data_OZZ # _chem_comp.id OZZ _chem_comp.name "N-[(E)-3-[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-oxopyridin-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 "C19 H19 N3 O9" _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 433.369 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OZZ _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 3OZT _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 OZZ C1 C1 C 0 1 N N S 36.819 -2.242 -13.302 -3.370 2.329 1.292 C1 OZZ 1 OZZ C2 C2 C 0 1 N N R 36.725 -0.731 -13.500 -4.313 1.106 1.235 C2 OZZ 2 OZZ C3 C3 C 0 1 N N R 35.187 -0.493 -13.534 -4.340 0.722 -0.261 C3 OZZ 3 OZZ O4 O4 O 0 1 N N N 34.777 -1.284 -12.381 -3.106 1.246 -0.799 O4 OZZ 4 OZZ C5 C5 C 0 1 N N R 35.682 -2.377 -12.196 -2.938 2.539 -0.176 C5 OZZ 5 OZZ C6 C6 C 0 1 N N N 36.303 -2.304 -10.847 -1.496 2.970 -0.242 C6 OZZ 6 OZZ N7 N7 N 0 1 N N N 34.679 0.825 -13.368 -4.384 -0.734 -0.413 N7 OZZ 7 OZZ O8 O8 O 0 1 N N N 36.414 -2.926 -14.495 -4.068 3.477 1.778 O8 OZZ 8 OZZ O9 O9 O 0 1 N N N 37.307 -0.189 -14.715 -5.622 1.462 1.684 O9 OZZ 9 OZZ C10 C10 C 0 1 N N N 35.955 -3.094 -9.853 -0.643 2.293 -0.970 C10 OZZ 10 OZZ C11 C11 C 0 1 N N N 36.567 -3.027 -8.494 0.800 2.724 -1.036 C11 OZZ 11 OZZ N12 N12 N 0 1 N N N 36.341 -4.277 -7.823 1.663 1.603 -0.656 N12 OZZ 12 OZZ C13 C13 C 0 1 N N N 37.123 -4.735 -6.852 3.001 1.757 -0.642 C13 OZZ 13 OZZ C14 C14 C 0 1 Y N N 36.905 -6.070 -6.272 3.870 0.628 -0.259 C14 OZZ 14 OZZ C15 C15 C 0 1 Y N N 35.709 -6.837 -6.506 5.261 0.784 -0.244 C15 OZZ 15 OZZ C16 C16 C 0 1 Y N N 35.664 -8.119 -5.917 6.071 -0.288 0.119 C16 OZZ 16 OZZ C17 C17 C 0 1 Y N N 36.661 -8.702 -5.141 5.500 -1.501 0.462 C17 OZZ 17 OZZ C18 C18 C 0 1 Y N N 37.853 -7.900 -4.991 4.123 -1.656 0.447 C18 OZZ 18 OZZ C19 C19 C 0 1 Y N N 37.906 -6.619 -5.553 3.308 -0.602 0.096 C19 OZZ 19 OZZ N20 N20 N 1 1 N N N 38.915 -8.460 -4.178 3.524 -2.958 0.816 N20 OZZ 20 OZZ O21 O21 O 0 1 N N N 34.711 -6.338 -7.177 5.818 1.975 -0.582 O21 OZZ 21 OZZ O22 O22 O 0 1 N N N 34.480 -8.830 -6.131 7.423 -0.144 0.135 O22 OZZ 22 OZZ O23 O23 O 0 1 N N N 38.080 -3.991 -6.433 3.493 2.827 -0.946 O23 OZZ 23 OZZ O24 O24 O 0 1 N N N 38.740 -9.452 -3.553 4.241 -3.890 1.132 O24 OZZ 24 OZZ O25 O25 O -1 1 N N N 39.989 -7.882 -4.162 2.314 -3.097 0.804 O25 OZZ 25 OZZ C26 C26 C 0 1 N N N 35.291 1.681 -12.395 -5.480 -1.309 -0.969 C26 OZZ 26 OZZ C27 C27 C 0 1 N N N 34.829 2.954 -12.177 -5.552 -2.650 -1.122 C27 OZZ 27 OZZ C28 C28 C 0 1 N N N 33.738 3.499 -12.963 -4.468 -3.454 -0.697 C28 OZZ 28 OZZ C29 C29 C 0 1 N N N 33.593 1.329 -14.055 -3.327 -1.477 -0.001 C29 OZZ 29 OZZ C30 C30 C 0 1 N N N 33.108 2.566 -13.925 -3.340 -2.822 -0.122 C30 OZZ 30 OZZ O31 O31 O 0 1 N N N 33.406 4.672 -12.858 -4.505 -4.669 -0.823 O31 OZZ 31 OZZ H1 H1 H 0 1 N N N 37.812 -2.643 -13.051 -2.504 2.114 1.918 H1 OZZ 32 OZZ H2 H2 H 0 1 N N N 37.297 -0.227 -12.707 -3.913 0.287 1.832 H2 OZZ 33 OZZ H3 H3 H 0 1 N N N 34.810 -0.742 -14.537 -5.195 1.183 -0.756 H3 OZZ 34 OZZ H5 H5 H 0 1 N N N 35.149 -3.335 -12.285 -3.579 3.278 -0.658 H5 OZZ 35 OZZ H6 H6 H 0 1 N N N 37.075 -1.569 -10.675 -1.166 3.837 0.310 H6 OZZ 36 OZZ HO8 HO8 H 0 1 N N N 36.477 -3.864 -14.359 -3.523 4.274 1.835 HO8 OZZ 37 OZZ HO9 HO9 H 0 1 N N N 37.190 0.754 -14.730 -5.654 1.769 2.600 HO9 OZZ 38 OZZ H10 H10 H 0 1 N N N 35.185 -3.830 -10.031 -0.973 1.426 -1.523 H10 OZZ 39 OZZ H11 H11 H 0 1 N N N 37.648 -2.844 -8.583 1.039 3.038 -2.052 H11 OZZ 40 OZZ H11A H11A H 0 0 N N N 36.107 -2.209 -7.920 0.962 3.556 -0.351 H11A OZZ 41 OZZ HN12 HN12 H 0 0 N N N 35.556 -4.830 -8.101 1.270 0.749 -0.414 HN12 OZZ 42 OZZ H17 H17 H 0 1 N N N 36.552 -9.676 -4.687 6.130 -2.332 0.743 H17 OZZ 43 OZZ H19 H19 H 0 1 N N N 38.802 -6.035 -5.402 2.236 -0.727 0.090 H19 OZZ 44 OZZ HO21 HO21 H 0 0 N N N 34.013 -6.980 -7.232 5.941 2.578 0.164 HO21 OZZ 45 OZZ HO22 HO22 H 0 0 N N N 34.536 -9.676 -5.702 7.776 0.155 0.985 HO22 OZZ 46 OZZ H26 H26 H 0 1 N N N 36.132 1.317 -11.823 -6.303 -0.690 -1.291 H26 OZZ 47 OZZ H27 H27 H 0 1 N N N 35.285 3.560 -11.408 -6.427 -3.102 -1.565 H27 OZZ 48 OZZ H29 H29 H 0 1 N N N 33.097 0.671 -14.753 -2.468 -0.987 0.433 H29 OZZ 49 OZZ H30 H30 H 0 1 N N N 32.262 2.884 -14.517 -2.497 -3.408 0.212 H30 OZZ 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 OZZ C1 C2 SING N N 1 OZZ C1 C5 SING N N 2 OZZ C1 O8 SING N N 3 OZZ C2 C3 SING N N 4 OZZ C2 O9 SING N N 5 OZZ C3 O4 SING N N 6 OZZ C3 N7 SING N N 7 OZZ O4 C5 SING N N 8 OZZ C5 C6 SING N N 9 OZZ C6 C10 DOUB N N 10 OZZ N7 C26 SING N N 11 OZZ N7 C29 SING N N 12 OZZ C10 C11 SING N N 13 OZZ C11 N12 SING N E 14 OZZ N12 C13 SING N N 15 OZZ C13 C14 SING N N 16 OZZ C13 O23 DOUB N N 17 OZZ C14 C15 DOUB Y N 18 OZZ C14 C19 SING Y N 19 OZZ C15 C16 SING Y N 20 OZZ C15 O21 SING N N 21 OZZ C16 C17 DOUB Y N 22 OZZ C16 O22 SING N N 23 OZZ C17 C18 SING Y N 24 OZZ C18 C19 DOUB Y N 25 OZZ C18 N20 SING N N 26 OZZ N20 O24 DOUB N N 27 OZZ N20 O25 SING N N 28 OZZ C26 C27 DOUB N N 29 OZZ C27 C28 SING N N 30 OZZ C28 C30 SING N N 31 OZZ C28 O31 DOUB N N 32 OZZ C29 C30 DOUB N N 33 OZZ C1 H1 SING N N 34 OZZ C2 H2 SING N N 35 OZZ C3 H3 SING N N 36 OZZ C5 H5 SING N N 37 OZZ C6 H6 SING N N 38 OZZ O8 HO8 SING N N 39 OZZ O9 HO9 SING N N 40 OZZ C10 H10 SING N N 41 OZZ C11 H11 SING N N 42 OZZ C11 H11A SING N N 43 OZZ N12 HN12 SING N N 44 OZZ C17 H17 SING N N 45 OZZ C19 H19 SING N N 46 OZZ O21 HO21 SING N N 47 OZZ O22 HO22 SING N N 48 OZZ C26 H26 SING N N 49 OZZ C27 H27 SING N N 50 OZZ C29 H29 SING N N 51 OZZ C30 H30 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 OZZ SMILES ACDLabs 12.01 "[O-][N+](=O)c1cc(c(O)c(O)c1)C(=O)NC/C=C/C3OC(N2C=CC(=O)C=C2)C(O)C3O" OZZ 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)N3C=CC(=O)C=C3" OZZ SMILES CACTVS 3.370 "O[CH]1[CH](O)[CH](O[CH]1C=CCNC(=O)c2cc(cc(O)c2O)[N+]([O-])=O)N3C=CC(=O)C=C3" OZZ 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)N3C=CC(=O)C=C3)O)O)O)O)[N+](=O)[O-]" OZZ SMILES "OpenEye OEToolkits" 1.7.0 "c1c(cc(c(c1C(=O)NCC=CC2C(C(C(O2)N3C=CC(=O)C=C3)O)O)O)O)[N+](=O)[O-]" OZZ InChI InChI 1.03 "InChI=1S/C19H19N3O9/c23-11-3-6-21(7-4-11)19-17(27)16(26)14(31-19)2-1-5-20-18(28)12-8-10(22(29)30)9-13(24)15(12)25/h1-4,6-9,14,16-17,19,24-27H,5H2,(H,20,28)/b2-1+/t14-,16-,17-,19-/m1/s1" OZZ InChIKey InChI 1.03 HVTOTCCLXQPREB-LDNIWRHMSA-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 OZZ "SYSTEMATIC NAME" ACDLabs 12.01 "1-{(5E)-5,6,7-trideoxy-7-[(2,3-dihydroxy-5-nitrobenzoyl)amino]-beta-D-ribo-hept-5-enofuranosyl}pyridin-4(1H)-one" OZZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "N-[(E)-3-[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-oxopyridin-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 OZZ "Create component" 2010-10-10 PDBJ OZZ "Modify aromatic_flag" 2011-06-04 RCSB OZZ "Modify descriptor" 2011-06-04 RCSB #