data_GS9 # _chem_comp.id GS9 _chem_comp.name "naphthalen-2-yl 1-thio-beta-D-galactopyranoside" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C16 H18 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "naphthalen-2-yl 1-thio-beta-D-galactoside; naphthalen-2-yl 1-thio-D-galactoside; naphthalen-2-yl 1-thio-galactoside" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-11-08 _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 322.376 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GS9 _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 4A6S _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 GS9 "naphthalen-2-yl 1-thio-beta-D-galactoside" PDB ? 2 GS9 "naphthalen-2-yl 1-thio-D-galactoside" PDB ? 3 GS9 "naphthalen-2-yl 1-thio-galactoside" PDB ? # # 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 GS9 C1 C1 C 0 1 N N S -16.647 1.862 -3.226 -1.424 0.680 0.260 C1 GS9 1 GS9 O5 O5 O 0 1 N N N -16.875 1.542 -1.846 -1.473 -0.613 -0.346 O5 GS9 2 GS9 S1 S1 S 0 1 N N N -17.964 2.994 -3.768 -0.149 1.681 -0.554 S1 GS9 3 GS9 C2 C2 C 0 1 N N R -15.238 2.463 -3.374 -2.784 1.365 0.109 C2 GS9 4 GS9 O2 O2 O 0 1 N N N -14.942 2.952 -4.683 -2.756 2.634 0.765 O2 GS9 5 GS9 C3 C3 C 0 1 N N S -14.269 1.360 -3.017 -3.864 0.484 0.746 C3 GS9 6 GS9 O3 O3 O 0 1 N N N -12.936 1.820 -3.155 -5.147 1.080 0.546 O3 GS9 7 GS9 C4 C4 C 0 1 N N R -14.480 1.078 -1.545 -3.833 -0.899 0.088 C4 GS9 8 GS9 O4 O4 O 0 1 N N N -14.215 2.258 -0.818 -4.152 -0.775 -1.300 O4 GS9 9 GS9 C5 C5 C 0 1 N N R -15.918 0.619 -1.280 -2.431 -1.497 0.239 C5 GS9 10 GS9 C80 C80 C 0 1 Y N N -20.335 2.470 -4.821 1.286 -0.334 0.626 C80 GS9 11 GS9 O6 O6 O 0 1 N N N -17.513 0.083 0.381 -1.105 -3.462 -0.230 O6 GS9 12 GS9 C6 C6 C 0 1 N N N -16.163 0.473 0.204 -2.375 -2.852 -0.468 C6 GS9 13 GS9 C90 C90 C 0 1 Y N N -21.475 1.700 -5.174 2.419 -1.012 0.948 C90 GS9 14 GS9 C7 C7 C 0 1 Y N N -19.223 1.977 -4.105 1.340 0.828 -0.155 C7 GS9 15 GS9 C8 C8 C 0 1 Y N N -19.248 0.598 -3.738 2.547 1.310 -0.615 C8 GS9 16 GS9 C9 C9 C 0 1 Y N N -20.356 -0.226 -4.063 3.731 0.627 -0.295 C9 GS9 17 GS9 C14 C14 C 0 1 Y N N -21.517 0.352 -4.816 3.667 -0.548 0.496 C14 GS9 18 GS9 C13 C13 C 0 1 Y N N -22.610 -0.475 -5.138 4.854 -1.229 0.814 C13 GS9 19 GS9 C12 C12 C 0 1 Y N N -22.610 -1.824 -4.749 6.046 -0.754 0.360 C12 GS9 20 GS9 C11 C11 C 0 1 Y N N -21.525 -2.375 -4.041 6.109 0.400 -0.418 C11 GS9 21 GS9 C10 C10 C 0 1 Y N N -20.415 -1.587 -3.704 4.981 1.087 -0.746 C10 GS9 22 GS9 H1 H1 H 0 1 N N N -16.731 0.965 -3.857 -1.184 0.576 1.318 H1 GS9 23 GS9 H2 H2 H 0 1 N N N -15.131 3.276 -2.641 -3.006 1.506 -0.948 H2 GS9 24 GS9 H5 H5 H 0 1 N N N -16.050 -0.367 -1.748 -2.205 -1.629 1.297 H5 GS9 25 GS9 HO2 HA H 0 1 N Y N -14.060 3.306 -4.698 -2.090 3.242 0.416 HO2 GS9 26 GS9 H3 H3 H 0 1 N N N -14.463 0.460 -3.618 -3.671 0.385 1.814 H3 GS9 27 GS9 H4 H4 H 0 1 N N N -13.793 0.277 -1.235 -4.561 -1.549 0.572 H4 GS9 28 GS9 HO4 HB H 0 1 N Y N -14.344 2.095 0.109 -5.025 -0.397 -1.470 HO4 GS9 29 GS9 H80 H80 H 0 1 N N N -20.318 3.507 -5.122 0.330 -0.698 0.973 H80 GS9 30 GS9 H90 H90 H 0 1 N N N -22.296 2.151 -5.711 2.360 -1.906 1.551 H90 GS9 31 GS9 H61 H61C H 0 1 N N N -15.494 -0.294 0.621 -3.166 -3.496 -0.082 H61 GS9 32 GS9 H62 H62C H 0 1 N N N -15.981 1.433 0.710 -2.514 -2.709 -1.540 H62 GS9 33 GS9 HO6 HC H 0 1 N Y N -17.695 -0.016 1.308 -0.999 -4.326 -0.650 HO6 GS9 34 GS9 H8 H8 H 0 1 N N N -18.410 0.175 -3.204 2.581 2.206 -1.217 H8 GS9 35 GS9 H10 H10 H 0 1 N N N -19.593 -2.030 -3.161 5.045 1.980 -1.349 H10 GS9 36 GS9 H11 H11 H 0 1 N N N -21.548 -3.416 -3.754 7.068 0.756 -0.765 H11 GS9 37 GS9 H12 H12 H 0 1 N N N -23.455 -2.449 -4.997 6.956 -1.280 0.607 H12 GS9 38 GS9 HO3 HD H 0 1 N Y N -12.334 1.121 -2.929 -5.235 1.962 0.932 HO3 GS9 39 GS9 H13 H13 H 0 1 N N N -23.449 -0.071 -5.685 4.820 -2.125 1.416 H13 GS9 40 # # 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 GS9 C1 O5 SING N N 1 GS9 C1 S1 SING N N 2 GS9 C1 C2 SING N N 3 GS9 O5 C5 SING N N 4 GS9 S1 C7 SING N N 5 GS9 C2 O2 SING N N 6 GS9 C2 C3 SING N N 7 GS9 C3 O3 SING N N 8 GS9 C3 C4 SING N N 9 GS9 C4 O4 SING N N 10 GS9 C4 C5 SING N N 11 GS9 C80 C90 DOUB Y N 12 GS9 C80 C7 SING Y N 13 GS9 C5 C6 SING N N 14 GS9 C90 C14 SING Y N 15 GS9 C13 C14 SING Y N 16 GS9 O6 C6 SING N N 17 GS9 C7 C8 DOUB Y N 18 GS9 C8 C9 SING Y N 19 GS9 C9 C10 SING Y N 20 GS9 C9 C14 DOUB Y N 21 GS9 C10 C11 DOUB Y N 22 GS9 C11 C12 SING Y N 23 GS9 C12 C13 DOUB Y N 24 GS9 C1 H1 SING N N 25 GS9 C2 H2 SING N N 26 GS9 C5 H5 SING N N 27 GS9 O3 HO3 SING N N 28 GS9 O2 HO2 SING N N 29 GS9 C3 H3 SING N N 30 GS9 C4 H4 SING N N 31 GS9 O4 HO4 SING N N 32 GS9 C80 H80 SING N N 33 GS9 C90 H90 SING N N 34 GS9 C6 H61 SING N N 35 GS9 C6 H62 SING N N 36 GS9 O6 HO6 SING N N 37 GS9 C8 H8 SING N N 38 GS9 C10 H10 SING N N 39 GS9 C11 H11 SING N N 40 GS9 C12 H12 SING N N 41 GS9 C13 H13 SING N N 42 # # 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 GS9 SMILES ACDLabs 12.01 "S(c1ccc2c(c1)cccc2)C3OC(C(O)C(O)C3O)CO" GS9 InChI InChI 1.03 "InChI=1S/C16H18O5S/c17-8-12-13(18)14(19)15(20)16(21-12)22-11-6-5-9-3-1-2-4-10(9)7-11/h1-7,12-20H,8H2/t12-,13+,14+,15-,16+/m1/s1" GS9 InChIKey InChI 1.03 UTPJJZURVZIAID-CWVYHPPDSA-N GS9 SMILES_CANONICAL CACTVS 3.385 "OC[C@H]1O[C@@H](Sc2ccc3ccccc3c2)[C@H](O)[C@@H](O)[C@H]1O" GS9 SMILES CACTVS 3.385 "OC[CH]1O[CH](Sc2ccc3ccccc3c2)[CH](O)[CH](O)[CH]1O" GS9 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc2cc(ccc2c1)S[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)O" GS9 SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc2cc(ccc2c1)SC3C(C(C(C(O3)CO)O)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 GS9 "SYSTEMATIC NAME" ACDLabs 12.01 "naphthalen-2-yl 1-thio-beta-D-galactopyranoside" GS9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-naphthalen-2-ylsulfanyl-oxane-3,4,5-triol" # # 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 GS9 "CARBOHYDRATE ISOMER" D PDB ? GS9 "CARBOHYDRATE RING" pyranose PDB ? GS9 "CARBOHYDRATE ANOMER" beta PDB ? GS9 "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 GS9 "Create component" 2011-11-08 EBI GS9 "Modify atom id" 2011-12-01 EBI GS9 "Initial release" 2012-10-12 RCSB GS9 "Modify descriptor" 2014-09-05 RCSB GS9 "Other modification" 2020-07-03 RCSB GS9 "Modify name" 2020-07-17 RCSB GS9 "Modify synonyms" 2020-07-17 RCSB GS9 "Modify internal type" 2020-07-17 RCSB GS9 "Modify linking type" 2020-07-17 RCSB GS9 "Modify atom id" 2020-07-17 RCSB GS9 "Modify component atom id" 2020-07-17 RCSB GS9 "Modify leaving atom flag" 2020-07-17 RCSB ##