data_D1K # _chem_comp.id D1K _chem_comp.name "3-(beta-D-glucopyranosyl)-6-propylfuro[2,3-d]pyrimidin-2(3H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H20 N2 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-04-12 _chem_comp.pdbx_modified_date 2012-07-20 _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 340.329 _chem_comp.one_letter_code ? _chem_comp.three_letter_code D1K _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 4EL0 _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 D1K N1 N1 N 0 1 N N N 34.115 23.509 28.832 -0.047 -0.154 -0.088 N1 D1K 1 D1K C2 C2 C 0 1 N N N 33.493 24.161 29.863 0.225 -0.079 1.227 C2 D1K 2 D1K O2 O2 O 0 1 N N N 32.266 24.282 29.948 -0.700 0.015 2.017 O2 D1K 3 D1K N3 N3 N 0 1 N N N 34.258 24.741 30.848 1.471 -0.105 1.691 N3 D1K 4 D1K C4 C4 C 0 1 N N N 35.571 24.210 30.989 2.500 -0.207 0.862 C4 D1K 5 D1K C5 C5 C 0 1 N N N 36.226 23.881 29.778 2.253 -0.288 -0.533 C5 D1K 6 D1K O5 O5 O 0 1 N N N 36.388 25.184 31.514 3.831 -0.257 1.028 O5 D1K 7 D1K C6 C6 C 0 1 N N N 35.531 23.360 28.773 0.956 -0.259 -0.991 C6 D1K 8 D1K C7 C7 C 0 1 N N N 37.534 23.908 30.098 3.579 -0.390 -1.158 C7 D1K 9 D1K C8 C8 C 0 1 N N N 37.589 24.538 31.284 4.464 -0.365 -0.156 C8 D1K 10 D1K C9 C9 C 0 1 N N N 38.901 24.872 31.955 5.959 -0.444 -0.328 C9 D1K 11 D1K "C1'" "C1'" C 0 1 N N R 33.251 22.911 27.798 -1.438 -0.127 -0.546 "C1'" D1K 12 D1K C10 C10 C 0 1 N N N 39.596 23.693 32.634 6.545 0.969 -0.356 C10 D1K 13 D1K C11 C11 C 0 1 N N N 41.053 24.178 32.932 8.063 0.888 -0.530 C11 D1K 14 D1K "C2'" "C2'" C 0 1 N N R 33.742 23.132 26.388 -2.165 -1.377 -0.043 "C2'" D1K 15 D1K "O2'" "O2'" O 0 1 N N N 34.030 24.513 26.174 -1.555 -2.542 -0.600 "O2'" D1K 16 D1K "C3'" "C3'" C 0 1 N N S 32.653 22.541 25.443 -3.634 -1.312 -0.474 "C3'" D1K 17 D1K "O3'" "O3'" O 0 1 N N N 33.061 22.608 24.128 -4.337 -2.439 0.054 "O3'" D1K 18 D1K "C4'" "C4'" C 0 1 N N S 32.380 21.080 25.826 -4.257 -0.021 0.064 "C4'" D1K 19 D1K "O4'" "O4'" O 0 1 N N N 31.226 20.649 25.068 -5.606 0.086 -0.393 "O4'" D1K 20 D1K "C5'" "C5'" C 0 1 N N R 32.141 20.921 27.400 -3.449 1.176 -0.444 "C5'" D1K 21 D1K "O5'" "O5'" O 0 1 N N N 33.219 21.470 28.129 -2.087 1.038 -0.034 "O5'" D1K 22 D1K "C6'" "C6'" C 0 1 N N N 32.157 19.474 27.899 -4.028 2.467 0.139 "C6'" D1K 23 D1K "O6'" "O6'" O 0 1 N N N 33.185 18.682 27.241 -3.349 3.591 -0.425 "O6'" D1K 24 D1K H6 H6 H 0 1 N N N 36.014 22.850 27.953 0.742 -0.320 -2.048 H6 D1K 25 D1K H7 H7 H 0 1 N N N 38.359 23.510 29.526 3.795 -0.470 -2.214 H7 D1K 26 D1K H9 H9 H 0 1 N N N 39.582 25.276 31.191 6.392 -1.000 0.504 H9 D1K 27 D1K H9A H9A H 0 1 N N N 38.708 25.640 32.718 6.191 -0.952 -1.264 H9A D1K 28 D1K "H1'" "H1'" H 0 1 N N N 32.236 23.326 27.889 -1.462 -0.107 -1.636 "H1'" D1K 29 D1K H10 H10 H 0 1 N N N 39.080 23.430 33.569 6.113 1.525 -1.188 H10 D1K 30 D1K H10A H10A H 0 0 N N N 39.611 22.820 31.966 6.313 1.477 0.580 H10A D1K 31 D1K H11 H11 H 0 1 N N N 41.615 23.371 33.425 8.495 0.332 0.302 H11 D1K 32 D1K H11A H11A H 0 0 N N N 41.550 24.447 31.988 8.295 0.380 -1.466 H11A D1K 33 D1K H11B H11B H 0 0 N N N 41.019 25.057 33.592 8.481 1.895 -0.550 H11B D1K 34 D1K "H2'" "H2'" H 0 1 N N N 34.660 22.543 26.247 -2.106 -1.419 1.045 "H2'" D1K 35 D1K "HO2'" "HO2'" H 0 0 N N N 34.338 24.639 25.284 -1.966 -3.373 -0.323 "HO2'" D1K 36 D1K "H3'" "H3'" H 0 1 N N N 31.727 23.116 25.589 -3.695 -1.322 -1.563 "H3'" D1K 37 D1K "HO3'" "HO3'" H 0 0 N N N 32.386 22.244 23.568 -5.275 -2.462 -0.181 "HO3'" D1K 38 D1K "H4'" "H4'" H 0 1 N N N 33.256 20.473 25.553 -4.241 -0.036 1.154 "H4'" D1K 39 D1K "HO4'" "HO4'" H 0 0 N N N 31.027 19.745 25.280 -6.175 -0.644 -0.112 "HO4'" D1K 40 D1K "H5'" "H5'" H 0 1 N N N 31.186 21.398 27.667 -3.499 1.214 -1.532 "H5'" D1K 41 D1K "H6'" "H6'" H 0 1 N N N 32.348 19.474 28.982 -5.090 2.528 -0.099 "H6'" D1K 42 D1K "H6'A" "H6'A" H 0 0 N N N 31.176 19.019 27.699 -3.897 2.469 1.221 "H6'A" D1K 43 D1K "HO6'" "HO6'" H 0 0 N N N 33.164 17.793 27.576 -3.666 4.445 -0.101 "HO6'" D1K 44 # 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 D1K N1 C2 SING N N 1 D1K N1 C6 SING N N 2 D1K N1 "C1'" SING N N 3 D1K C2 O2 DOUB N N 4 D1K C2 N3 SING N N 5 D1K N3 C4 DOUB N N 6 D1K C4 C5 SING N N 7 D1K C4 O5 SING N N 8 D1K C5 C6 DOUB N N 9 D1K C5 C7 SING N N 10 D1K O5 C8 SING N N 11 D1K C7 C8 DOUB N N 12 D1K C8 C9 SING N N 13 D1K C9 C10 SING N N 14 D1K "C1'" "C2'" SING N N 15 D1K "C1'" "O5'" SING N N 16 D1K C10 C11 SING N N 17 D1K "C2'" "O2'" SING N N 18 D1K "C2'" "C3'" SING N N 19 D1K "C3'" "O3'" SING N N 20 D1K "C3'" "C4'" SING N N 21 D1K "C4'" "O4'" SING N N 22 D1K "C4'" "C5'" SING N N 23 D1K "C5'" "O5'" SING N N 24 D1K "C5'" "C6'" SING N N 25 D1K "C6'" "O6'" SING N N 26 D1K C6 H6 SING N N 27 D1K C7 H7 SING N N 28 D1K C9 H9 SING N N 29 D1K C9 H9A SING N N 30 D1K "C1'" "H1'" SING N N 31 D1K C10 H10 SING N N 32 D1K C10 H10A SING N N 33 D1K C11 H11 SING N N 34 D1K C11 H11A SING N N 35 D1K C11 H11B SING N N 36 D1K "C2'" "H2'" SING N N 37 D1K "O2'" "HO2'" SING N N 38 D1K "C3'" "H3'" SING N N 39 D1K "O3'" "HO3'" SING N N 40 D1K "C4'" "H4'" SING N N 41 D1K "O4'" "HO4'" SING N N 42 D1K "C5'" "H5'" SING N N 43 D1K "C6'" "H6'" SING N N 44 D1K "C6'" "H6'A" SING N N 45 D1K "O6'" "HO6'" SING N N 46 # 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 D1K SMILES ACDLabs 12.01 "O=C1N=C3OC(=CC3=CN1C2OC(C(O)C(O)C2O)CO)CCC" D1K InChI InChI 1.03 "InChI=1S/C15H20N2O7/c1-2-3-8-4-7-5-17(15(22)16-13(7)23-8)14-12(21)11(20)10(19)9(6-18)24-14/h4-5,9-12,14,18-21H,2-3,6H2,1H3/t9-,10-,11+,12-,14-/m1/s1" D1K InChIKey InChI 1.03 XKVQKUGUMPARLW-YGEZULPYSA-N D1K SMILES_CANONICAL CACTVS 3.370 "CCCC1=CC2=CN([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C(=O)N=C2O1" D1K SMILES CACTVS 3.370 "CCCC1=CC2=CN([CH]3O[CH](CO)[CH](O)[CH](O)[CH]3O)C(=O)N=C2O1" D1K SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCCC1=CC2=CN(C(=O)N=C2O1)[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O" D1K SMILES "OpenEye OEToolkits" 1.7.6 "CCCC1=CC2=CN(C(=O)N=C2O1)C3C(C(C(C(O3)CO)O)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 D1K "SYSTEMATIC NAME" ACDLabs 12.01 "3-(beta-D-glucopyranosyl)-6-propylfuro[2,3-d]pyrimidin-2(3H)-one" D1K "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "3-[(2R,3R,4S,5S,6R)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]-6-propyl-furo[2,3-d]pyrimidin-2-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site D1K "Create component" 2012-04-12 RCSB #