data_SDL # _chem_comp.id SDL _chem_comp.name "2-azanyl-9-[(2~{R},3~{R},4~{S},5~{R})-5-(hydroxymethyl)-3,4-bis(oxidanyl)oxolan-2-yl]-7-prop-2-enyl-1~{H}-purine-6,8-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H17 N5 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms Loxoribine _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-07-26 _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 339.304 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SDL _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 5GMG _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 SDL O5 O1 O 0 1 N N N -8.966 -32.722 34.519 -0.522 -2.154 0.201 O5 SDL 1 SDL C5 C1 C 0 1 N N N -7.972 -32.010 34.129 0.250 -1.213 0.220 C5 SDL 2 SDL N1 N1 N 0 1 N N N -7.475 -31.050 34.906 1.587 -1.306 0.359 N1 SDL 3 SDL C10 C2 C 0 1 N N N -7.931 -30.673 36.234 2.354 -2.544 0.513 C10 SDL 4 SDL C11 C3 C 0 1 N N N -8.952 -29.560 36.198 2.758 -3.057 -0.846 C11 SDL 5 SDL C12 C4 C 0 1 N N N -9.432 -29.052 35.074 4.019 -3.292 -1.109 C12 SDL 6 SDL C6 C5 C 0 1 N N N -6.480 -30.542 34.167 2.112 -0.011 0.330 C6 SDL 7 SDL C9 C6 C 0 1 N N N -6.411 -31.270 32.885 1.039 0.858 0.169 C9 SDL 8 SDL N4 N2 N 0 1 N N N -5.466 -30.892 31.992 1.260 2.176 0.107 N4 SDL 9 SDL C8 C7 C 0 1 N N N -4.614 -29.882 32.260 2.477 2.665 0.204 C8 SDL 10 SDL N3 N3 N 0 1 N N N -3.707 -29.572 31.310 2.658 4.023 0.135 N3 SDL 11 SDL N2 N4 N 0 1 N N N -4.639 -29.200 33.428 3.562 1.859 0.372 N2 SDL 12 SDL C7 C8 C 0 1 N N N -5.520 -29.436 34.422 3.407 0.518 0.426 C7 SDL 13 SDL O4 O2 O 0 1 N N N -5.512 -28.753 35.493 4.372 -0.216 0.569 O4 SDL 14 SDL N N5 N 0 1 N N N -7.396 -32.173 32.927 -0.100 0.082 0.098 N SDL 15 SDL C4 C9 C 0 1 N N R -7.761 -33.191 31.927 -1.465 0.584 -0.072 C4 SDL 16 SDL C3 C10 C 0 1 N N R -7.843 -32.773 30.469 -2.074 0.052 -1.388 C3 SDL 17 SDL O2 O3 O 0 1 N N N -9.114 -32.274 30.030 -1.968 1.034 -2.421 O2 SDL 18 SDL C2 C11 C 0 1 N N S -7.495 -34.088 29.807 -3.556 -0.210 -1.037 C2 SDL 19 SDL O1 O4 O 0 1 N N N -8.633 -34.960 29.750 -4.412 0.602 -1.842 O1 SDL 20 SDL O3 O5 O 0 1 N N N -6.712 -34.148 32.025 -2.324 0.067 0.968 O3 SDL 21 SDL C1 C12 C 0 1 N N R -6.456 -34.688 30.732 -3.667 0.194 0.450 C1 SDL 22 SDL C C13 C 0 1 N N N -5.041 -34.354 30.287 -4.614 -0.752 1.189 C SDL 23 SDL O O6 O 0 1 N N N -4.847 -32.936 30.215 -4.794 -0.294 2.531 O SDL 24 SDL H1 H1 H 0 1 N N N -8.384 -31.553 36.715 3.247 -2.347 1.106 H1 SDL 25 SDL H2 H2 H 0 1 N N N -7.064 -30.339 36.823 1.741 -3.291 1.016 H2 SDL 26 SDL H3 H3 H 0 1 N N N -9.308 -29.159 37.136 2.007 -3.230 -1.602 H3 SDL 27 SDL H4 H4 H 0 1 N N N -10.161 -28.256 35.109 4.770 -3.118 -0.353 H4 SDL 28 SDL H5 H5 H 0 1 N N N -9.094 -29.433 34.122 4.309 -3.659 -2.083 H5 SDL 29 SDL H7 H7 H 0 1 N N N -3.687 -30.084 30.451 1.895 4.609 0.016 H7 SDL 30 SDL H8 H8 H 0 1 N N N -3.055 -28.830 31.465 3.550 4.398 0.206 H8 SDL 31 SDL H9 H9 H 0 1 N N N -8.717 -33.653 32.214 -1.471 1.674 -0.062 H9 SDL 32 SDL H10 H10 H 0 1 N N N -7.051 -32.040 30.258 -1.583 -0.873 -1.690 H10 SDL 33 SDL H11 H11 H 0 1 N N N -9.299 -31.450 30.465 -2.335 0.752 -3.270 H11 SDL 34 SDL H12 H12 H 0 1 N N N -7.066 -33.915 28.809 -3.797 -1.266 -1.165 H12 SDL 35 SDL H13 H13 H 0 1 N N N -8.387 -35.776 29.331 -5.355 0.477 -1.663 H13 SDL 36 SDL H14 H14 H 0 1 N N N -6.577 -35.781 30.745 -4.012 1.224 0.538 H14 SDL 37 SDL H15 H15 H 0 1 N N N -4.863 -34.792 29.294 -5.578 -0.773 0.680 H15 SDL 38 SDL H16 H16 H 0 1 N N N -4.327 -34.779 31.008 -4.189 -1.756 1.202 H16 SDL 39 SDL H17 H17 H 0 1 N N N -3.958 -32.751 29.936 -5.385 -0.847 3.060 H17 SDL 40 SDL H6 H6 H 0 1 N N N -3.962 -28.476 33.563 4.448 2.248 0.440 H6 SDL 41 # # 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 SDL O1 C2 SING N N 1 SDL C2 C3 SING N N 2 SDL C2 C1 SING N N 3 SDL O2 C3 SING N N 4 SDL O C SING N N 5 SDL C C1 SING N N 6 SDL C3 C4 SING N N 7 SDL C1 O3 SING N N 8 SDL N3 C8 SING N N 9 SDL C4 O3 SING N N 10 SDL C4 N SING N N 11 SDL N4 C8 DOUB N N 12 SDL N4 C9 SING N N 13 SDL C8 N2 SING N N 14 SDL C9 N SING N N 15 SDL C9 C6 DOUB N N 16 SDL N C5 SING N N 17 SDL N2 C7 SING N N 18 SDL C5 O5 DOUB N N 19 SDL C5 N1 SING N N 20 SDL C6 C7 SING N N 21 SDL C6 N1 SING N N 22 SDL C7 O4 DOUB N N 23 SDL N1 C10 SING N N 24 SDL C12 C11 DOUB N N 25 SDL C11 C10 SING N N 26 SDL C10 H1 SING N N 27 SDL C10 H2 SING N N 28 SDL C11 H3 SING N N 29 SDL C12 H4 SING N N 30 SDL C12 H5 SING N N 31 SDL N3 H7 SING N N 32 SDL N3 H8 SING N N 33 SDL C4 H9 SING N N 34 SDL C3 H10 SING N N 35 SDL O2 H11 SING N N 36 SDL C2 H12 SING N N 37 SDL O1 H13 SING N N 38 SDL C1 H14 SING N N 39 SDL C H15 SING N N 40 SDL C H16 SING N N 41 SDL O H17 SING N N 42 SDL N2 H6 SING N N 43 # # 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 SDL InChI InChI 1.03 "InChI=1S/C13H17N5O6/c1-2-3-17-6-9(15-12(14)16-10(6)22)18(13(17)23)11-8(21)7(20)5(4-19)24-11/h2,5,7-8,11,19-21H,1,3-4H2,(H3,14,15,16,22)/t5-,7-,8-,11-/m1/s1" SDL InChIKey InChI 1.03 VDCRFBBZFHHYGT-IOSLPCCCSA-N SDL SMILES_CANONICAL CACTVS 3.385 "NC1=NC2=C(N(CC=C)C(=O)N2[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)C(=O)N1" SDL SMILES CACTVS 3.385 "NC1=NC2=C(N(CC=C)C(=O)N2[CH]3O[CH](CO)[CH](O)[CH]3O)C(=O)N1" SDL SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "C=CCN1C2=C(N=C(NC2=O)N)N(C1=O)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O" SDL SMILES "OpenEye OEToolkits" 2.0.5 "C=CCN1C2=C(N=C(NC2=O)N)N(C1=O)C3C(C(C(O3)CO)O)O" # _pdbx_chem_comp_identifier.comp_id SDL _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.5 _pdbx_chem_comp_identifier.identifier "2-azanyl-9-[(2~{R},3~{R},4~{S},5~{R})-5-(hydroxymethyl)-3,4-bis(oxidanyl)oxolan-2-yl]-7-prop-2-enyl-1~{H}-purine-6,8-dione" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SDL "Create component" 2016-07-26 PDBJ SDL "Initial release" 2016-11-02 RCSB SDL "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id SDL _pdbx_chem_comp_synonyms.name Loxoribine _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##