data_C3B # _chem_comp.id C3B _chem_comp.name "4-amino-1-beta-D-glucopyranosylpyrimidin-2(1H)-one" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C10 H15 N3 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;1-D-glucopyranosyl-cytosine; 4-amino-1-beta-D-glucosylpyrimidin-2(1H)-one; 4-amino-1-D-glucosylpyrimidin-2(1H)-one; 4-amino-1-glucosylpyrimidin-2(1H)-one ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-11-16 _chem_comp.pdbx_modified_date 2020-07-17 _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 273.243 _chem_comp.one_letter_code ? _chem_comp.three_letter_code C3B _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 3BD8 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 C3B 1-D-glucopyranosyl-cytosine PDB ? 2 C3B "4-amino-1-beta-D-glucosylpyrimidin-2(1H)-one" PDB ? 3 C3B "4-amino-1-D-glucosylpyrimidin-2(1H)-one" PDB ? 4 C3B "4-amino-1-glucosylpyrimidin-2(1H)-one" PDB ? # # 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 C3B C1 "C1'" C 0 1 N N R 33.455 22.950 27.832 0.085 -0.134 0.673 C1 C3B 1 C3B C2 "C2'" C 0 1 N N R 33.831 23.144 26.326 0.608 -1.405 -0.002 C2 C3B 2 C3B O2 "O2'" O 0 1 N N N 33.984 24.564 26.026 -0.026 -2.548 0.575 O2 C3B 3 C3B C3 "C3'" C 0 1 N N S 32.696 22.515 25.466 2.122 -1.500 0.208 C3 C3B 4 C3B O3 "O3'" O 0 1 N N N 32.992 22.644 24.070 2.630 -2.644 -0.481 O3 C3B 5 C3B C4 "C4'" C 0 1 N N S 32.578 21.062 25.823 2.783 -0.233 -0.345 C4 C3B 6 C3B O4 "O4'" O 0 1 N N N 31.533 20.481 25.054 4.188 -0.278 -0.090 O4 C3B 7 C3B C5 "C5'" C 0 1 N N R 32.284 20.883 27.353 2.177 0.992 0.343 C5 C3B 8 C3B O5 "O5'" O 0 1 N N N 33.291 21.496 28.212 0.763 1.003 0.134 O5 C3B 9 C3B C6 "C6'" C 0 1 N N N 32.182 19.384 27.833 2.789 2.264 -0.248 C6 C3B 10 C3B O6 "O6'" O 0 1 N N N 33.323 18.611 27.276 2.310 3.402 0.472 O6 C3B 11 C3B N1 N1 N 0 1 N N N 34.427 23.456 28.803 -1.354 -0.007 0.427 N1 C3B 12 C3B C2A C2 C 0 1 N N N 33.786 24.035 29.888 -1.804 0.182 -0.826 C2A C3B 13 C3B O2A O2 O 0 1 N N N 32.504 24.137 30.049 -1.007 0.245 -1.748 O2A C3B 14 C3B N3 N3 N 0 1 N N N 34.598 24.571 30.933 -3.107 0.300 -1.078 N3 C3B 15 C3B C4A C4 C 0 1 N N N 35.935 24.551 30.942 -3.996 0.235 -0.095 C4A C3B 16 C3B N4 N4 N 0 1 N N N 36.599 25.053 31.938 -5.338 0.358 -0.367 N4 C3B 17 C3B C5A C5 C 0 1 N N N 36.676 23.925 29.765 -3.556 0.038 1.230 C5A C3B 18 C3B C6A C6 C 0 1 N N N 35.884 23.403 28.745 -2.228 -0.086 1.469 C6A C3B 19 C3B H1 "H1'" H 0 1 N N N 32.521 23.528 27.889 0.267 -0.191 1.746 H1 C3B 20 C3B H2 "H2'" H 0 1 N N N 34.788 22.651 26.099 0.389 -1.367 -1.069 H2 C3B 21 C3B HO2 "HO2'" H 0 1 N Y N 34.017 25.058 26.837 0.258 -3.390 0.195 HO2 C3B 22 C3B H3 "H3'" H 0 1 N N N 31.750 23.038 25.669 2.338 -1.589 1.273 H3 C3B 23 C3B HO3 "HO3'" H 0 1 N Y N 32.181 22.673 23.575 3.585 -2.766 -0.391 HO3 C3B 24 C3B H4 "H4'" H 0 1 N N N 33.531 20.559 25.601 2.610 -0.172 -1.420 H4 C3B 25 C3B HO4 "HO4'" H 0 1 N Y N 30.769 20.351 25.604 4.638 -1.033 -0.493 HO4 C3B 26 C3B H5 "H5'" H 0 1 N N N 31.309 21.382 27.452 2.386 0.950 1.411 H5 C3B 27 C3B H61 "H6'" H 0 1 N N N 32.214 19.347 28.932 3.875 2.215 -0.169 H61 C3B 28 C3B H62 "H6'A" H 0 1 N N N 31.235 18.948 27.481 2.504 2.352 -1.296 H62 C3B 29 C3B HO6 "HO6'" H 0 1 N Y N 33.174 18.446 26.352 2.658 4.245 0.152 HO6 C3B 30 C3B HN4 HN4 H 0 1 N N N 37.585 24.962 31.797 -5.638 0.493 -1.280 HN4 C3B 31 C3B HN4A HN4A H 0 0 N N N 36.180 25.476 32.741 -5.986 0.310 0.354 HN4A C3B 32 C3B H5A H5 H 0 1 N N N 37.755 23.889 29.725 -4.266 -0.017 2.041 H5A C3B 33 C3B H6 H6 H 0 1 N N N 36.360 22.947 27.889 -1.867 -0.243 2.475 H6 C3B 34 # # 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 C3B C1 C2 SING N N 1 C3B C1 O5 SING N N 2 C3B C1 N1 SING N N 3 C3B C2 O2 SING N N 4 C3B C2 C3 SING N N 5 C3B C3 O3 SING N N 6 C3B C3 C4 SING N N 7 C3B C4 O4 SING N N 8 C3B C4 C5 SING N N 9 C3B C5 O5 SING N N 10 C3B C5 C6 SING N N 11 C3B C6 O6 SING N N 12 C3B N1 C2A SING N N 13 C3B N1 C6A SING N N 14 C3B C2A O2A DOUB N N 15 C3B C2A N3 SING N N 16 C3B N3 C4A DOUB N N 17 C3B C4A N4 SING N N 18 C3B C4A C5A SING N N 19 C3B C5A C6A DOUB N N 20 C3B C1 H1 SING N N 21 C3B C2 H2 SING N N 22 C3B O2 HO2 SING N N 23 C3B C3 H3 SING N N 24 C3B O3 HO3 SING N N 25 C3B C4 H4 SING N N 26 C3B O4 HO4 SING N N 27 C3B C5 H5 SING N N 28 C3B C6 H61 SING N N 29 C3B C6 H62 SING N N 30 C3B O6 HO6 SING N N 31 C3B N4 HN4 SING N N 32 C3B N4 HN4A SING N N 33 C3B C5A H5A SING N N 34 C3B C6A H6 SING N N 35 # # 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 C3B SMILES ACDLabs 10.04 "O=C1N=C(N)C=CN1C2OC(C(O)C(O)C2O)CO" C3B SMILES_CANONICAL CACTVS 3.341 "NC1=NC(=O)N(C=C1)[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O" C3B SMILES CACTVS 3.341 "NC1=NC(=O)N(C=C1)[CH]2O[CH](CO)[CH](O)[CH](O)[CH]2O" C3B SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1=CN(C(=O)N=C1N)[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O" C3B SMILES "OpenEye OEToolkits" 1.5.0 "C1=CN(C(=O)N=C1N)C2C(C(C(C(O2)CO)O)O)O" C3B InChI InChI 1.03 "InChI=1S/C10H15N3O6/c11-5-1-2-13(10(18)12-5)9-8(17)7(16)6(15)4(3-14)19-9/h1-2,4,6-9,14-17H,3H2,(H2,11,12,18)/t4-,6-,7+,8-,9-/m1/s1" C3B InChIKey InChI 1.03 YYUQXKHCNLFJNF-DDIGBBAMSA-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 C3B "SYSTEMATIC NAME" ACDLabs 10.04 "4-amino-1-beta-D-glucopyranosylpyrimidin-2(1H)-one" C3B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-amino-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]pyrimidin-2-one" # # loop_ _pdbx_chem_comp_feature.comp_id _pdbx_chem_comp_feature.type _pdbx_chem_comp_feature.value _pdbx_chem_comp_feature.source _pdbx_chem_comp_feature.support C3B "CARBOHYDRATE ISOMER" D PDB ? C3B "CARBOHYDRATE RING" pyranose PDB ? C3B "CARBOHYDRATE ANOMER" beta PDB ? C3B "CARBOHYDRATE PRIMARY CARBONYL GROUP" aldose PDB ? # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site C3B "Create component" 2007-11-16 PDBJ C3B "Modify descriptor" 2011-06-04 RCSB C3B "Other modification" 2020-07-03 RCSB C3B "Modify synonyms" 2020-07-17 RCSB C3B "Modify internal type" 2020-07-17 RCSB C3B "Modify linking type" 2020-07-17 RCSB C3B "Modify atom id" 2020-07-17 RCSB C3B "Modify component atom id" 2020-07-17 RCSB C3B "Modify leaving atom flag" 2020-07-17 RCSB ##