data_LSS # _chem_comp.id LSS _chem_comp.name "5'-O-(L-leucylsulfamoyl)adenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H25 N7 O7 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms 5-O-N-LEUCYL-SULFAMOYLADENOSINE _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-01-11 _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 459.477 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LSS _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 3ZIU _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 LSS C1 C1 C 0 1 N N N -27.158 -16.655 38.465 3.225 -0.410 -0.557 C1 LSS 1 LSS N1 N1 N 0 1 Y N N -22.387 -8.909 32.479 -6.317 -2.184 -0.426 N1 LSS 2 LSS O1 O1 O 0 1 N N N -26.841 -16.664 37.279 2.833 -0.343 -1.702 O1 LSS 3 LSS S1 S1 S 0 1 N N N -25.378 -14.931 39.028 3.190 2.196 -0.555 S1 LSS 4 LSS C2 C2 C 0 1 Y N N -23.721 -8.819 32.550 -6.366 -0.867 -0.497 C2 LSS 5 LSS N2 N2 N 0 1 N N N -26.549 -15.883 39.389 3.449 0.718 0.146 N2 LSS 6 LSS O2 O2 O 0 1 N N N -26.217 -13.499 33.589 -3.740 2.310 1.596 O2 LSS 7 LSS N3 N3 N 0 1 Y N N -24.489 -9.596 33.346 -5.289 -0.114 -0.414 N3 LSS 8 LSS O3 O3 O 0 1 N N N -28.571 -12.843 34.878 -2.122 4.232 0.919 O3 LSS 9 LSS C4 C4 C 0 1 Y N N -23.910 -10.581 34.072 -4.090 -0.664 -0.252 C4 LSS 10 LSS N4 N4 N 0 1 N N N -28.268 -17.552 40.421 2.711 -2.783 -0.656 N4 LSS 11 LSS O4 O4 O 0 1 N N N -26.165 -11.500 36.509 -1.028 1.356 -0.557 O4 LSS 12 LSS C5 C5 C 0 1 Y N N -22.533 -10.735 34.070 -3.985 -2.062 -0.170 C5 LSS 13 LSS O5 O5 O 0 1 N N N -25.751 -13.898 37.956 1.699 2.304 -0.841 O5 LSS 14 LSS C6 C6 C 0 1 Y N N -21.734 -9.829 33.227 -5.163 -2.823 -0.264 C6 LSS 15 LSS N6 N6 N 0 1 N N N -20.376 -9.938 33.224 -5.122 -4.204 -0.189 N6 LSS 16 LSS C7 C7 C 0 1 N N N -30.728 -18.281 38.498 5.196 -3.396 0.802 C7 LSS 17 LSS N7 N7 N 0 1 Y N N -22.191 -11.742 34.895 -2.672 -2.355 -0.009 N7 LSS 18 LSS C8 C8 C 0 1 Y N N -23.346 -12.221 35.408 -1.981 -1.253 0.012 C8 LSS 19 LSS C9 C9 C 0 1 N N N -29.578 -17.309 38.233 4.949 -2.085 0.053 C9 LSS 20 LSS N9 N9 N 0 1 Y N N -24.392 -11.502 34.893 -2.811 -0.181 -0.134 N9 LSS 21 LSS CA CA C 0 1 N N S -28.229 -17.616 38.948 3.455 -1.754 0.084 CA LSS 22 LSS C10 C10 C 0 1 N N N -32.020 -17.743 37.916 6.663 -3.802 0.647 C10 LSS 23 LSS C11 C11 C 0 1 N N N -30.480 -19.653 37.860 4.873 -3.206 2.285 C11 LSS 24 LSS O1A O1A O 0 1 N N N -24.327 -15.645 38.415 3.479 3.169 0.440 O1A LSS 25 LSS C21 C21 C 0 1 N N R -25.816 -11.707 35.165 -2.410 1.228 -0.161 C21 LSS 26 LSS C22 C22 C 0 1 N N R -26.188 -13.153 34.945 -2.434 1.830 1.267 C22 LSS 27 LSS C23 C23 C 0 1 N N S -27.494 -13.304 35.683 -1.430 3.001 1.142 C23 LSS 28 LSS C24 C24 C 0 1 N N R -27.240 -12.366 36.863 -0.572 2.635 -0.084 C24 LSS 29 LSS C25 C25 C 0 1 N N N -26.920 -13.109 38.151 0.901 2.545 0.320 C25 LSS 30 LSS O2A O2A O 0 1 N N N -25.007 -14.230 40.234 3.839 2.160 -1.819 O2A LSS 31 LSS H2 H2 H 0 1 N N N -24.213 -8.081 31.934 -7.325 -0.389 -0.629 H2 LSS 32 LSS HN2 HN2 H 0 1 N N N -26.863 -15.926 40.338 3.763 0.665 1.062 HN2 LSS 33 LSS HO2 HO2 H 0 1 N N N -26.455 -14.414 33.500 -3.806 2.695 2.480 HO2 LSS 34 LSS HO3 HO3 H 0 1 N N N -29.388 -12.943 35.353 -2.722 4.481 1.635 HO3 LSS 35 LSS HN4 HN4 H 0 1 N N N -28.968 -18.178 40.764 1.717 -2.622 -0.596 HN4 LSS 36 LSS HN4A HN4A H 0 0 N N N -27.376 -17.815 40.790 3.013 -2.826 -1.618 HN4A LSS 37 LSS HN6 HN6 H 0 1 N N N -19.988 -9.255 32.606 -5.942 -4.718 -0.255 HN6 LSS 38 LSS HN6A HN6A H 0 0 N N N -20.028 -9.787 34.149 -4.273 -4.658 -0.071 HN6A LSS 39 LSS H7 H7 H 0 1 N N N -30.846 -18.408 39.584 4.558 -4.177 0.388 H7 LSS 40 LSS H8 H8 H 0 1 N N N -23.430 -13.038 36.110 -0.909 -1.195 0.130 H8 LSS 41 LSS H9 H9 H 0 1 N N N -29.388 -17.304 37.150 5.509 -1.282 0.533 H9 LSS 42 LSS H9A H9A H 0 1 N N N -29.906 -16.309 38.553 5.277 -2.189 -0.981 H9A LSS 43 LSS HA HA H 0 1 N N N -27.926 -18.632 38.654 3.110 -1.729 1.117 HA LSS 44 LSS H10 H10 H 0 1 N N N -32.836 -18.453 38.115 7.302 -3.018 1.054 H10 LSS 45 LSS H10A H10A H 0 0 N N N -32.256 -16.774 38.380 6.842 -4.732 1.188 H10A LSS 46 LSS H10B H10B H 0 0 N N N -31.906 -17.611 36.830 6.892 -3.946 -0.409 H10B LSS 47 LSS H11 H11 H 0 1 N N N -31.330 -20.317 38.076 3.828 -2.916 2.395 H11 LSS 48 LSS H11A H11A H 0 0 N N N -30.373 -19.537 36.771 5.049 -4.140 2.818 H11A LSS 49 LSS H11B H11B H 0 0 N N N -29.559 -20.089 38.275 5.511 -2.425 2.699 H11B LSS 50 LSS H21 H21 H 0 1 N N N -26.420 -11.071 34.501 -3.056 1.797 -0.831 H21 LSS 51 LSS H22 H22 H 0 1 N N N -25.439 -13.773 35.459 -2.093 1.101 2.002 H22 LSS 52 LSS H23 H23 H 0 1 N N N -27.638 -14.338 36.028 -0.811 3.070 2.037 H23 LSS 53 LSS H24 H24 H 0 1 N N N -28.150 -11.771 37.028 -0.700 3.385 -0.864 H24 LSS 54 LSS H25 H25 H 0 1 N N N -27.764 -13.761 38.419 1.034 1.729 1.029 H25 LSS 55 LSS H25A H25A H 0 0 N N N -26.745 -12.385 38.960 1.208 3.483 0.783 H25A LSS 56 # # 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 LSS C1 O1 DOUB N N 1 LSS C1 N2 SING N N 2 LSS C1 CA SING N N 3 LSS N1 C2 DOUB Y N 4 LSS N1 C6 SING Y N 5 LSS S1 N2 SING N N 6 LSS S1 O5 SING N N 7 LSS S1 O1A DOUB N N 8 LSS S1 O2A DOUB N N 9 LSS C2 N3 SING Y N 10 LSS O2 C22 SING N N 11 LSS N3 C4 DOUB Y N 12 LSS O3 C23 SING N N 13 LSS C4 C5 SING Y N 14 LSS C4 N9 SING Y N 15 LSS N4 CA SING N N 16 LSS O4 C21 SING N N 17 LSS O4 C24 SING N N 18 LSS C5 C6 DOUB Y N 19 LSS C5 N7 SING Y N 20 LSS O5 C25 SING N N 21 LSS C6 N6 SING N N 22 LSS C7 C9 SING N N 23 LSS C7 C10 SING N N 24 LSS C7 C11 SING N N 25 LSS N7 C8 DOUB Y N 26 LSS C8 N9 SING Y N 27 LSS C9 CA SING N N 28 LSS N9 C21 SING N N 29 LSS C21 C22 SING N N 30 LSS C22 C23 SING N N 31 LSS C23 C24 SING N N 32 LSS C24 C25 SING N N 33 LSS C2 H2 SING N N 34 LSS N2 HN2 SING N N 35 LSS O2 HO2 SING N N 36 LSS O3 HO3 SING N N 37 LSS N4 HN4 SING N N 38 LSS N4 HN4A SING N N 39 LSS N6 HN6 SING N N 40 LSS N6 HN6A SING N N 41 LSS C7 H7 SING N N 42 LSS C8 H8 SING N N 43 LSS C9 H9 SING N N 44 LSS C9 H9A SING N N 45 LSS CA HA SING N N 46 LSS C10 H10 SING N N 47 LSS C10 H10A SING N N 48 LSS C10 H10B SING N N 49 LSS C11 H11 SING N N 50 LSS C11 H11A SING N N 51 LSS C11 H11B SING N N 52 LSS C21 H21 SING N N 53 LSS C22 H22 SING N N 54 LSS C23 H23 SING N N 55 LSS C24 H24 SING N N 56 LSS C25 H25 SING N N 57 LSS C25 H25A SING N N 58 # # 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 LSS SMILES ACDLabs 12.01 "O=C(NS(=O)(=O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O)C(N)CC(C)C" LSS InChI InChI 1.03 "InChI=1S/C16H25N7O7S/c1-7(2)3-8(17)15(26)22-31(27,28)29-4-9-11(24)12(25)16(30-9)23-6-21-10-13(18)19-5-20-14(10)23/h5-9,11-12,16,24-25H,3-4,17H2,1-2H3,(H,22,26)(H2,18,19,20)/t8-,9+,11+,12+,16+/m0/s1" LSS InChIKey InChI 1.03 XFEDFDTWJLGMBO-LEJQEAHTSA-N LSS SMILES_CANONICAL CACTVS 3.370 "CC(C)C[C@H](N)C(=O)N[S](=O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23" LSS SMILES CACTVS 3.370 "CC(C)C[CH](N)C(=O)N[S](=O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23" LSS SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)C[C@@H](C(=O)NS(=O)(=O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O)N" LSS SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)CC(C(=O)NS(=O)(=O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)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 LSS "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-(L-leucylsulfamoyl)adenosine" LSS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methyl N-[(2S)-2-azanyl-4-methyl-pentanoyl]sulfamate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site LSS "Create component" 2013-01-11 EBI LSS "Initial release" 2013-02-22 RCSB LSS "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id LSS _pdbx_chem_comp_synonyms.name 5-O-N-LEUCYL-SULFAMOYLADENOSINE _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##