data_OTN # _chem_comp.id OTN _chem_comp.name "2-nitrophenyl 1-thio-beta-D-galactopyranoside" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C12 H15 N O7 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-(2-nitrophenyl)sulfanyl-oxane-3,4,5-triol; 2-nitrophenyl 1-thio-beta-D-galactoside; 2-nitrophenyl 1-thio-D-galactoside; 2-nitrophenyl 1-thio-galactoside ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-02-19 _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 317.315 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OTN _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 4OZO _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # 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 OTN "(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-(2-nitrophenyl)sulfanyl-oxane-3,4,5-triol" PDB ? 2 OTN "2-nitrophenyl 1-thio-beta-D-galactoside" PDB ? 3 OTN "2-nitrophenyl 1-thio-D-galactoside" PDB ? 4 OTN "2-nitrophenyl 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 OTN "O2'" "O2'" O -1 1 N N N 29.818 -32.047 1.168 -4.878 -1.343 -0.914 "O2'" OTN 1 OTN "N1'" "N1'" N 1 1 N N N 29.027 -32.134 2.386 -3.694 -1.214 -0.657 "N1'" OTN 2 OTN "O3'" "O3'" O 0 1 N N N 28.915 -33.324 3.024 -2.911 -2.105 -0.931 "O3'" OTN 3 OTN "C2'" "C2'" C 0 1 Y N N 28.460 -30.998 2.833 -3.207 0.028 -0.015 "C2'" OTN 4 OTN "C3'" "C3'" C 0 1 Y N N 28.614 -29.845 2.068 -4.095 1.039 0.296 "C3'" OTN 5 OTN "C4'" "C4'" C 0 1 Y N N 28.056 -28.642 2.466 -3.641 2.200 0.895 "C4'" OTN 6 OTN "C5'" "C5'" C 0 1 Y N N 27.317 -28.589 3.635 -2.297 2.353 1.184 "C5'" OTN 7 OTN "C6'" "C6'" C 0 1 Y N N 27.145 -29.742 4.390 -1.404 1.346 0.876 "C6'" OTN 8 OTN "C1'" "C1'" C 0 1 Y N N 27.684 -30.962 3.997 -1.857 0.176 0.279 "C1'" OTN 9 OTN S01 S01 S 0 1 N N N 27.420 -32.324 5.061 -0.722 -1.115 -0.110 S01 OTN 10 OTN C1 C1 C 0 1 N N S 26.113 -31.721 6.122 0.865 -0.446 0.458 C1 OTN 11 OTN O5 O5 O 0 1 N N N 26.564 -30.803 7.179 1.207 0.700 -0.323 O5 OTN 12 OTN C5 C5 C 0 1 N N R 25.443 -30.396 7.977 2.435 1.323 0.061 C5 OTN 13 OTN C6 C6 C 0 1 N N N 25.950 -29.429 9.048 2.683 2.548 -0.821 C6 OTN 14 OTN O6 O6 O 0 1 N N N 26.544 -28.293 8.417 1.670 3.526 -0.575 O6 OTN 15 OTN C4 C4 C 0 1 N N R 24.782 -31.607 8.647 3.586 0.328 -0.112 C4 OTN 16 OTN O4 O4 O 0 1 N N N 25.723 -32.294 9.478 3.699 -0.037 -1.489 O4 OTN 17 OTN C3 C3 C 0 1 N N S 24.334 -32.531 7.551 3.301 -0.921 0.727 C3 OTN 18 OTN O3 O3 O 0 1 N N N 23.666 -33.716 8.074 4.334 -1.885 0.515 O3 OTN 19 OTN C2 C2 C 0 1 N N R 25.561 -32.945 6.760 1.953 -1.512 0.302 C2 OTN 20 OTN O2 O2 O 0 1 N N N 25.085 -33.805 5.745 1.643 -2.636 1.128 O2 OTN 21 OTN H1A H1 H 0 1 N N N 29.178 -29.890 1.148 -5.145 0.923 0.072 H1A OTN 22 OTN H2A H2 H 0 1 N N N 28.196 -27.753 1.869 -4.338 2.989 1.137 H2A OTN 23 OTN H3A H3 H 0 1 N N N 26.877 -27.657 3.958 -1.946 3.261 1.651 H3A OTN 24 OTN H4A H4 H 0 1 N N N 26.577 -29.690 5.307 -0.355 1.467 1.101 H4A OTN 25 OTN H1 H5 H 0 1 N N N 25.362 -31.243 5.475 0.785 -0.161 1.507 H1 OTN 26 OTN H5 H6 H 0 1 N N N 24.697 -29.881 7.354 2.375 1.632 1.104 H5 OTN 27 OTN H61 H7 H 0 1 N N N 25.108 -29.102 9.676 3.660 2.971 -0.589 H61 OTN 28 OTN H62 H8 H 0 1 N N N 26.699 -29.935 9.674 2.655 2.253 -1.870 H62 OTN 29 OTN HO6 H9 H 0 1 N Y N 26.860 -27.691 9.080 1.765 4.331 -1.101 HO6 OTN 30 OTN H4 H10 H 0 1 N N N 23.913 -31.272 9.232 4.517 0.787 0.221 H4 OTN 31 OTN HO4 H11 H 0 1 N Y N 26.012 -31.716 10.175 4.410 -0.666 -1.672 HO4 OTN 32 OTN H3 H12 H 0 1 N N N 23.650 -31.987 6.883 3.265 -0.651 1.783 H3 OTN 33 OTN HO3 H13 H 0 1 N Y N 22.898 -33.455 8.569 4.217 -2.704 1.017 HO3 OTN 34 OTN H2 H14 H 0 1 N N N 26.304 -33.429 7.411 2.007 -1.828 -0.740 H2 OTN 35 OTN HO2 H15 H 0 1 N Y N 24.729 -34.593 6.138 0.799 -3.058 0.917 HO2 OTN 36 # # 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 OTN "O2'" "N1'" SING N N 1 OTN "C3'" "C4'" DOUB Y N 2 OTN "C3'" "C2'" SING Y N 3 OTN "N1'" "C2'" SING N N 4 OTN "N1'" "O3'" DOUB N N 5 OTN "C4'" "C5'" SING Y N 6 OTN "C2'" "C1'" DOUB Y N 7 OTN "C5'" "C6'" DOUB Y N 8 OTN "C1'" "C6'" SING Y N 9 OTN "C1'" S01 SING N N 10 OTN S01 C1 SING N N 11 OTN O2 C2 SING N N 12 OTN C1 C2 SING N N 13 OTN C1 O5 SING N N 14 OTN C2 C3 SING N N 15 OTN O5 C5 SING N N 16 OTN C3 O3 SING N N 17 OTN C3 C4 SING N N 18 OTN C5 C4 SING N N 19 OTN C5 C6 SING N N 20 OTN O6 C6 SING N N 21 OTN C4 O4 SING N N 22 OTN "C3'" H1A SING N N 23 OTN "C4'" H2A SING N N 24 OTN "C5'" H3A SING N N 25 OTN "C6'" H4A SING N N 26 OTN C1 H1 SING N N 27 OTN C5 H5 SING N N 28 OTN C6 H61 SING N N 29 OTN C6 H62 SING N N 30 OTN O6 HO6 SING N N 31 OTN C4 H4 SING N N 32 OTN O4 HO4 SING N N 33 OTN C3 H3 SING N N 34 OTN O3 HO3 SING N N 35 OTN C2 H2 SING N N 36 OTN O2 HO2 SING N N 37 # # 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 OTN SMILES ACDLabs 12.01 "[O-][N+](=O)c2c(SC1OC(C(O)C(O)C1O)CO)cccc2" OTN InChI InChI 1.03 "InChI=1S/C12H15NO7S/c14-5-7-9(15)10(16)11(17)12(20-7)21-8-4-2-1-3-6(8)13(18)19/h1-4,7,9-12,14-17H,5H2/t7-,9+,10+,11-,12+/m1/s1" OTN InChIKey InChI 1.03 SZAOZNVCHHBUDZ-RUXWNWLUSA-N OTN SMILES_CANONICAL CACTVS 3.385 "OC[C@H]1O[C@@H](Sc2ccccc2[N+]([O-])=O)[C@H](O)[C@@H](O)[C@H]1O" OTN SMILES CACTVS 3.385 "OC[CH]1O[CH](Sc2ccccc2[N+]([O-])=O)[CH](O)[CH](O)[CH]1O" OTN SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(c(c1)[N+](=O)[O-])S[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O" OTN SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc(c(c1)[N+](=O)[O-])SC2C(C(C(C(O2)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 OTN "SYSTEMATIC NAME" ACDLabs 12.01 "2-nitrophenyl 1-thio-beta-D-galactopyranoside" OTN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-(2-nitrophenyl)sulfanyl-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 OTN "CARBOHYDRATE ISOMER" D PDB ? OTN "CARBOHYDRATE RING" pyranose PDB ? OTN "CARBOHYDRATE ANOMER" beta PDB ? OTN "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 OTN "Create component" 2014-02-19 RCSB OTN "Initial release" 2014-03-05 RCSB OTN "Modify descriptor" 2014-09-05 RCSB OTN "Other modification" 2020-07-03 RCSB OTN "Modify name" 2020-07-17 RCSB OTN "Modify synonyms" 2020-07-17 RCSB OTN "Modify internal type" 2020-07-17 RCSB OTN "Modify linking type" 2020-07-17 RCSB OTN "Modify atom id" 2020-07-17 RCSB OTN "Modify component atom id" 2020-07-17 RCSB OTN "Modify leaving atom flag" 2020-07-17 RCSB ##