data_8X1 # _chem_comp.id 8X1 _chem_comp.name "5'-O-{[(2S)-azetidine-2-carbonyl]sulfamoyl}adenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H19 N7 O7 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-03-15 _chem_comp.pdbx_modified_date 2018-01-05 _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 429.408 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8X1 _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 5V58 _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 8X1 O2S O1 O 0 1 N N N 6.224 -23.646 -0.851 4.287 2.339 0.448 O2S 8X1 1 8X1 S S1 S 0 1 N N N 6.040 -23.199 -2.203 3.911 1.252 -0.386 S 8X1 2 8X1 O1S O2 O 0 1 N N N 5.364 -21.932 -2.209 4.584 0.931 -1.596 O1S 8X1 3 8X1 N3S N1 N 0 1 N N N 5.239 -24.259 -2.947 3.977 -0.107 0.559 N3S 8X1 4 8X1 C C1 C 0 1 N N N 4.714 -24.075 -4.156 3.639 -1.305 0.042 C 8X1 5 8X1 CA C2 C 0 1 N N S 3.966 -25.244 -4.722 3.699 -2.541 0.901 CA 8X1 6 8X1 CB C3 C 0 1 N N N 4.800 -26.143 -5.641 5.109 -3.146 1.020 CB 8X1 7 8X1 CG C4 C 0 1 N N N 3.890 -25.816 -6.829 4.743 -3.992 -0.213 CG 8X1 8 8X1 N N2 N 0 1 N N N 3.169 -24.995 -5.893 3.330 -3.783 0.186 N 8X1 9 8X1 O O3 O 0 1 N N N 4.815 -23.037 -4.792 3.288 -1.388 -1.116 O 8X1 10 8X1 "O5'" O4 O 0 1 N N N 7.408 -23.043 -2.879 2.451 1.475 -0.752 "O5'" 8X1 11 8X1 "C5'" C5 C 0 1 N N N 8.308 -24.145 -2.914 1.657 1.996 0.316 "C5'" 8X1 12 8X1 "C4'" C6 C 0 1 N N R 9.655 -23.737 -2.335 0.216 2.181 -0.163 "C4'" 8X1 13 8X1 "C3'" C7 C 0 1 N N S 9.621 -23.287 -0.880 -0.633 2.859 0.934 "C3'" 8X1 14 8X1 "O3'" O5 O 0 1 N N N 9.771 -24.379 0.033 -0.753 4.260 0.680 "O3'" 8X1 15 8X1 "C2'" C8 C 0 1 N N R 10.774 -22.308 -0.779 -2.011 2.169 0.823 "C2'" 8X1 16 8X1 "O2'" O6 O 0 1 N N N 11.916 -22.927 -0.179 -3.024 3.123 0.497 "O2'" 8X1 17 8X1 "C1'" C9 C 0 1 N N R 11.089 -21.908 -2.216 -1.832 1.156 -0.328 "C1'" 8X1 18 8X1 "O4'" O7 O 0 1 N N N 10.179 -22.623 -3.054 -0.412 0.897 -0.375 "O4'" 8X1 19 8X1 N9 N3 N 0 1 Y N N 10.932 -20.447 -2.425 -2.568 -0.078 -0.041 N9 8X1 20 8X1 C4 C10 C 0 1 Y N N 11.865 -19.646 -2.944 -3.894 -0.313 -0.306 C4 8X1 21 8X1 C5 C11 C 0 1 Y N N 11.339 -18.364 -2.978 -4.152 -1.620 0.139 C5 8X1 22 8X1 N7 N4 N 0 1 Y N N 10.090 -18.425 -2.475 -2.993 -2.107 0.643 N7 8X1 23 8X1 C8 C12 C 0 1 Y N N 9.846 -19.711 -2.141 -2.060 -1.206 0.533 C8 8X1 24 8X1 N3 N5 N 0 1 Y N N 13.126 -19.871 -3.398 -4.881 0.392 -0.849 N3 8X1 25 8X1 C2 C13 C 0 1 Y N N 13.864 -18.857 -3.874 -6.086 -0.125 -0.970 C2 8X1 26 8X1 N1 N6 N 0 1 Y N N 13.375 -17.605 -3.915 -6.377 -1.348 -0.567 N1 8X1 27 8X1 C6 C14 C 0 1 Y N N 12.123 -17.331 -3.478 -5.454 -2.127 -0.013 C6 8X1 28 8X1 N6 N7 N 0 1 N N N 11.644 -16.064 -3.526 -5.768 -3.408 0.407 N6 8X1 29 8X1 H1 H1 H 0 1 N N N 5.100 -25.144 -2.502 4.257 -0.040 1.485 H1 8X1 30 8X1 H2 H2 H 0 1 N N N 3.440 -25.822 -3.948 3.192 -2.418 1.858 H2 8X1 31 8X1 H3 H3 H 0 1 N N N 4.792 -27.205 -5.353 5.911 -2.430 0.839 H3 8X1 32 8X1 H4 H4 H 0 1 N N N 5.839 -25.806 -5.770 5.260 -3.733 1.927 H4 8X1 33 8X1 H5 H5 H 0 1 N N N 3.326 -26.669 -7.235 5.005 -3.522 -1.161 H5 8X1 34 8X1 H6 H6 H 0 1 N N N 4.374 -25.271 -7.653 5.069 -5.030 -0.147 H6 8X1 35 8X1 H7 H7 H 0 1 N N N 3.178 -24.030 -6.155 2.753 -3.581 -0.616 H7 8X1 36 8X1 H9 H9 H 0 1 N N N 7.893 -24.973 -2.321 1.675 1.301 1.155 H9 8X1 37 8X1 H10 H10 H 0 1 N N N 8.443 -24.472 -3.956 2.060 2.958 0.633 H10 8X1 38 8X1 H11 H11 H 0 1 N N N 10.343 -24.591 -2.419 0.193 2.771 -1.079 H11 8X1 39 8X1 H12 H12 H 0 1 N N N 8.677 -22.755 -0.690 -0.197 2.684 1.918 H12 8X1 40 8X1 H13 H13 H 0 1 N N N 9.744 -24.053 0.925 -1.276 4.736 1.340 H13 8X1 41 8X1 H14 H14 H 0 1 N N N 10.461 -21.421 -0.208 -2.257 1.655 1.753 H14 8X1 42 8X1 H15 H15 H 0 1 N N N 11.710 -23.173 0.715 -3.137 3.819 1.160 H15 8X1 43 8X1 H16 H16 H 0 1 N N N 12.124 -22.200 -2.446 -2.170 1.588 -1.270 H16 8X1 44 8X1 H17 H17 H 0 1 N N N 8.927 -20.086 -1.715 -1.036 -1.331 0.851 H17 8X1 45 8X1 H18 H18 H 0 1 N N N 14.866 -19.049 -4.230 -6.866 0.475 -1.416 H18 8X1 46 8X1 H19 H19 H 0 1 N N N 12.341 -15.458 -3.910 -6.670 -3.747 0.298 H19 8X1 47 8X1 H20 H20 H 0 1 N N N 10.827 -16.038 -4.102 -5.086 -3.968 0.810 H20 8X1 48 # 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 8X1 CG N SING N N 1 8X1 CG CB SING N N 2 8X1 N CA SING N N 3 8X1 CB CA SING N N 4 8X1 O C DOUB N N 5 8X1 CA C SING N N 6 8X1 C N3S SING N N 7 8X1 N1 C2 DOUB Y N 8 8X1 N1 C6 SING Y N 9 8X1 C2 N3 SING Y N 10 8X1 N6 C6 SING N N 11 8X1 C6 C5 DOUB Y N 12 8X1 N3 C4 DOUB Y N 13 8X1 "O4'" "C4'" SING N N 14 8X1 "O4'" "C1'" SING N N 15 8X1 C5 C4 SING Y N 16 8X1 C5 N7 SING Y N 17 8X1 N3S S SING N N 18 8X1 C4 N9 SING Y N 19 8X1 "C5'" "O5'" SING N N 20 8X1 "C5'" "C4'" SING N N 21 8X1 "O5'" S SING N N 22 8X1 N7 C8 DOUB Y N 23 8X1 N9 "C1'" SING N N 24 8X1 N9 C8 SING Y N 25 8X1 "C4'" "C3'" SING N N 26 8X1 "C1'" "C2'" SING N N 27 8X1 O1S S DOUB N N 28 8X1 S O2S DOUB N N 29 8X1 "C3'" "C2'" SING N N 30 8X1 "C3'" "O3'" SING N N 31 8X1 "C2'" "O2'" SING N N 32 8X1 N3S H1 SING N N 33 8X1 CA H2 SING N N 34 8X1 CB H3 SING N N 35 8X1 CB H4 SING N N 36 8X1 CG H5 SING N N 37 8X1 CG H6 SING N N 38 8X1 N H7 SING N N 39 8X1 "C5'" H9 SING N N 40 8X1 "C5'" H10 SING N N 41 8X1 "C4'" H11 SING N N 42 8X1 "C3'" H12 SING N N 43 8X1 "O3'" H13 SING N N 44 8X1 "C2'" H14 SING N N 45 8X1 "O2'" H15 SING N N 46 8X1 "C1'" H16 SING N N 47 8X1 C8 H17 SING N N 48 8X1 C2 H18 SING N N 49 8X1 N6 H19 SING N N 50 8X1 N6 H20 SING N N 51 # 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 8X1 SMILES ACDLabs 12.01 "O=S(=O)(NC(C1CCN1)=O)OCC2C(C(O)C(O2)n3cnc4c3ncnc4N)O" 8X1 InChI InChI 1.03 "InChI=1S/C14H19N7O7S/c15-11-8-12(18-4-17-11)21(5-19-8)14-10(23)9(22)7(28-14)3-27-29(25,26)20-13(24)6-1-2-16-6/h4-7,9-10,14,16,22-23H,1-3H2,(H,20,24)(H2,15,17,18)/t6-,7+,9+,10+,14+/m0/s1" 8X1 InChIKey InChI 1.03 DQFRXHHGQUUTOL-XLZJSAHRSA-N 8X1 SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[S](=O)(=O)NC(=O)[C@@H]4CCN4)[C@@H](O)[C@H]3O" 8X1 SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[S](=O)(=O)NC(=O)[CH]4CCN4)[CH](O)[CH]3O" 8X1 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COS(=O)(=O)NC(=O)[C@@H]4CCN4)O)O)N" 8X1 SMILES "OpenEye OEToolkits" 2.0.6 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COS(=O)(=O)NC(=O)C4CCN4)O)O)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 8X1 "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-{[(2S)-azetidine-2-carbonyl]sulfamoyl}adenosine" 8X1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methyl ~{N}-[(2~{S})-azetidin-2-yl]carbonylsulfamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8X1 "Create component" 2017-03-15 RCSB 8X1 "Initial release" 2018-01-10 RCSB #