data_S13 # _chem_comp.id S13 _chem_comp.name "(3S,5R,7R,8S,9S,10R)-7-(hydroxymethyl)-3-(4-methylphenyl)-1,6-dioxa-2-azaspiro[4.5]decane-8,9,10-triol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H21 N O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(1R)-3'-(4-methylphenyl)-spiro[1,5-anhydro-D-glucitol-1,5'-isoxazoline]" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-09-04 _chem_comp.pdbx_modified_date 2021-03-13 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 311.330 _chem_comp.one_letter_code ? _chem_comp.three_letter_code S13 _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 2QRQ _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 S13 C10 C10 C 0 1 Y N N 36.183 24.382 30.588 3.631 1.327 0.636 C10 S13 1 S13 C11 C11 C 0 1 Y N N 36.872 24.834 31.718 4.983 1.052 0.712 C11 S13 2 S13 C12 C12 C 0 1 Y N N 36.169 25.170 32.876 5.493 -0.083 0.109 C12 S13 3 S13 C15 C15 C 0 1 N N N 36.919 25.670 34.118 6.968 -0.382 0.192 C15 S13 4 S13 C13 C13 C 0 1 Y N N 34.784 25.040 32.914 4.650 -0.943 -0.570 C13 S13 5 S13 C14 C14 C 0 1 Y N N 34.097 24.590 31.784 3.297 -0.668 -0.646 C14 S13 6 S13 C9 C9 C 0 1 Y N N 34.793 24.251 30.621 2.788 0.467 -0.043 C9 S13 7 S13 C8 C8 C 0 1 N N S 34.092 23.818 29.492 1.313 0.767 -0.126 C8 S13 8 S13 C7 C7 C 0 1 N N N 34.673 23.114 28.265 0.517 -0.115 0.873 C7 S13 9 S13 N1 N1 N 0 1 N N N 32.788 23.984 29.290 0.771 0.363 -1.444 N1 S13 10 S13 O7 O7 O 0 1 N N N 32.357 23.460 28.026 -0.557 -0.225 -1.231 O7 S13 11 S13 C1 C1 C 0 1 N N R 33.433 22.682 27.482 -0.858 -0.193 0.175 C1 S13 12 S13 O5 O5 O 0 1 N N N 33.185 21.279 27.717 -1.632 0.956 0.497 O5 S13 13 S13 C5 C5 C 0 1 N N R 31.999 20.772 27.042 -2.919 0.990 -0.127 C5 S13 14 S13 C6 C6 C 0 1 N N N 31.859 19.310 27.469 -3.654 2.265 0.289 C6 S13 15 S13 O6 O6 O 0 1 N N N 32.930 18.545 26.910 -2.957 3.405 -0.218 O6 S13 16 S13 C4 C4 C 0 1 N N S 32.142 20.937 25.518 -3.728 -0.233 0.311 C4 S13 17 S13 O4 O4 O 0 1 N N N 30.964 20.461 24.843 -4.997 -0.225 -0.347 O4 S13 18 S13 C3 C3 C 0 1 N N S 32.409 22.407 25.153 -2.964 -1.506 -0.065 C3 S13 19 S13 O3 O3 O 0 1 N N N 32.689 22.511 23.753 -3.684 -2.650 0.397 O3 S13 20 S13 C2 C2 C 0 1 N N R 33.595 22.967 25.967 -1.581 -1.470 0.595 C2 S13 21 S13 O2 O2 O 0 1 N N N 33.722 24.374 25.739 -0.823 -2.607 0.177 O2 S13 22 S13 H10 H10 H 0 1 N N N 36.727 24.134 29.688 3.232 2.211 1.111 H10 S13 23 S13 H11 H11 H 0 1 N N N 37.948 24.923 31.695 5.642 1.724 1.242 H11 S13 24 S13 H151 1H15 H 0 0 N N N 37.986 25.790 33.879 7.167 -0.985 1.078 H151 S13 25 S13 H152 2H15 H 0 0 N N N 36.503 26.639 34.432 7.278 -0.930 -0.698 H152 S13 26 S13 H153 3H15 H 0 0 N N N 36.806 24.940 34.933 7.525 0.553 0.255 H153 S13 27 S13 H13 H13 H 0 1 N N N 34.242 25.286 33.815 5.048 -1.829 -1.040 H13 S13 28 S13 H14 H14 H 0 1 N N N 33.021 24.504 31.810 2.639 -1.340 -1.176 H14 S13 29 S13 H8 H8 H 0 1 N N N 34.702 23.976 30.394 1.126 1.824 0.060 H8 S13 30 S13 H71 1H7 H 0 1 N N N 35.291 22.250 28.550 0.966 -1.104 0.967 H71 S13 31 S13 H72 2H7 H 0 1 N N N 35.343 23.761 27.680 0.437 0.370 1.846 H72 S13 32 S13 HN1 HN1 H 0 1 N N N 32.586 24.963 29.313 1.386 -0.292 -1.903 HN1 S13 33 S13 H5 H5 H 0 1 N N N 31.091 21.329 27.317 -2.797 0.978 -1.210 H5 S13 34 S13 H61 1H6 H 0 1 N N N 30.898 18.913 27.109 -4.667 2.249 -0.114 H61 S13 35 S13 H62 2H6 H 0 1 N N N 31.895 19.244 28.566 -3.698 2.321 1.377 H62 S13 36 S13 HO6 HO6 H 0 1 N N N 32.753 18.375 25.992 -3.368 4.251 0.008 HO6 S13 37 S13 H4 H4 H 0 1 N N N 33.001 20.334 25.188 -3.878 -0.203 1.390 H4 S13 38 S13 HO4 HO4 H 0 1 N N N 30.259 20.356 25.471 -5.535 0.556 -0.156 HO4 S13 39 S13 H3 H3 H 0 1 N N N 31.513 22.997 25.395 -2.851 -1.557 -1.148 H3 S13 40 S13 HO3 HO3 H 0 1 N N N 31.873 22.534 23.267 -4.574 -2.732 0.026 HO3 S13 41 S13 H2 H2 H 0 1 N N N 34.509 22.458 25.628 -1.694 -1.484 1.679 H2 S13 42 S13 HO2 HO2 H 0 1 N N N 33.750 24.829 26.572 -1.227 -3.455 0.408 HO2 S13 43 # # 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 S13 O3 C3 SING N N 1 S13 O4 C4 SING N N 2 S13 C3 C4 SING N N 3 S13 C3 C2 SING N N 4 S13 C4 C5 SING N N 5 S13 O2 C2 SING N N 6 S13 C2 C1 SING N N 7 S13 O6 C6 SING N N 8 S13 C5 C6 SING N N 9 S13 C5 O5 SING N N 10 S13 C1 O5 SING N N 11 S13 C1 O7 SING N N 12 S13 C1 C7 SING N N 13 S13 O7 N1 SING N N 14 S13 C7 C8 SING N N 15 S13 N1 C8 SING N N 16 S13 C8 C9 SING N N 17 S13 C10 C9 DOUB Y N 18 S13 C10 C11 SING Y N 19 S13 C9 C14 SING Y N 20 S13 C11 C12 DOUB Y N 21 S13 C14 C13 DOUB Y N 22 S13 C12 C13 SING Y N 23 S13 C12 C15 SING N N 24 S13 C10 H10 SING N N 25 S13 C11 H11 SING N N 26 S13 C15 H151 SING N N 27 S13 C15 H152 SING N N 28 S13 C15 H153 SING N N 29 S13 C13 H13 SING N N 30 S13 C14 H14 SING N N 31 S13 C8 H8 SING N N 32 S13 C7 H71 SING N N 33 S13 C7 H72 SING N N 34 S13 N1 HN1 SING N N 35 S13 C5 H5 SING N N 36 S13 C6 H61 SING N N 37 S13 C6 H62 SING N N 38 S13 O6 HO6 SING N N 39 S13 C4 H4 SING N N 40 S13 O4 HO4 SING N N 41 S13 C3 H3 SING N N 42 S13 O3 HO3 SING N N 43 S13 C2 H2 SING N N 44 S13 O2 HO2 SING N N 45 # # 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 S13 SMILES ACDLabs 10.04 "O1C(C(O)C(O)C(O)C13ONC(c2ccc(cc2)C)C3)CO" S13 SMILES_CANONICAL CACTVS 3.341 "Cc1ccc(cc1)[C@@H]2C[C@]3(ON2)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O" S13 SMILES CACTVS 3.341 "Cc1ccc(cc1)[CH]2C[C]3(ON2)O[CH](CO)[CH](O)[CH](O)[CH]3O" S13 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1ccc(cc1)C2C[C@]3([C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)ON2" S13 SMILES "OpenEye OEToolkits" 1.5.0 "Cc1ccc(cc1)C2CC3(C(C(C(C(O3)CO)O)O)O)ON2" S13 InChI InChI 1.03 "InChI=1S/C15H21NO6/c1-8-2-4-9(5-3-8)10-6-15(22-16-10)14(20)13(19)12(18)11(7-17)21-15/h2-5,10-14,16-20H,6-7H2,1H3/t10-,11+,12+,13-,14+,15+/m0/s1" S13 InChIKey InChI 1.03 HRCKGDOSPBFICB-MZHQWRCYSA-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 S13 "SYSTEMATIC NAME" ACDLabs 10.04 "(3S,5R,7R,8S,9S,10R)-7-(hydroxymethyl)-3-(4-methylphenyl)-1,6-dioxa-2-azaspiro[4.5]decane-8,9,10-triol" S13 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(5R,6R,7S,8S,9R)-9-(hydroxymethyl)-3-(4-methylphenyl)-1,10-dioxa-2-azaspiro[4.5]decane-6,7,8-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 S13 "Create component" 2007-09-04 EBI S13 "Modify aromatic_flag" 2011-06-04 RCSB S13 "Modify descriptor" 2011-06-04 RCSB S13 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id S13 _pdbx_chem_comp_synonyms.name "(1R)-3'-(4-methylphenyl)-spiro[1,5-anhydro-D-glucitol-1,5'-isoxazoline]" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##