9 C10 SING N N 18 VR1 C9 S13 SING N N 19 VR1 C10 O14 DOUB N N 20 VR1 C10 N11 SING N N 21 VR1 N11 C12 DOUB N N 22 VR1 C12 S13 SING N N 23 VR1 C12 N15 SING N N 24 VR1 N15 C16 SING N N 25 VR1 N15 HN15 SING N N 26 VR1 C16 C21 SING N N 27 VR1 C16 C17 SING N N 28 VR1 C16 H16 SING N N 29 VR1 C17 O18 DOUB N N 30 VR1 C17 N19 SING N N 31 VR1 N19 S20 SING N N 32 VR1 N19 HN19 SING N N 33 VR1 S20 O29 DOUB N N 34 VR1 S20 C30 SING N N 35 VR1 S20 O28 DOUB N N 36 VR1 C21 C22 DOUB Y N 37 VR1 C21 C26 SING Y N 38 VR1 C22 C23 SING Y N 39 VR1 C22 H22 SING N N 40 VR1 C23 C24 DOUB Y N 41 VR1 C23 H23 SING N N 42 VR1 C24 F SING N N 43 VR1 C24 C25 SING Y N 44 VR1 C25 C26 DOUB Y N 45 VR1 C25 H25 SING N N 46 VR1 C26 H26 SING N N 47 VR1 C30 C31 SING Y N 48 VR1 C30 C35 DOUB Y N 49 VR1 C31 C32 DOUB Y N 50 VR1 C31 H31 SING N N 51 VR1 C32 C33 SING Y N 52 VR1 C32 H32 SING N N 53 VR1 C33 N36 SING N N 54 VR1 C33 C34 DOUB Y N 55 VR1 C34 C35 SING Y N 56 VR1 C34 H34 SING N N 57 VR1 C35 H35 SING N N 58 VR1 N36 O37 SING N N 59 VR1 N36 O38 DOUB N N 60 # 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 VR1 SMILES ACDLabs 10.04 "O=C(NS(=O)(=O)c1ccc([N+]([O-])=O)cc1)C(NC2=NC(=O)C(\S2)=C\c3oc(cc3)CC)c4ccc(F)cc4" VR1 SMILES_CANONICAL CACTVS 3.341 "CCc1oc(cc1)\C=C\2SC(=NC\2=O)N[C@H](C(=O)N[S](=O)(=O)c3ccc(cc3)[N+]([O-])=O)c4ccc(F)cc4" VR1 SMILES CACTVS 3.341 "CCc1oc(cc1)C=C2SC(=NC2=O)N[CH](C(=O)N[S](=O)(=O)c3ccc(cc3)[N+]([O-])=O)c4ccc(F)cc4" VR1 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)NS(=O)(=O)c4ccc(cc4)[N+](=O)[O-]" VR1 SMILES "OpenEye OEToolkits" 1.5.0 "CCc1ccc(o1)C=C2C(=O)N=C(S2)NC(c3ccc(cc3)F)C(=O)NS(=O)(=O)c4ccc(cc4)[N+](=O)[O-]" VR1 InChI InChI 1.03 "InChI=1S/C24H19FN4O7S2/c1-2-17-9-10-18(36-17)13-20-22(30)27-24(37-20)26-21(14-3-5-15(25)6-4-14)23(31)28-38(34,35)19-11-7-16(8-12-19)29(32)33/h3-13,21H,2H2,1H3,(H,28,31)(H,26,27,30)/b20-13-/t21-/m0/s1" VR1 InChIKey InChI 1.03 RNPVTWTZIDCHEC-MSTPFNHUSA-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 VR1 "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-2-({(5Z)-5-[(5-ethylfuran-2-yl)methylidene]-4-oxo-4,5-dihydro-1,3-thiazol-2-yl}amino)-2-(4-fluorophenyl)-N-[(4-nitrophenyl)sulfonyl]ethanamide" VR1 "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)-N-(4-nitrophenyl)sulfonyl-ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site VR1 "Create component" 2006-12-08 RCSB VR1 "Modify descriptor" 2011-06-04 RCSB #