data_AO9 # _chem_comp.id AO9 _chem_comp.name "5'-deoxy-5'-[(imidazo[2,1-b][1,3]thiazol-5-ylcarbonyl)amino]cytidine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H16 N6 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-01-07 _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 392.390 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AO9 _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 3Q8H _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 AO9 N1 N1 N 0 1 N N N 38.445 -38.462 -21.195 3.273 -0.591 0.383 N1 AO9 1 AO9 C2 C2 C 0 1 N N N 39.537 -38.639 -20.358 3.197 -0.917 -0.920 C2 AO9 2 AO9 O2 O2 O 0 1 N N N 40.336 -39.523 -20.619 2.526 -0.231 -1.672 O2 AO9 3 AO9 N3 N3 N 0 1 N N N 39.670 -37.850 -19.308 3.844 -1.977 -1.403 N3 AO9 4 AO9 C4 C4 C 0 1 N N N 38.813 -36.902 -19.028 4.581 -2.741 -0.607 C4 AO9 5 AO9 N4 N4 N 0 1 N N N 38.979 -36.146 -17.952 5.245 -3.833 -1.116 N4 AO9 6 AO9 C5 C5 C 0 1 N N N 37.729 -36.708 -19.855 4.681 -2.427 0.764 C5 AO9 7 AO9 C6 C6 C 0 1 N N N 37.582 -37.510 -20.954 4.018 -1.345 1.239 C6 AO9 8 AO9 "C1'" "C1'" C 0 1 N N R 38.317 -39.312 -22.355 2.556 0.585 0.883 "C1'" AO9 9 AO9 "C2'" "C2'" C 0 1 N N R 36.989 -40.007 -22.508 3.089 1.875 0.210 "C2'" AO9 10 AO9 "O2'" "O2'" O 0 1 N N N 37.079 -41.320 -21.989 4.221 2.388 0.915 "O2'" AO9 11 AO9 "C3'" "C3'" C 0 1 N N S 36.790 -40.037 -23.986 1.878 2.831 0.339 "C3'" AO9 12 AO9 "O3'" "O3'" O 0 1 N N N 37.194 -41.322 -24.413 2.040 3.695 1.466 "O3'" AO9 13 AO9 C30 C30 C 0 1 N N N 35.734 -38.038 -27.118 -2.596 1.346 -1.139 C30 AO9 14 AO9 O31 O31 O 0 1 N N N 36.663 -38.412 -27.741 -2.591 2.122 -2.078 O31 AO9 15 AO9 C32 C32 C 0 1 Y N N 34.494 -37.763 -27.831 -3.702 0.484 -0.938 C32 AO9 16 AO9 N33 N33 N 0 1 Y N N 34.323 -38.019 -29.314 -3.907 -0.378 0.153 N33 AO9 17 AO9 C34 C34 C 0 1 Y N N 33.093 -37.610 -29.588 -5.086 -0.992 -0.087 C34 AO9 18 AO9 N35 N35 N 0 1 Y N N 32.402 -37.160 -28.468 -5.599 -0.569 -1.226 N35 AO9 19 AO9 C36 C36 C 0 1 Y N N 33.266 -37.259 -27.401 -4.791 0.332 -1.770 C36 AO9 20 AO9 S37 S37 S 0 1 Y N N 32.715 -37.785 -31.201 -5.350 -2.081 1.285 S37 AO9 21 AO9 C38 C38 C 0 1 Y N N 34.304 -38.381 -31.604 -3.841 -1.635 2.101 C38 AO9 22 AO9 C39 C39 C 0 1 Y N N 35.082 -38.430 -30.414 -3.270 -0.735 1.315 C39 AO9 23 AO9 "C4'" "C4'" C 0 1 N N R 37.711 -38.963 -24.527 0.675 1.891 0.545 "C4'" AO9 24 AO9 "O4'" "O4'" O 0 1 N N N 38.426 -38.458 -23.442 1.169 0.541 0.486 "O4'" AO9 25 AO9 "C5'" "C5'" C 0 1 N N N 37.097 -37.727 -25.144 -0.358 2.117 -0.562 "C5'" AO9 26 AO9 "N5'" "N5'" N 0 1 N N N 35.826 -37.852 -25.804 -1.548 1.307 -0.292 "N5'" AO9 27 AO9 HN4 HN4 H 0 1 N N N 39.762 -36.299 -17.350 5.174 -4.047 -2.060 HN4 AO9 28 AO9 HN4A HN4A H 0 0 N N N 38.321 -35.423 -17.743 5.783 -4.390 -0.532 HN4A AO9 29 AO9 H5 H5 H 0 1 N N N 37.006 -35.935 -19.640 5.277 -3.039 1.425 H5 AO9 30 AO9 H6 H6 H 0 1 N N N 36.750 -37.356 -21.625 4.080 -1.084 2.285 H6 AO9 31 AO9 "H1'" "H1'" H 0 1 N N N 39.077 -40.103 -22.268 2.643 0.653 1.967 "H1'" AO9 32 AO9 "H2'" "H2'" H 0 1 N N N 36.163 -39.512 -21.976 3.334 1.696 -0.837 "H2'" AO9 33 AO9 "HO2'" "HO2'" H 0 0 N N N 36.241 -41.757 -22.086 4.590 3.196 0.532 "HO2'" AO9 34 AO9 "H3'" "H3'" H 0 1 N N N 35.757 -39.856 -24.319 1.754 3.415 -0.573 "H3'" AO9 35 AO9 "HO3'" "HO3'" H 0 0 N N N 37.086 -41.392 -25.354 2.817 4.268 1.414 "HO3'" AO9 36 AO9 H36 H36 H 0 1 N N N 33.029 -36.987 -26.383 -4.955 0.853 -2.702 H36 AO9 37 AO9 H38 H38 H 0 1 N N N 34.640 -38.665 -32.590 -3.467 -2.016 3.039 H38 AO9 38 AO9 H39 H39 H 0 1 N N N 36.115 -38.741 -30.367 -2.322 -0.292 1.584 H39 AO9 39 AO9 "H4'" "H4'" H 0 1 N N N 38.262 -39.480 -25.326 0.223 2.075 1.519 "H4'" AO9 40 AO9 "H5'" "H5'" H 0 1 N N N 36.957 -37.004 -24.327 -0.635 3.171 -0.590 "H5'" AO9 41 AO9 "H5'A" "H5'A" H 0 0 N N N 37.810 -37.366 -25.900 0.069 1.828 -1.522 "H5'A" AO9 42 AO9 "HN5'" "HN5'" H 0 0 N N N 34.988 -37.798 -25.261 -1.582 0.743 0.496 "HN5'" AO9 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 AO9 "C1'" N1 SING N N 1 AO9 N1 C6 SING N N 2 AO9 N1 C2 SING N N 3 AO9 O2 C2 DOUB N N 4 AO9 C2 N3 SING N N 5 AO9 N3 C4 DOUB N N 6 AO9 C5 C4 SING N N 7 AO9 C4 N4 SING N N 8 AO9 N4 HN4 SING N N 9 AO9 N4 HN4A SING N N 10 AO9 C6 C5 DOUB N N 11 AO9 C5 H5 SING N N 12 AO9 C6 H6 SING N N 13 AO9 "O4'" "C1'" SING N N 14 AO9 "C2'" "C1'" SING N N 15 AO9 "C1'" "H1'" SING N N 16 AO9 "C3'" "C2'" SING N N 17 AO9 "C2'" "O2'" SING N N 18 AO9 "C2'" "H2'" SING N N 19 AO9 "O2'" "HO2'" SING N N 20 AO9 "C4'" "C3'" SING N N 21 AO9 "O3'" "C3'" SING N N 22 AO9 "C3'" "H3'" SING N N 23 AO9 "O3'" "HO3'" SING N N 24 AO9 C32 C30 SING N N 25 AO9 O31 C30 DOUB N N 26 AO9 C30 "N5'" SING N N 27 AO9 N33 C32 SING Y N 28 AO9 C32 C36 DOUB Y N 29 AO9 C39 N33 SING Y N 30 AO9 C34 N33 SING Y N 31 AO9 S37 C34 SING Y N 32 AO9 C34 N35 DOUB Y N 33 AO9 N35 C36 SING Y N 34 AO9 C36 H36 SING N N 35 AO9 C38 S37 SING Y N 36 AO9 C38 C39 DOUB Y N 37 AO9 C38 H38 SING N N 38 AO9 C39 H39 SING N N 39 AO9 "C5'" "C4'" SING N N 40 AO9 "C4'" "O4'" SING N N 41 AO9 "C4'" "H4'" SING N N 42 AO9 "N5'" "C5'" SING N N 43 AO9 "C5'" "H5'" SING N N 44 AO9 "C5'" "H5'A" SING N N 45 AO9 "N5'" "HN5'" 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 AO9 SMILES ACDLabs 12.01 "O=C1N=C(N)C=CN1C2OC(C(O)C2O)CNC(=O)c3cnc4sccn34" AO9 SMILES_CANONICAL CACTVS 3.370 "NC1=NC(=O)N(C=C1)[C@@H]2O[C@H](CNC(=O)c3cnc4sccn34)[C@@H](O)[C@H]2O" AO9 SMILES CACTVS 3.370 "NC1=NC(=O)N(C=C1)[CH]2O[CH](CNC(=O)c3cnc4sccn34)[CH](O)[CH]2O" AO9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1csc2n1c(cn2)C(=O)NC[C@@H]3[C@H]([C@H]([C@@H](O3)N4C=CC(=NC4=O)N)O)O" AO9 SMILES "OpenEye OEToolkits" 1.7.0 "c1csc2n1c(cn2)C(=O)NCC3C(C(C(O3)N4C=CC(=NC4=O)N)O)O" AO9 InChI InChI 1.03 "InChI=1S/C15H16N6O5S/c16-9-1-2-21(14(25)19-9)13-11(23)10(22)8(26-13)6-17-12(24)7-5-18-15-20(7)3-4-27-15/h1-5,8,10-11,13,22-23H,6H2,(H,17,24)(H2,16,19,25)/t8-,10-,11-,13-/m1/s1" AO9 InChIKey InChI 1.03 NPCKGXDYODQBDY-UORFTKCHSA-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 AO9 "SYSTEMATIC NAME" ACDLabs 12.01 "5'-deoxy-5'-[(imidazo[2,1-b][1,3]thiazol-5-ylcarbonyl)amino]cytidine" AO9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "N-[[(2R,3S,4R,5R)-5-(4-azanyl-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methyl]imidazo[2,1-b][1,3]thiazole-5-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AO9 "Create component" 2011-01-07 RCSB AO9 "Modify aromatic_flag" 2011-06-04 RCSB AO9 "Modify descriptor" 2011-06-04 RCSB #