data_NIA
# 
_chem_comp.id                                    NIA 
_chem_comp.name                                  "((2R,3S,4R,5R)-5-(5-AMINO-4-NITRO-1H-IMIDAZOL-1-YL)-3,4-DIHYDROXYTETRAHYDROFURAN-2-YL)METHYL DIHYDROGEN PHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C8 H13 N4 O9 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "4-NITRO-5-AMINOIMIDAZOLE RIBONUCLEOTIDE; NITRO AIR" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-09-07 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        340.184 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NIA 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2ATE 
_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 
NIA O8     O8     O 0  1 N N N 16.277 -12.941 -9.181  4.300  -1.878 1.195  O8     NIA 1  
NIA P      P      P 0  1 N N N 15.601 -11.667 -9.589  4.652  -0.993 -0.103 P      NIA 2  
NIA O6     O6     O 0  1 N N N 14.590 -11.160 -8.616  5.543  0.123  0.286  O6     NIA 3  
NIA O7     O7     O 0  1 N N N 16.536 -10.585 -10.075 5.394  -1.915 -1.196 O7     NIA 4  
NIA "O5'"  "O5'"  O 0  1 N N N 14.781 -12.140 -10.905 3.294  -0.401 -0.734 "O5'"  NIA 5  
NIA "C5'"  "C5'"  C 0  1 N N N 14.044 -11.149 -11.593 2.747  0.496  0.234  "C5'"  NIA 6  
NIA "C4'"  "C4'"  C 0  1 N N R 13.348 -11.780 -12.767 1.447  1.097  -0.305 "C4'"  NIA 7  
NIA "C3'"  "C3'"  C 0  1 N N S 12.538 -13.077 -12.506 0.859  2.108  0.704  "C3'"  NIA 8  
NIA "O3'"  "O3'"  O 0  1 N N N 11.150 -12.861 -12.819 1.209  3.444  0.336  "O3'"  NIA 9  
NIA "C2'"  "C2'"  C 0  1 N N R 13.214 -14.092 -13.440 -0.670 1.899  0.599  "C2'"  NIA 10 
NIA "O2'"  "O2'"  O 0  1 N N N 12.306 -15.067 -14.060 -1.311 3.100  0.166  "O2'"  NIA 11 
NIA "O4'"  "O4'"  O 0  1 N N N 14.405 -12.071 -13.715 0.436  0.074  -0.435 "O4'"  NIA 12 
NIA "C1'"  "C1'"  C 0  1 N N R 13.973 -13.175 -14.462 -0.822 0.784  -0.459 "C1'"  NIA 13 
NIA N1     N1     N 0  1 Y N N 14.874 -14.073 -15.154 -1.921 -0.115 -0.098 N1     NIA 14 
NIA C5     C5     C 0  1 Y N N 14.777 -14.288 -16.484 -3.245 0.053  -0.408 C5     NIA 15 
NIA N6     N6     N 0  1 N N N 13.915 -13.641 -17.316 -3.805 1.111  -1.125 N6     NIA 16 
NIA C4     C4     C 0  1 Y N N 15.589 -15.360 -16.772 -3.907 -1.003 0.122  C4     NIA 17 
NIA N7     N7     N 1  1 N N N 15.774 -15.971 -17.958 -5.365 -1.246 0.039  N7     NIA 18 
NIA O72    O72    O 0  1 N N N 14.989 -15.749 -18.913 -6.083 -0.451 -0.540 O72    NIA 19 
NIA O71    O71    O -1 1 N N N 16.485 -17.004 -17.967 -5.847 -2.241 0.550  O71    NIA 20 
NIA N3     N3     N 0  1 Y N N 16.244 -15.741 -15.652 -3.009 -1.796 0.729  N3     NIA 21 
NIA C2     C2     C 0  1 Y N N 15.760 -14.958 -14.663 -1.820 -1.275 0.607  C2     NIA 22 
NIA HO8    HO8    H 0  1 N N N 16.420 -13.484 -9.948  3.720  -2.592 0.898  HO8    NIA 23 
NIA HO7    HO7    H 0  1 N N N 16.732 -9.991  -9.360  6.200  -2.249 -0.779 HO7    NIA 24 
NIA "H5'1" "1H5'" H 0  0 N N N 14.724 -10.360 -11.946 3.461  1.295  0.434  "H5'1" NIA 25 
NIA "H5'2" "2H5'" H 0  0 N N N 13.298 -10.707 -10.916 2.540  -0.046 1.157  "H5'2" NIA 26 
NIA "H4'"  "H4'"  H 0  1 N N N 12.578 -11.071 -13.106 1.623  1.580  -1.267 "H4'"  NIA 27 
NIA "H3'"  "H3'"  H 0  1 N N N 12.540 -13.419 -11.461 1.208  1.887  1.713  "H3'"  NIA 28 
NIA H1     H1     H 0  1 N N N 10.647 -12.813 -12.014 0.816  4.028  1.000  H1     NIA 29 
NIA "H2'"  "H2'"  H 0  1 N N N 13.886 -14.772 -12.896 -1.077 1.573  1.557  "H2'"  NIA 30 
NIA H2     H2     H 0  1 N N N 12.110 -14.797 -14.949 -1.129 3.772  0.837  H2     NIA 31 
NIA "H1'"  "H1'"  H 0  1 N N N 13.447 -12.684 -15.294 -0.995 1.217  -1.444 "H1'"  NIA 32 
NIA HN61   1HN6   H 0  0 N N N 14.311 -12.764 -17.589 -3.238 1.824  -1.459 HN61   NIA 33 
NIA HN62   2HN6   H 0  0 N N N 13.049 -13.482 -16.842 -4.760 1.132  -1.294 HN62   NIA 34 
NIA H3     H3     H 0  1 N N N 16.045 -15.032 -13.624 -0.906 -1.695 1.001  H3     NIA 35 
# 
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 
NIA O8    P      SING N N 1  
NIA O8    HO8    SING N N 2  
NIA P     O6     DOUB N N 3  
NIA P     O7     SING N N 4  
NIA P     "O5'"  SING N N 5  
NIA O7    HO7    SING N N 6  
NIA "O5'" "C5'"  SING N N 7  
NIA "C5'" "C4'"  SING N N 8  
NIA "C5'" "H5'1" SING N N 9  
NIA "C5'" "H5'2" SING N N 10 
NIA "C4'" "C3'"  SING N N 11 
NIA "C4'" "O4'"  SING N N 12 
NIA "C4'" "H4'"  SING N N 13 
NIA "C3'" "O3'"  SING N N 14 
NIA "C3'" "C2'"  SING N N 15 
NIA "C3'" "H3'"  SING N N 16 
NIA "O3'" H1     SING N N 17 
NIA "C2'" "O2'"  SING N N 18 
NIA "C2'" "C1'"  SING N N 19 
NIA "C2'" "H2'"  SING N N 20 
NIA "O2'" H2     SING N N 21 
NIA "O4'" "C1'"  SING N N 22 
NIA "C1'" N1     SING N N 23 
NIA "C1'" "H1'"  SING N N 24 
NIA N1    C5     SING Y N 25 
NIA N1    C2     SING Y N 26 
NIA C5    N6     SING N N 27 
NIA C5    C4     DOUB Y N 28 
NIA N6    HN61   SING N N 29 
NIA N6    HN62   SING N N 30 
NIA C4    N7     SING N N 31 
NIA C4    N3     SING Y N 32 
NIA N7    O72    DOUB N N 33 
NIA N7    O71    SING N N 34 
NIA N3    C2     DOUB Y N 35 
NIA C2    H3     SING N N 36 
# 
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 
NIA SMILES           ACDLabs              10.04 [O-][N+](=O)c1ncn(c1N)C2OC(C(O)C2O)COP(=O)(O)O                                                                                                  
NIA InChI            InChI                1.02b InChI=1/C8H13N4O9P/c9-6-7(12(15)16)10-2-11(6)8-5(14)4(13)3(21-8)1-20-22(17,18)19/h2-5,8,13-14H,1,9H2,(H2,17,18,19)/t3-,4-,5-,8-/m1/s1/f/h17-18H 
NIA InChIKey         InChI                1.02b YVRCVGZPIYHJLU-IHBQIWRWDX                                                                                                                       
NIA SMILES_CANONICAL CACTVS               3.341 Nc1n(cnc1[N+]([O-])=O)[C@@H]2O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]2O                                                                              
NIA SMILES           CACTVS               3.341 Nc1n(cnc1[N+]([O-])=O)[CH]2O[CH](CO[P](O)(O)=O)[CH](O)[CH]2O                                                                                    
NIA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc(c(n1[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O)N)[N+](=O)[O-]                                                                            
NIA SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c(n1C2C(C(C(O2)COP(=O)(O)O)O)O)N)[N+](=O)[O-]                                                                                              
# 
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 
NIA "SYSTEMATIC NAME" ACDLabs              10.04 4-nitro-1-(5-O-phosphono-beta-D-ribofuranosyl)-1H-imidazol-5-amine                                       
NIA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(5-amino-4-nitro-imidazol-1-yl)-3,4-dihydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
