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 2020-05-27 _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 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" C2R InChI InChI 1.03 "InChI=1S/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" C2R InChIKey InChI 1.03 XFVULMDJZXYMSG-ZIYNGMLESA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site C2R "Create component" 2006-04-25 RCSB C2R "Modify descriptor" 2011-06-04 RCSB C2R "Modify synonyms" 2020-05-27 PDBE # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 C2R CAIR ? ? 2 C2R "4-CARBOXY-5-AMINOIMIDAZOLE RIBONUCLEOTIDE" ? ? #