data_ICR # _chem_comp.id ICR _chem_comp.name "(4R)-5-IMINO-1-(5-O-PHOSPHONO-BETA-D-RIBOFURANOSYL)-4,5-DIHYDRO-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 ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-02-09 _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 339.196 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ICR _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 2FWP _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 ICR "O6'" "O6'" O 0 1 N N N 37.567 34.254 -126.996 -5.284 -2.077 0.911 "O6'" ICR 1 ICR P P P 0 1 N N N 36.431 35.310 -126.563 -4.624 -0.933 -0.009 P ICR 2 ICR "O7'" "O7'" O 0 1 N N N 35.118 34.435 -126.247 -4.320 -1.489 -1.346 "O7'" ICR 3 ICR "O8'" "O8'" O 0 1 N N N 36.842 36.165 -125.425 -5.654 0.295 -0.159 "O8'" ICR 4 ICR "O5'" "O5'" O 0 1 N N N 36.076 36.152 -127.889 -3.264 -0.411 0.677 "O5'" ICR 5 ICR "C5'" "C5'" C 0 1 N N N 37.069 36.964 -128.520 -2.667 0.511 -0.237 "C5'" ICR 6 ICR "C4'" "C4'" C 0 1 N N R 36.488 37.612 -129.777 -1.364 1.048 0.357 "C4'" ICR 7 ICR "O4'" "O4'" O 0 1 N N N 35.907 36.593 -130.609 -0.385 -0.012 0.462 "O4'" ICR 8 ICR "C3'" "C3'" C 0 1 N N S 35.343 38.563 -129.415 -0.719 2.084 -0.590 "C3'" ICR 9 ICR "O3'" "O3'" O 0 1 N N N 35.630 39.873 -129.913 -1.032 3.412 -0.167 "O3'" ICR 10 ICR "C2'" "C2'" C 0 1 N N R 34.151 37.976 -130.171 0.798 1.819 -0.464 "C2'" ICR 11 ICR "O2'" "O2'" O 0 1 N N N 33.356 39.036 -130.708 1.468 2.977 0.038 "O2'" ICR 12 ICR "C1'" "C1'" C 0 1 N N R 34.870 37.278 -131.325 0.894 0.655 0.546 "C1'" ICR 13 ICR N1 N1 N 0 1 N N N 33.956 36.335 -132.013 1.974 -0.260 0.169 N1 ICR 14 ICR C2 C2 C 0 1 N N N 32.889 35.738 -131.481 1.998 -1.017 -0.968 C2 ICR 15 ICR N3 N3 N 0 1 N N N 32.500 34.707 -132.230 3.055 -1.742 -1.076 N3 ICR 16 ICR C4 C4 C 0 1 N N R 32.930 34.978 -133.608 3.901 -1.497 0.101 C4 ICR 17 ICR C7 C7 C 0 1 N N N 31.815 35.688 -134.382 5.234 -0.929 -0.314 C7 ICR 18 ICR O9 O9 O 0 1 N N N 32.138 36.305 -135.421 6.277 -0.978 0.530 O9 ICR 19 ICR O8 O8 O 0 1 N N N 30.655 35.594 -133.928 5.363 -0.429 -1.406 O8 ICR 20 ICR C5 C5 C 0 1 N N N 34.057 35.956 -133.283 3.118 -0.478 0.907 C5 ICR 21 ICR N6 N6 N 0 1 N N N 34.998 36.369 -134.128 3.445 0.059 2.036 N6 ICR 22 ICR "H6'" "H6'" H 0 1 N N N 37.472 34.046 -127.918 -6.094 -2.362 0.466 "H6'" ICR 23 ICR "H8'" "H8'" H 0 1 N N N 36.930 35.632 -124.644 -5.825 0.628 0.732 "H8'" ICR 24 ICR "H5'1" "1H5'" H 0 0 N N N 37.927 36.336 -128.799 -3.353 1.340 -0.416 "H5'1" ICR 25 ICR "H5'2" "2H5'" H 0 0 N N N 37.394 37.750 -127.822 -2.456 0.004 -1.179 "H5'2" ICR 26 ICR "H4'" "H4'" H 0 1 N N N 37.302 38.152 -130.283 -1.548 1.493 1.335 "H4'" ICR 27 ICR "H3'" "H3'" H 0 1 N N N 35.174 38.652 -128.332 -1.051 1.923 -1.616 "H3'" ICR 28 ICR H1 H1 H 0 1 N N N 35.694 40.482 -129.186 -0.580 4.013 -0.774 H1 ICR 29 ICR "H2'" "H2'" H 0 1 N N N 33.490 37.339 -129.565 1.216 1.525 -1.427 "H2'" ICR 30 ICR H3 H3 H 0 1 N N N 33.180 39.676 -130.028 1.323 3.685 -0.605 H3 ICR 31 ICR "H1'" "H1'" H 0 1 N N N 35.237 37.941 -132.122 1.056 1.038 1.553 "H1'" ICR 32 ICR H2 H2 H 0 1 N N N 32.405 36.048 -130.567 1.207 -1.008 -1.704 H2 ICR 33 ICR H4 H4 H 0 1 N N N 33.198 34.105 -134.221 4.039 -2.416 0.671 H4 ICR 34 ICR HO9 HO9 H 0 1 N N N 31.364 36.692 -135.813 7.132 -0.613 0.264 HO9 ICR 35 ICR HN6 HN6 H 0 1 N N N 35.585 36.999 -133.620 4.281 -0.183 2.464 HN6 ICR 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 ICR "O6'" P SING N N 1 ICR "O6'" "H6'" SING N N 2 ICR P "O7'" DOUB N N 3 ICR P "O8'" SING N N 4 ICR P "O5'" SING N N 5 ICR "O8'" "H8'" SING N N 6 ICR "O5'" "C5'" SING N N 7 ICR "C5'" "C4'" SING N N 8 ICR "C5'" "H5'1" SING N N 9 ICR "C5'" "H5'2" SING N N 10 ICR "C4'" "O4'" SING N N 11 ICR "C4'" "C3'" SING N N 12 ICR "C4'" "H4'" SING N N 13 ICR "O4'" "C1'" SING N N 14 ICR "C3'" "O3'" SING N N 15 ICR "C3'" "C2'" SING N N 16 ICR "C3'" "H3'" SING N N 17 ICR "O3'" H1 SING N N 18 ICR "C2'" "O2'" SING N N 19 ICR "C2'" "C1'" SING N N 20 ICR "C2'" "H2'" SING N N 21 ICR "O2'" H3 SING N N 22 ICR "C1'" N1 SING N N 23 ICR "C1'" "H1'" SING N N 24 ICR N1 C2 SING N N 25 ICR N1 C5 SING N N 26 ICR C2 N3 DOUB N N 27 ICR C2 H2 SING N N 28 ICR N3 C4 SING N N 29 ICR C4 C7 SING N N 30 ICR C4 C5 SING N N 31 ICR C4 H4 SING N N 32 ICR C7 O9 SING N N 33 ICR C7 O8 DOUB N N 34 ICR O9 HO9 SING N N 35 ICR C5 N6 DOUB N Z 36 ICR N6 HN6 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 ICR SMILES ACDLabs 10.04 "O=C(O)C1N=CN(C1=[N@H])C2OC(C(O)C2O)COP(=O)(O)O" ICR SMILES_CANONICAL CACTVS 3.341 "O[C@H]1[C@@H](O)[C@@H](O[C@@H]1CO[P](O)(O)=O)N2C=N[C@@H](C(O)=O)C2=N" ICR SMILES CACTVS 3.341 "O[CH]1[CH](O)[CH](O[CH]1CO[P](O)(O)=O)N2C=N[CH](C(O)=O)C2=N" ICR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C\1/[C@@H](N=CN1[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O)C(=O)O" ICR SMILES "OpenEye OEToolkits" 1.5.0 "[H]N=C1C(N=CN1C2C(C(C(O2)COP(=O)(O)O)O)O)C(=O)O" ICR 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/h2-6,8,10,13-14H,1H2,(H,15,16)(H2,17,18,19)/b10-7-/t3-,4-,5-,6-,8-/m1/s1" ICR InChIKey InChI 1.03 WYRPDIVLQIXBHB-IUONDULESA-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 ICR "SYSTEMATIC NAME" ACDLabs 10.04 "(4R,5Z)-5-imino-1-(5-O-phosphono-beta-D-ribofuranosyl)-4,5-dihydro-1H-imidazole-4-carboxylic acid" ICR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(4R)-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(phosphonooxymethyl)oxolan-2-yl]-5-imino-4H-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 ICR "Create component" 2006-02-09 RCSB ICR "Modify descriptor" 2011-06-04 RCSB #