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 
# 
