data_OZS # _chem_comp.id OZS _chem_comp.name "N-[(E)-3-[(2R,3S,4R,5R)-3,4-dihydroxy-5-[4-(trifluoromethyl)imidazol-1-yl]oxolan-2-yl]prop-2-enyl]-2,3-dihydroxy-5-nitro-benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H17 F3 N4 O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-10-10 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 474.345 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OZS _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 3OZS _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 OZS C1 C1 C 0 1 N N S -20.031 30.877 13.189 -2.178 -3.228 -1.290 C1 OZS 1 OZS C2 C2 C 0 1 N N R -18.611 31.454 13.401 -3.320 -2.187 -1.332 C2 OZS 2 OZS C3 C3 C 0 1 N N R -17.733 30.167 13.509 -3.463 -1.727 0.135 C3 OZS 3 OZS O4 O4 O 0 1 N N N -18.284 29.389 12.428 -2.176 -1.996 0.734 O4 OZS 4 OZS C5 C5 C 0 1 N N R -19.666 29.752 12.153 -1.767 -3.273 0.199 C5 OZS 5 OZS C6 C6 C 0 1 N N N -19.822 30.271 10.765 -0.275 -3.442 0.326 C6 OZS 6 OZS N7 N7 N 0 1 Y N N -16.334 30.335 13.222 -3.764 -0.295 0.194 N7 OZS 7 OZS O8 O8 O 0 1 N N N -20.567 30.258 14.345 -2.651 -4.507 -1.718 O8 OZS 8 OZS O9 O9 O 0 1 N N N -18.543 32.257 14.586 -4.532 -2.792 -1.788 O9 OZS 9 OZS C10 C10 C 0 1 N N N -20.629 29.660 9.915 0.423 -2.585 1.029 C10 OZS 10 OZS C11 C11 C 0 1 Y N N -15.726 31.298 12.344 -2.876 0.716 0.071 C11 OZS 11 OZS C12 C12 C 0 1 Y N N -15.343 29.554 13.734 -4.997 0.270 0.377 C12 OZS 12 OZS C13 C13 C 0 1 Y N N -14.191 30.056 13.143 -4.820 1.605 0.365 C13 OZS 13 OZS N14 N14 N 0 1 Y N N -14.422 31.123 12.299 -3.515 1.849 0.176 N14 OZS 14 OZS C15 C15 C 0 1 N N N -12.840 29.492 13.376 -5.901 2.642 0.531 C15 OZS 15 OZS C16 C16 C 0 1 N N N -20.820 30.156 8.479 1.915 -2.753 1.156 C16 OZS 16 OZS N17 N17 N 0 1 N N N -21.761 29.276 7.791 2.584 -1.523 0.726 N17 OZS 17 OZS C18 C18 C 0 1 N N N -22.562 29.731 6.826 3.929 -1.442 0.753 C18 OZS 18 OZS C19 C19 C 0 1 Y N N -23.645 28.876 6.225 4.603 -0.203 0.320 C19 OZS 19 OZS C20 C20 C 0 1 Y N N -23.670 27.475 6.497 5.999 -0.115 0.347 C20 OZS 20 OZS C21 C21 C 0 1 Y N N -24.755 26.757 5.930 6.624 1.059 -0.064 C21 OZS 21 OZS C22 C22 C 0 1 Y N N -25.711 27.322 5.135 5.864 2.132 -0.497 C22 OZS 22 OZS C23 C23 C 0 1 Y N N -25.661 28.739 4.945 4.481 2.045 -0.524 C23 OZS 23 OZS C24 C24 C 0 1 Y N N -24.607 29.520 5.473 3.849 0.887 -0.126 C24 OZS 24 OZS N25 N25 N 1 1 N N N -26.667 29.378 4.141 3.679 3.199 -0.989 N25 OZS 25 OZS O26 O26 O 0 1 N N N -22.719 26.828 7.159 6.741 -1.169 0.773 O26 OZS 26 OZS O27 O27 O 0 1 N N N -24.801 25.395 6.127 7.980 1.153 -0.040 O27 OZS 27 OZS O28 O28 O 0 1 N N N -22.396 30.930 6.402 4.588 -2.390 1.135 O28 OZS 28 OZS F29 F29 F 0 1 N N N -12.030 29.473 12.311 -6.046 2.951 1.888 F29 OZS 29 OZS F30 F30 F 0 1 N N N -12.091 30.130 14.286 -5.549 3.798 -0.174 F30 OZS 30 OZS F31 F31 F 0 1 N N N -12.759 28.162 13.592 -7.109 2.142 0.034 F31 OZS 31 OZS O32 O32 O 0 1 N N N -27.502 28.755 3.529 4.235 4.222 -1.347 O32 OZS 32 OZS O33 O33 O -1 1 N N N -26.624 30.593 4.093 2.464 3.125 -1.014 O33 OZS 33 OZS H1 H1 H 0 1 N N N -20.778 31.632 12.904 -1.341 -2.902 -1.908 H1 OZS 34 OZS H2 H2 H 0 1 N N N -18.284 32.129 12.596 -3.047 -1.347 -1.971 H2 OZS 35 OZS H3 H3 H 0 1 N N N -17.762 29.764 14.532 -4.242 -2.300 0.638 H3 OZS 36 OZS H5 H5 H 0 1 N N N -20.325 28.876 12.243 -2.286 -4.083 0.711 H5 OZS 37 OZS H6 H6 H 0 1 N N N -19.275 31.148 10.453 0.219 -4.269 -0.163 H6 OZS 38 OZS HO8 HO8 H 0 1 N N N -21.436 29.925 14.153 -1.974 -5.198 -1.711 HO8 OZS 39 OZS HO9 HO9 H 0 1 N N N -17.662 32.596 14.689 -4.479 -3.153 -2.684 HO9 OZS 40 OZS H10 H10 H 0 1 N N N -21.170 28.785 10.243 -0.070 -1.758 1.517 H10 OZS 41 OZS H11 H11 H 0 1 N N N -16.264 32.059 11.798 -1.814 0.605 -0.088 H11 OZS 42 OZS H12 H12 H 0 1 N N N -15.432 28.737 14.435 -5.932 -0.255 0.507 H12 OZS 43 OZS H16 H16 H 0 1 N N N -21.217 31.182 8.493 2.170 -2.961 2.195 H16 OZS 44 OZS H16A H16A H 0 0 N N N -19.854 30.146 7.954 2.242 -3.583 0.529 H16A OZS 45 OZS HN17 HN17 H 0 0 N N N -21.806 28.311 8.049 2.059 -0.767 0.421 HN17 OZS 46 OZS H22 H22 H 0 1 N N N -26.477 26.721 4.667 6.351 3.042 -0.815 H22 OZS 47 OZS H24 H24 H 0 1 N N N -24.556 30.584 5.294 2.771 0.824 -0.153 H24 OZS 48 OZS HO26 HO26 H 0 0 N N N -22.946 25.907 7.221 6.992 -1.783 0.069 HO26 OZS 49 OZS HO27 HO27 H 0 0 N N N -25.571 25.039 5.699 8.408 0.871 -0.860 HO27 OZS 50 # 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 OZS C1 C2 SING N N 1 OZS C1 C5 SING N N 2 OZS C1 O8 SING N N 3 OZS C2 C3 SING N N 4 OZS C2 O9 SING N N 5 OZS C3 O4 SING N N 6 OZS C3 N7 SING N N 7 OZS O4 C5 SING N N 8 OZS C5 C6 SING N N 9 OZS C6 C10 DOUB N N 10 OZS N7 C11 SING Y N 11 OZS N7 C12 SING Y N 12 OZS C10 C16 SING N N 13 OZS C11 N14 DOUB Y E 14 OZS C12 C13 DOUB Y N 15 OZS C13 N14 SING Y N 16 OZS C13 C15 SING N N 17 OZS C15 F29 SING N N 18 OZS C15 F30 SING N N 19 OZS C15 F31 SING N N 20 OZS C16 N17 SING N N 21 OZS N17 C18 SING N N 22 OZS C18 C19 SING N N 23 OZS C18 O28 DOUB N N 24 OZS C19 C20 DOUB Y N 25 OZS C19 C24 SING Y N 26 OZS C20 C21 SING Y N 27 OZS C20 O26 SING N N 28 OZS C21 C22 DOUB Y N 29 OZS C21 O27 SING N N 30 OZS C22 C23 SING Y N 31 OZS C23 C24 DOUB Y N 32 OZS C23 N25 SING N N 33 OZS N25 O32 DOUB N N 34 OZS N25 O33 SING N N 35 OZS C1 H1 SING N N 36 OZS C2 H2 SING N N 37 OZS C3 H3 SING N N 38 OZS C5 H5 SING N N 39 OZS C6 H6 SING N N 40 OZS O8 HO8 SING N N 41 OZS O9 HO9 SING N N 42 OZS C10 H10 SING N N 43 OZS C11 H11 SING N N 44 OZS C12 H12 SING N N 45 OZS C16 H16 SING N N 46 OZS C16 H16A SING N N 47 OZS N17 HN17 SING N N 48 OZS C22 H22 SING N N 49 OZS C24 H24 SING N N 50 OZS O26 HO26 SING N N 51 OZS O27 HO27 SING N N 52 # 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 OZS SMILES ACDLabs 12.01 "[O-][N+](=O)c1cc(c(O)c(O)c1)C(=O)NC/C=C/C3OC(n2cnc(c2)C(F)(F)F)C(O)C3O" OZS SMILES_CANONICAL CACTVS 3.370 "O[C@H]1[C@@H](O)[C@@H](O[C@@H]1\C=C\CNC(=O)c2cc(cc(O)c2O)[N+]([O-])=O)n3cnc(c3)C(F)(F)F" OZS SMILES CACTVS 3.370 "O[CH]1[CH](O)[CH](O[CH]1C=CCNC(=O)c2cc(cc(O)c2O)[N+]([O-])=O)n3cnc(c3)C(F)(F)F" OZS SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1c(cc(c(c1C(=O)NC/C=C/[C@@H]2[C@H]([C@H]([C@@H](O2)n3cc(nc3)C(F)(F)F)O)O)O)O)[N+](=O)[O-]" OZS SMILES "OpenEye OEToolkits" 1.7.0 "c1c(cc(c(c1C(=O)NCC=CC2C(C(C(O2)n3cc(nc3)C(F)(F)F)O)O)O)O)[N+](=O)[O-]" OZS InChI InChI 1.03 "InChI=1S/C18H17F3N4O8/c19-18(20,21)12-6-24(7-23-12)17-15(29)14(28)11(33-17)2-1-3-22-16(30)9-4-8(25(31)32)5-10(26)13(9)27/h1-2,4-7,11,14-15,17,26-29H,3H2,(H,22,30)/b2-1+/t11-,14-,15-,17-/m1/s1" OZS InChIKey InChI 1.03 VZQNYKXXPHSQLJ-LWULHLCXSA-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 OZS "SYSTEMATIC NAME" ACDLabs 12.01 "1-{(5E)-5,6,7-trideoxy-7-[(2,3-dihydroxy-5-nitrobenzoyl)amino]-beta-D-ribo-hept-5-enofuranosyl}-4-(trifluoromethyl)-1H-imidazole" OZS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "N-[(E)-3-[(2R,3S,4R,5R)-3,4-dihydroxy-5-[4-(trifluoromethyl)imidazol-1-yl]oxolan-2-yl]prop-2-enyl]-2,3-dihydroxy-5-nitro-benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site OZS "Create component" 2010-10-10 PDBJ OZS "Modify aromatic_flag" 2011-06-04 RCSB OZS "Modify descriptor" 2011-06-04 RCSB #