data_C2R
# 
_chem_comp.id                                    C2R 
_chem_comp.name                                  "5-AMINO-1-(5-O-PHOSPHONO-BETA-D-RIBOFURANOSYL)-1H-IMIDAZOLE-4-CARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C9 H14 N3 O9 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "CAIR, 4-CARBOXY-5-AMINOIMIDAZOLE RIBONUCLEOTIDE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-04-25 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        339.196 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     C2R 
_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        2GQS 
_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 
C2R PA     PA   P 0 1 N N N 16.749 19.804 56.434 4.616  -1.057 -0.074 PA     C2R 1  
C2R O1A    O1A  O 0 1 N N N 18.080 20.407 56.828 4.309  -1.658 1.243  O1A    C2R 2  
C2R O2A    O2A  O 0 1 N N N 16.276 18.733 57.409 5.213  -2.186 -1.054 O2A    C2R 3  
C2R O3A    O3A  O 0 1 N N N 15.681 20.859 56.161 5.701  0.119  0.112  O3A    C2R 4  
C2R "O5'"  O5*  O 0 1 N N N 17.030 19.053 55.014 3.270  -0.448 -0.713 "O5'"  C2R 5  
C2R "C2'"  C2*  C 0 1 N N R 19.002 17.512 53.370 -0.673 1.903  0.594  "C2'"  C2R 6  
C2R "O2'"  O2*  O 0 1 N N N 20.207 16.814 53.124 -1.296 3.111  0.156  "O2'"  C2R 7  
C2R "C3'"  C3*  C 0 1 N N S 17.819 16.603 53.690 0.858  2.093  0.708  "C3'"  C2R 8  
C2R "O3'"  O3*  O 0 1 N N N 17.880 15.396 52.936 1.227  3.424  0.341  "O3'"  C2R 9  
C2R "C5'"  C5*  C 0 1 N N N 16.006 18.290 54.350 2.728  0.457  0.250  "C5'"  C2R 10 
C2R "C4'"  C4*  C 0 1 N N R 16.622 17.444 53.260 1.439  1.074  -0.297 "C4'"  C2R 11 
C2R "O4'"  O4*  O 0 1 N N N 17.110 18.318 52.208 0.416  0.063  -0.432 "O4'"  C2R 12 
C2R "C1'"  C1*  C 0 1 N N R 18.519 18.229 52.110 -0.833 0.789  -0.464 "C1'"  C2R 13 
C2R N1     N1   N 0 1 Y N N 19.035 19.597 52.045 -1.946 -0.096 -0.109 N1     C2R 14 
C2R C5     C5   C 0 1 Y N N 20.298 19.994 51.679 -3.258 0.094  -0.429 C5     C2R 15 
C2R C4     C4   C 0 1 Y N N 20.306 21.374 51.791 -3.951 -0.980 0.113  C4     C2R 16 
C2R N3     N3   N 0 1 Y N N 19.070 21.839 52.211 -3.038 -1.781 0.728  N3     C2R 17 
C2R C2     C2   C 0 1 Y N N 18.354 20.750 52.348 -1.856 -1.258 0.600  C2     C2R 18 
C2R N5     N5   N 0 1 N N N 21.306 19.207 51.303 -3.791 1.147  -1.143 N5     C2R 19 
C2R C6     C6   C 0 1 N N N 21.506 22.266 51.542 -5.393 -1.214 0.029  C6     C2R 20 
C2R O7     O7   O 0 1 N N N 22.563 21.739 51.138 -5.933 -2.312 0.597  O7     C2R 21 
C2R O8     O8   O 0 1 N N N 21.393 23.496 51.761 -6.105 -0.417 -0.553 O8     C2R 22 
C2R H2A    H2A  H 0 1 N N N 16.178 17.907 56.950 6.016  -2.524 -0.636 H2A    C2R 23 
C2R H3A    H3A  H 0 1 N N N 15.237 21.078 56.972 5.872  0.483  -0.767 H3A    C2R 24 
C2R "H2'"  H2*  H 0 1 N N N 19.257 18.173 54.211 -1.090 1.583  1.549  "H2'"  C2R 25 
C2R H3     H3   H 0 1 N N N 20.298 16.657 52.191 -1.110 3.781  0.828  H3     C2R 26 
C2R "H3'"  H3*  H 0 1 N N N 17.785 16.293 54.745 1.198  1.868  1.719  "H3'"  C2R 27 
C2R H1     H1   H 0 1 N N N 17.894 15.602 52.009 0.838  4.013  1.001  H1     C2R 28 
C2R "H5'1" 1H5* H 0 0 N N N 15.272 18.978 53.904 3.450  1.247  0.454  "H5'1" C2R 29 
C2R "H5'2" 2H5* H 0 0 N N N 15.507 17.636 55.081 2.509  -0.082 1.172  "H5'2" C2R 30 
C2R "H4'"  H4*  H 0 1 N N N 15.821 16.759 52.947 1.627  1.553  -1.258 "H4'"  C2R 31 
C2R "H1'"  H1*  H 0 1 N N N 18.861 17.677 51.222 -0.994 1.223  -1.451 "H1'"  C2R 32 
C2R H2     H2   H 0 1 N N N 17.323 20.759 52.670 -0.943 -1.678 0.995  H2     C2R 33 
C2R HN51   1HN5 H 0 0 N N N 22.174 19.669 51.482 -3.212 1.851  -1.474 HN51   C2R 34 
C2R HN52   2HN5 H 0 0 N N N 21.229 19.010 50.326 -4.744 1.181  -1.318 HN52   C2R 35 
C2R HO7    HO7  H 0 1 N N N 23.230 22.407 51.033 -6.884 -2.275 0.428  HO7    C2R 36 
# 
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 
C2R PA    O1A    DOUB N N 1  
C2R PA    O2A    SING N N 2  
C2R PA    O3A    SING N N 3  
C2R PA    "O5'"  SING N N 4  
C2R O2A   H2A    SING N N 5  
C2R O3A   H3A    SING N N 6  
C2R "O5'" "C5'"  SING N N 7  
C2R "C2'" "O2'"  SING N N 8  
C2R "C2'" "C3'"  SING N N 9  
C2R "C2'" "C1'"  SING N N 10 
C2R "C2'" "H2'"  SING N N 11 
C2R "O2'" H3     SING N N 12 
C2R "C3'" "O3'"  SING N N 13 
C2R "C3'" "C4'"  SING N N 14 
C2R "C3'" "H3'"  SING N N 15 
C2R "O3'" H1     SING N N 16 
C2R "C5'" "C4'"  SING N N 17 
C2R "C5'" "H5'1" SING N N 18 
C2R "C5'" "H5'2" SING N N 19 
C2R "C4'" "O4'"  SING N N 20 
C2R "C4'" "H4'"  SING N N 21 
C2R "O4'" "C1'"  SING N N 22 
C2R "C1'" N1     SING N N 23 
C2R "C1'" "H1'"  SING N N 24 
C2R N1    C5     SING Y N 25 
C2R N1    C2     SING Y N 26 
C2R C5    C4     DOUB Y N 27 
C2R C5    N5     SING N N 28 
C2R C4    N3     SING Y N 29 
C2R C4    C6     SING N N 30 
C2R N3    C2     DOUB Y N 31 
C2R C2    H2     SING N N 32 
C2R N5    HN51   SING N N 33 
C2R N5    HN52   SING N N 34 
C2R C6    O7     SING N N 35 
C2R C6    O8     DOUB N N 36 
C2R O7    HO7    SING N N 37 
# 
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 
C2R SMILES           ACDLabs              10.04 O=C(O)c1ncn(c1N)C2OC(C(O)C2O)COP(=O)(O)O                                                                                                                         
C2R InChI            InChI                1.02b InChI=1/C9H14N3O9P/c10-7-4(9(15)16)11-2-12(7)8-6(14)5(13)3(21-8)1-20-22(17,18)19/h2-3,5-6,8,13-14H,1,10H2,(H,15,16)(H2,17,18,19)/t3-,5-,6-,8-/m1/s1/f/h15,17-18H 
C2R InChIKey         InChI                1.02b XFVULMDJZXYMSG-RYJYMSKXDD                                                                                                                                        
C2R SMILES_CANONICAL CACTVS               3.341 Nc1n(cnc1C(O)=O)[C@@H]2O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]2O                                                                                                     
C2R SMILES           CACTVS               3.341 Nc1n(cnc1C(O)=O)[CH]2O[CH](CO[P](O)(O)=O)[CH](O)[CH]2O                                                                                                           
C2R 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)C(=O)O                                                                                                   
C2R SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c(n1C2C(C(C(O2)COP(=O)(O)O)O)O)N)C(=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 
C2R "SYSTEMATIC NAME" ACDLabs              10.04 "5-amino-1-(5-O-phosphono-beta-D-ribofuranosyl)-1H-imidazole-4-carboxylic acid"                        
C2R "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(phosphonooxymethyl)oxolan-2-yl]imidazole-4-carboxylic acid" 
# 
