data_2SK # _chem_comp.id 2SK _chem_comp.name "(1R,2R,3R,4S,5R)-4-(BENZYLAMINO)-5-(METHYLTHIO)CYCLOPENTANE-1,2,3-TRIOL" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H19 N O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-01-24 _chem_comp.pdbx_modified_date 2011-06-04 _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 269.360 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2SK _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2F7P _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 2SK C5 C5 C 0 1 N N S 31.302 66.195 9.063 -0.671 -0.035 -0.609 C5 2SK 1 2SK N5 N5 N 0 1 N N N 31.104 64.868 9.661 0.644 0.079 0.035 N5 2SK 2 2SK C4 C4 C 0 1 N N R 32.786 66.578 9.079 -1.131 -1.514 -0.645 C4 2SK 3 2SK O4 O4 O 0 1 N N N 33.632 65.503 9.510 -0.767 -2.190 0.560 O4 2SK 4 2SK C3 C3 C 0 1 N N R 33.152 67.077 7.694 -2.671 -1.391 -0.762 C3 2SK 5 2SK O3 O3 O 0 1 N N N 33.786 66.082 6.907 -3.308 -2.576 -0.279 O3 2SK 6 2SK C2 C2 C 0 1 N N R 31.785 67.373 7.069 -3.023 -0.186 0.134 C2 2SK 7 2SK O2 O2 O 0 1 N N N 31.725 67.597 5.669 -3.408 -0.637 1.434 O2 2SK 8 2SK C1 C1 C 0 1 N N R 30.932 66.231 7.590 -1.752 0.677 0.231 C1 2SK 9 2SK S6 S6 S 0 1 N N N 29.172 66.369 7.385 -2.072 2.331 -0.441 S6 2SK 10 2SK C7 C7 C 0 1 N N N 28.530 68.032 7.624 -3.246 2.951 0.795 C7 2SK 11 2SK C8 C8 C 0 1 N N N 29.768 64.268 9.768 1.649 -0.138 -1.014 C8 2SK 12 2SK C9 C9 C 0 1 Y N N 28.978 64.582 11.056 3.029 -0.035 -0.417 C9 2SK 13 2SK C14 C14 C 0 1 Y N N 28.224 65.746 11.099 3.650 -1.161 0.088 C14 2SK 14 2SK C13 C13 C 0 1 Y N N 27.515 66.023 12.282 4.916 -1.066 0.635 C13 2SK 15 2SK C10 C10 C 0 1 Y N N 29.013 63.724 12.165 3.676 1.186 -0.381 C10 2SK 16 2SK C11 C11 C 0 1 Y N N 28.312 64.004 13.353 4.940 1.282 0.170 C11 2SK 17 2SK C12 C12 C 0 1 Y N N 27.540 65.188 13.406 5.561 0.156 0.677 C12 2SK 18 2SK H5 H5 H 0 1 N N N 30.669 66.871 9.656 -0.638 0.379 -1.617 H5 2SK 19 2SK HN5 HN5 H 0 1 N N N 31.639 64.236 9.100 0.739 1.039 0.333 HN5 2SK 20 2SK H4 H4 H 0 1 N N N 32.949 67.375 9.819 -0.717 -2.026 -1.513 H4 2SK 21 2SK HO4 HO4 H 0 1 N N N 33.819 64.932 8.774 -1.150 -3.076 0.511 HO4 2SK 22 2SK H3 H3 H 0 1 N N N 33.849 67.927 7.745 -2.961 -1.197 -1.794 H3 2SK 23 2SK HO3 HO3 H 0 1 N N N 33.928 66.415 6.029 -4.261 -2.418 -0.321 HO3 2SK 24 2SK H2 H2 H 0 1 N N N 31.421 68.368 7.366 -3.832 0.390 -0.316 H2 2SK 25 2SK HO2 HO2 H 0 1 N N N 31.712 68.531 5.498 -4.207 -1.170 1.320 HO2 2SK 26 2SK H1 H1 H 0 1 N N N 31.141 65.319 7.012 -1.429 0.751 1.269 H1 2SK 27 2SK H71 1H7 H 0 1 N N N 28.399 68.224 8.699 -3.548 3.965 0.533 H71 2SK 28 2SK H72 2H7 H 0 1 N N N 29.238 68.762 7.205 -4.124 2.305 0.818 H72 2SK 29 2SK H73 3H7 H 0 1 N N N 27.560 68.127 7.114 -2.773 2.955 1.777 H73 2SK 30 2SK H81 1H8 H 0 1 N N N 29.174 64.642 8.921 1.514 -1.130 -1.446 H81 2SK 31 2SK H82 2H8 H 0 1 N N N 29.931 63.180 9.777 1.531 0.616 -1.792 H82 2SK 32 2SK H14 H14 H 0 1 N N N 28.183 66.416 10.253 3.146 -2.116 0.056 H14 2SK 33 2SK H13 H13 H 0 1 N N N 26.922 66.924 12.326 5.400 -1.946 1.031 H13 2SK 34 2SK H10 H10 H 0 1 N N N 29.598 62.818 12.105 3.191 2.067 -0.777 H10 2SK 35 2SK H11 H11 H 0 1 N N N 28.362 63.335 14.199 5.444 2.237 0.202 H11 2SK 36 2SK H12 H12 H 0 1 N N N 26.982 65.443 14.295 6.549 0.230 1.105 H12 2SK 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 2SK C5 N5 SING N N 1 2SK C5 C4 SING N N 2 2SK C5 C1 SING N N 3 2SK C5 H5 SING N N 4 2SK N5 C8 SING N N 5 2SK N5 HN5 SING N N 6 2SK C4 O4 SING N N 7 2SK C4 C3 SING N N 8 2SK C4 H4 SING N N 9 2SK O4 HO4 SING N N 10 2SK C3 O3 SING N N 11 2SK C3 C2 SING N N 12 2SK C3 H3 SING N N 13 2SK O3 HO3 SING N N 14 2SK C2 O2 SING N N 15 2SK C2 C1 SING N N 16 2SK C2 H2 SING N N 17 2SK O2 HO2 SING N N 18 2SK C1 S6 SING N N 19 2SK C1 H1 SING N N 20 2SK S6 C7 SING N N 21 2SK C7 H71 SING N N 22 2SK C7 H72 SING N N 23 2SK C7 H73 SING N N 24 2SK C8 C9 SING N N 25 2SK C8 H81 SING N N 26 2SK C8 H82 SING N N 27 2SK C9 C14 DOUB Y N 28 2SK C9 C10 SING Y N 29 2SK C14 C13 SING Y N 30 2SK C14 H14 SING N N 31 2SK C13 C12 DOUB Y N 32 2SK C13 H13 SING N N 33 2SK C10 C11 DOUB Y N 34 2SK C10 H10 SING N N 35 2SK C11 C12 SING Y N 36 2SK C11 H11 SING N N 37 2SK C12 H12 SING N N 38 # 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 2SK SMILES ACDLabs 10.04 "OC2C(O)C(NCc1ccccc1)C(SC)C2O" 2SK SMILES_CANONICAL CACTVS 3.341 "CS[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H]1NCc2ccccc2" 2SK SMILES CACTVS 3.341 "CS[CH]1[CH](O)[CH](O)[CH](O)[CH]1NCc2ccccc2" 2SK SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CS[C@@H]1[C@H]([C@H]([C@H]([C@H]1O)O)O)NCc2ccccc2" 2SK SMILES "OpenEye OEToolkits" 1.5.0 "CSC1C(C(C(C1O)O)O)NCc2ccccc2" 2SK InChI InChI 1.03 "InChI=1S/C13H19NO3S/c1-18-13-9(10(15)11(16)12(13)17)14-7-8-5-3-2-4-6-8/h2-6,9-17H,7H2,1H3/t9-,10+,11+,12+,13+/m0/s1" 2SK InChIKey InChI 1.03 CHTYSDQNKZIWBZ-ZOLYEBIHSA-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 2SK "SYSTEMATIC NAME" ACDLabs 10.04 "(1R,2R,3R,4S,5R)-4-(benzylamino)-5-(methylsulfanyl)cyclopentane-1,2,3-triol" 2SK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1R,2R,3R,4R,5S)-4-methylsulfanyl-5-(phenylmethylamino)cyclopentane-1,2,3-triol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2SK "Create component" 2006-01-24 RCSB 2SK "Modify descriptor" 2011-06-04 RCSB #