data_5L3 # _chem_comp.id 5L3 _chem_comp.name "(6R)-5-O-acetyl-2,6-anhydro-6-{[4-(sulfamoyloxy)piperidin-1-yl]sulfonyl}-L-glucitol" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C13 H24 N2 O11 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-10-16 _chem_comp.pdbx_modified_date 2020-07-17 _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 448.466 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5L3 _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 4ZX1 _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 5L3 C1 C1 C 0 1 N N R -0.142 7.838 82.215 -1.513 0.027 -0.416 C1 5L3 1 5L3 O2 O2 O 0 1 N N N 0.641 5.648 81.496 -3.689 0.615 0.510 O2 5L3 2 5L3 C5 C5 C 0 1 N N R 1.436 9.026 83.709 -1.519 -2.094 0.704 C5 5L3 3 5L3 CBI CBI C 0 1 N N N -0.415 5.827 79.257 -5.609 1.892 1.390 CBI 5L3 4 5L3 CBE CBE C 0 1 N N N 0.331 5.043 80.282 -4.866 1.212 0.269 CBE 5L3 5 5L3 OBH OBH O 0 1 N N N 0.628 3.901 80.074 -5.331 1.206 -0.847 OBH 5L3 6 5L3 C2 C2 C 0 1 N N R 1.031 7.083 81.656 -3.030 -0.020 -0.618 C2 5L3 7 5L3 C3 C3 C 0 1 N N R 2.311 7.214 82.369 -3.478 -1.482 -0.716 C3 5L3 8 5L3 O3 O3 O 0 1 N N N 3.020 5.900 82.357 -4.902 -1.538 -0.831 O3 5L3 9 5L3 C4 C4 C 0 1 N N R 2.351 7.818 83.733 -3.036 -2.227 0.547 C4 5L3 10 5L3 O4 O4 O 0 1 N N N 3.645 8.347 84.077 -3.386 -3.608 0.434 O4 5L3 11 5L3 C6 C6 C 0 1 N N N 1.785 10.002 82.702 -0.824 -2.751 -0.490 C6 5L3 12 5L3 O6 O6 O 0 1 N N N 0.735 10.361 81.802 0.591 -2.731 -0.287 O6 5L3 13 5L3 O5 O5 O 0 1 N N N 0.111 8.341 83.522 -1.166 -0.710 0.758 O5 5L3 14 5L3 SAG SAG S 0 1 N N N -1.606 6.872 82.584 -0.981 1.751 -0.226 SAG 5L3 15 5L3 OAH OAH O 0 1 N N N -2.292 7.833 83.442 -1.139 2.459 -1.448 OAH 5L3 16 5L3 OAJ OAJ O 0 1 N N N -2.540 6.731 81.470 -1.460 2.289 0.999 OAJ 5L3 17 5L3 NAB NAB N 0 1 N N N -1.165 5.711 83.166 0.659 1.657 -0.018 NAB 5L3 18 5L3 CAC CAC C 0 1 N N N -1.510 4.445 82.579 1.564 1.702 -1.175 CAC 5L3 19 5L3 CAD CAD C 0 1 N N N -0.892 3.269 83.323 2.489 0.482 -1.124 CAD 5L3 20 5L3 CAA CAA C 0 1 N N N -0.962 5.799 84.603 1.237 1.534 1.327 CAA 5L3 21 5L3 CAF CAF C 0 1 N N N -1.288 4.549 85.393 2.165 0.315 1.355 CAF 5L3 22 5L3 CAE CAE C 0 1 N N N -0.728 3.403 84.754 3.201 0.442 0.230 CAE 5L3 23 5L3 OAK OAK O 0 1 N N N -1.639 2.402 85.350 4.089 -0.677 0.268 OAK 5L3 24 5L3 SAL SAL S 0 1 N N N -1.307 1.427 86.419 5.532 -0.335 -0.075 SAL 5L3 25 5L3 OAN OAN O 0 1 N N N -0.939 1.839 87.734 6.232 -1.569 -0.146 OAN 5L3 26 5L3 OAO OAO O 0 1 N N N -2.621 1.255 86.881 5.479 0.592 -1.151 OAO 5L3 27 5L3 NAM NAM N 0 1 N N N -1.026 0.021 85.952 6.161 0.486 1.219 NAM 5L3 28 5L3 H1 H1 H 0 1 N N N -0.449 8.638 81.525 -1.017 -0.413 -1.281 H1 5L3 29 5L3 H5 H2 H 0 1 N N N 1.453 9.499 84.702 -1.205 -2.586 1.624 H5 5L3 30 5L3 H3A H3 H 0 1 N N N -0.605 5.194 78.378 -5.040 1.795 2.314 H3A 5L3 31 5L3 H4A H4 H 0 1 N N N -1.373 6.165 79.680 -5.739 2.948 1.152 H4A 5L3 32 5L3 H5A H5 H 0 1 N N N 0.182 6.701 78.958 -6.586 1.425 1.514 H5A 5L3 33 5L3 H2 H6 H 0 1 N N N 1.194 7.475 80.641 -3.291 0.505 -1.536 H2 5L3 34 5L3 H3 H7 H 0 1 N N N 2.926 7.877 81.743 -3.023 -1.944 -1.592 H3 5L3 35 5L3 HO3 H8 H 0 1 N Y N 3.847 5.982 82.817 -5.256 -2.435 -0.898 HO3 5L3 36 5L3 H4 H9 H 0 1 N N N 2.003 7.094 84.485 -3.532 -1.794 1.416 H4 5L3 37 5L3 HO4 H10 H 0 1 N Y N 4.278 7.639 84.111 -3.131 -4.142 1.199 HO4 5L3 38 5L3 H61 H11 H 0 1 N N N 2.117 10.916 83.217 -1.162 -3.783 -0.585 H61 5L3 39 5L3 H62 H12 H 0 1 N N N 2.616 9.593 82.108 -1.068 -2.203 -1.400 H62 5L3 40 5L3 HO6 H13 H 0 1 N Y N 1.056 11.003 81.180 1.097 -3.132 -1.007 HO6 5L3 41 5L3 H16 H16 H 0 1 N N N -2.604 4.336 82.594 0.982 1.681 -2.096 H16 5L3 42 5L3 H17 H17 H 0 1 N N N -1.154 4.430 81.538 2.160 2.614 -1.137 H17 5L3 43 5L3 H18 H18 H 0 1 N N N -1.531 2.392 83.144 1.901 -0.427 -1.253 H18 5L3 44 5L3 H19 H19 H 0 1 N N N 0.104 3.091 82.891 3.228 0.552 -1.922 H19 5L3 45 5L3 H20 H20 H 0 1 N N N 0.096 6.044 84.780 1.807 2.432 1.564 H20 5L3 46 5L3 H21 H21 H 0 1 N N N -0.870 4.640 86.407 2.674 0.268 2.318 H21 5L3 47 5L3 H22 H22 H 0 1 N N N -2.380 4.433 85.455 1.579 -0.592 1.208 H22 5L3 48 5L3 H23 H23 H 0 1 N N N 0.313 3.227 85.062 3.770 1.361 0.368 H23 5L3 49 5L3 H24 H24 H 0 1 N N N -0.814 -0.557 86.740 7.119 0.482 1.376 H24 5L3 50 5L3 H25 H25 H 0 1 N N N -1.830 -0.341 85.481 5.573 0.970 1.819 H25 5L3 51 5L3 H14 H14 H 0 1 N N N -1.595 6.614 84.984 0.439 1.402 2.057 H14 5L3 52 # # 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 5L3 C1 C2 SING N N 1 5L3 C1 O5 SING N N 2 5L3 C1 SAG SING N N 3 5L3 O2 CBE SING N N 4 5L3 O2 C2 SING N N 5 5L3 C5 C4 SING N N 6 5L3 C5 C6 SING N N 7 5L3 C5 O5 SING N N 8 5L3 CBI CBE SING N N 9 5L3 CBE OBH DOUB N N 10 5L3 C2 C3 SING N N 11 5L3 C3 O3 SING N N 12 5L3 C3 C4 SING N N 13 5L3 C4 O4 SING N N 14 5L3 C6 O6 SING N N 15 5L3 SAG OAH DOUB N N 16 5L3 SAG OAJ DOUB N N 17 5L3 SAG NAB SING N N 18 5L3 NAB CAC SING N N 19 5L3 NAB CAA SING N N 20 5L3 CAC CAD SING N N 21 5L3 CAD CAE SING N N 22 5L3 CAA CAF SING N N 23 5L3 CAF CAE SING N N 24 5L3 CAE OAK SING N N 25 5L3 OAK SAL SING N N 26 5L3 SAL OAN DOUB N N 27 5L3 SAL OAO DOUB N N 28 5L3 SAL NAM SING N N 29 5L3 C1 H1 SING N N 30 5L3 C5 H5 SING N N 31 5L3 CBI H3A SING N N 32 5L3 CBI H4A SING N N 33 5L3 CBI H5A SING N N 34 5L3 C2 H2 SING N N 35 5L3 C3 H3 SING N N 36 5L3 O3 HO3 SING N N 37 5L3 C4 H4 SING N N 38 5L3 O4 HO4 SING N N 39 5L3 C6 H61 SING N N 40 5L3 C6 H62 SING N N 41 5L3 O6 HO6 SING N N 42 5L3 CAC H16 SING N N 43 5L3 CAC H17 SING N N 44 5L3 CAD H18 SING N N 45 5L3 CAD H19 SING N N 46 5L3 CAA H20 SING N N 47 5L3 CAF H21 SING N N 48 5L3 CAF H22 SING N N 49 5L3 CAE H23 SING N N 50 5L3 NAM H24 SING N N 51 5L3 NAM H25 SING N N 52 5L3 CAA H14 SING N N 53 # # 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 5L3 SMILES ACDLabs 12.01 "C1(C(OC(C)=O)C(O)C(C(CO)O1)O)S(=O)(=O)N2CCC(CC2)OS(=O)(=O)N" 5L3 InChI InChI 1.03 "InChI=1S/C13H24N2O11S2/c1-7(17)24-12-11(19)10(18)9(6-16)25-13(12)27(20,21)15-4-2-8(3-5-15)26-28(14,22)23/h8-13,16,18-19H,2-6H2,1H3,(H2,14,22,23)/t9-,10+,11-,12-,13-/m1/s1" 5L3 InChIKey InChI 1.03 YXPKUHUEEVWRKJ-NZEXEKPDSA-N 5L3 SMILES_CANONICAL CACTVS 3.385 "CC(=O)O[C@@H]1[C@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1[S](=O)(=O)N2CC[C@@H](CC2)O[S](N)(=O)=O" 5L3 SMILES CACTVS 3.385 "CC(=O)O[CH]1[CH](O)[CH](O)[CH](CO)O[CH]1[S](=O)(=O)N2CC[CH](CC2)O[S](N)(=O)=O" 5L3 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(=O)O[C@@H]1[C@@H]([C@H]([C@H](O[C@@H]1S(=O)(=O)N2CCC(CC2)OS(=O)(=O)N)CO)O)O" 5L3 SMILES "OpenEye OEToolkits" 1.9.2 "CC(=O)OC1C(C(C(OC1S(=O)(=O)N2CCC(CC2)OS(=O)(=O)N)CO)O)O" # # 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 5L3 "SYSTEMATIC NAME" ACDLabs 12.01 "(6R)-5-O-acetyl-2,6-anhydro-6-{[4-(sulfamoyloxy)piperidin-1-yl]sulfonyl}-L-glucitol" 5L3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(2R,3R,4R,5R,6R)-6-(hydroxymethyl)-4,5-bis(oxidanyl)-2-(4-sulfamoyloxypiperidin-1-yl)sulfonyl-oxan-3-yl] ethanoate" # # loop_ _pdbx_chem_comp_feature.comp_id _pdbx_chem_comp_feature.type _pdbx_chem_comp_feature.value _pdbx_chem_comp_feature.source _pdbx_chem_comp_feature.support 5L3 "CARBOHYDRATE ISOMER" D PDB ? 5L3 "CARBOHYDRATE RING" pyranose PDB ? 5L3 "CARBOHYDRATE ANOMER" alpha PDB ? 5L3 "CARBOHYDRATE PRIMARY CARBONYL GROUP" aldose PDB ? # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5L3 "Create component" 2015-10-16 RCSB 5L3 "Initial release" 2015-10-28 RCSB 5L3 "Other modification" 2020-07-03 RCSB 5L3 "Modify internal type" 2020-07-17 RCSB 5L3 "Modify linking type" 2020-07-17 RCSB 5L3 "Modify atom id" 2020-07-17 RCSB 5L3 "Modify component atom id" 2020-07-17 RCSB 5L3 "Modify leaving atom flag" 2020-07-17 RCSB ##