data_DKW # _chem_comp.id DKW _chem_comp.name "(2~{S},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)-~{N}-prop-2-ynyl-oxolane-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H14 N6 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms 6-CARBOXYMETHYLURACIL _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-01-23 _chem_comp.pdbx_modified_date 2021-03-01 _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 318.288 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DKW _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 6FJZ _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 DKW N3 N1 N 0 1 Y N N -17.596 16.855 41.539 3.461 1.298 0.629 N3 DKW 1 DKW C4 C1 C 0 1 Y N N -16.363 16.663 41.055 2.842 0.182 0.258 C4 DKW 2 DKW C5 C2 C 0 1 Y N N -16.035 15.501 40.361 3.603 -0.879 -0.263 C5 DKW 3 DKW C6 C3 C 0 1 Y N N -16.958 14.522 40.155 4.994 -0.709 -0.368 C6 DKW 4 DKW C8 C4 C 0 1 Y N N -14.304 16.682 40.427 1.529 -1.512 -0.259 C8 DKW 5 DKW C2 C5 C 0 1 Y N N -18.515 15.918 41.348 4.767 1.413 0.513 C2 DKW 6 DKW N1 N2 N 0 1 Y N N -18.234 14.733 40.651 5.523 0.444 0.030 N1 DKW 7 DKW CAK C6 C 0 1 N N R -14.727 18.615 41.579 0.373 0.516 0.699 CAK DKW 8 DKW CAM C7 C 0 1 N N S -14.253 20.896 40.671 -1.931 0.283 0.693 CAM DKW 9 DKW CAN C8 C 0 1 N N S -14.221 20.652 42.193 -1.602 0.973 -0.655 CAN DKW 10 DKW CAP C9 C 0 1 N N R -13.666 19.194 42.368 -0.135 1.421 -0.440 CAP DKW 11 DKW CAR C10 C 0 1 N N N -12.703 20.653 40.627 -3.045 -0.718 0.518 CAR DKW 12 DKW CAU C11 C 0 1 N N N -10.501 21.697 40.434 -5.361 -1.272 0.003 CAU DKW 13 DKW CAV C12 C 0 1 N N N -10.168 21.487 38.997 -6.598 -0.569 -0.372 CAV DKW 14 DKW CAW C13 C 0 1 N N N -9.943 21.316 37.843 -7.585 -0.008 -0.671 CAW DKW 15 DKW N6 N3 N 0 1 N N N -16.606 13.429 39.482 5.795 -1.719 -0.872 N6 DKW 16 DKW N7 N4 N 0 1 Y N N -14.773 15.538 39.992 2.741 -1.881 -0.558 N7 DKW 17 DKW N9 N5 N 0 1 Y N N -15.251 17.371 41.058 1.539 -0.247 0.248 N9 DKW 18 DKW NAT N6 N 0 1 N N N -11.968 21.750 40.494 -4.279 -0.300 0.173 NAT DKW 19 DKW OAL O1 O 0 1 N N N -14.906 19.604 40.472 -0.698 -0.380 1.042 OAL DKW 20 DKW OAO O2 O 0 1 N N N -15.401 20.957 42.962 -2.452 2.100 -0.873 OAO DKW 21 DKW OAQ O3 O 0 1 N N N -14.265 18.720 43.583 -0.084 2.794 -0.049 OAQ DKW 22 DKW OAS O4 O 0 1 N N N -12.187 19.596 40.219 -2.830 -1.899 0.689 OAS DKW 23 DKW H1 H1 H 0 1 N N N -13.287 17.019 40.292 0.646 -2.119 -0.394 H1 DKW 24 DKW H2 H2 H 0 1 N N N -19.509 16.072 41.741 5.238 2.333 0.824 H2 DKW 25 DKW H3 H3 H 0 1 N N N -15.583 18.911 42.203 0.639 1.123 1.564 H3 DKW 26 DKW H4 H4 H 0 1 N N N -14.670 21.831 40.268 -2.197 1.023 1.448 H4 DKW 27 DKW H5 H5 H 0 1 N N N -13.424 21.307 42.575 -1.676 0.267 -1.482 H5 DKW 28 DKW H6 H6 H 0 1 N N N -12.608 19.002 42.134 0.450 1.258 -1.346 H6 DKW 29 DKW H7 H7 H 0 1 N N N -10.121 20.863 41.042 -5.517 -1.809 0.939 H7 DKW 30 DKW H8 H8 H 0 1 N N N -10.067 22.641 40.795 -5.093 -1.981 -0.781 H8 DKW 31 DKW H9 H9 H 0 1 N N N -9.742 21.163 36.813 -8.468 0.493 -0.939 H9 DKW 32 DKW H10 H10 H 0 1 N N N -17.393 12.817 39.404 5.397 -2.556 -1.158 H10 DKW 33 DKW H11 H11 H 0 1 N N N -16.292 13.687 38.568 6.754 -1.589 -0.939 H11 DKW 34 DKW H12 H12 H 0 1 N N N -12.425 22.637 40.433 -4.450 0.645 0.036 H12 DKW 35 DKW H13 H13 H 0 1 N N N -15.242 20.760 43.878 -3.392 1.880 -0.923 H13 DKW 36 DKW H14 H14 H 0 1 N N N -13.730 18.982 44.323 -0.392 3.408 -0.729 H14 DKW 37 # # 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 DKW CAW CAV TRIP N N 1 DKW CAV CAU SING N N 2 DKW N6 C6 SING N N 3 DKW N7 C5 SING Y N 4 DKW N7 C8 DOUB Y N 5 DKW C6 C5 DOUB Y N 6 DKW C6 N1 SING Y N 7 DKW OAS CAR DOUB N N 8 DKW C5 C4 SING Y N 9 DKW C8 N9 SING Y N 10 DKW CAU NAT SING N N 11 DKW OAL CAM SING N N 12 DKW OAL CAK SING N N 13 DKW NAT CAR SING N N 14 DKW CAR CAM SING N N 15 DKW N1 C2 DOUB Y N 16 DKW CAM CAN SING N N 17 DKW C4 N9 SING Y N 18 DKW C4 N3 DOUB Y N 19 DKW N9 CAK SING N N 20 DKW C2 N3 SING Y N 21 DKW CAK CAP SING N N 22 DKW CAN CAP SING N N 23 DKW CAN OAO SING N N 24 DKW CAP OAQ SING N N 25 DKW C8 H1 SING N N 26 DKW C2 H2 SING N N 27 DKW CAK H3 SING N N 28 DKW CAM H4 SING N N 29 DKW CAN H5 SING N N 30 DKW CAP H6 SING N N 31 DKW CAU H7 SING N N 32 DKW CAU H8 SING N N 33 DKW CAW H9 SING N N 34 DKW N6 H10 SING N N 35 DKW N6 H11 SING N N 36 DKW NAT H12 SING N N 37 DKW OAO H13 SING N N 38 DKW OAQ H14 SING N N 39 # # 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 DKW InChI InChI 1.03 "InChI=1S/C13H14N6O4/c1-2-3-15-12(22)9-7(20)8(21)13(23-9)19-5-18-6-10(14)16-4-17-11(6)19/h1,4-5,7-9,13,20-21H,3H2,(H,15,22)(H2,14,16,17)/t7-,8+,9-,13+/m0/s1" DKW InChIKey InChI 1.03 YDTVWSYKLQAQHX-QRIDJOKKSA-N DKW SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@@H]([C@@H](O)[C@H]3O)C(=O)NCC#C" DKW SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH]([CH](O)[CH]3O)C(=O)NCC#C" DKW SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C#CCNC(=O)[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O" DKW SMILES "OpenEye OEToolkits" 2.0.6 "C#CCNC(=O)C1C(C(C(O1)n2cnc3c2ncnc3N)O)O" # _pdbx_chem_comp_identifier.comp_id DKW _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "(2~{S},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)-~{N}-prop-2-ynyl-oxolane-2-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DKW "Create component" 2018-01-23 RCSB DKW "Initial release" 2019-02-06 RCSB DKW "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id DKW _pdbx_chem_comp_synonyms.name 6-CARBOXYMETHYLURACIL _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##