data_OTG # _chem_comp.id OTG _chem_comp.name "2-deoxy-2-{[(2-methylphenyl)carbonyl]amino}-alpha-D-glucopyranose" _chem_comp.type "D-saccharide, alpha linking" _chem_comp.pdbx_type ATOMS _chem_comp.formula "C14 H19 N O6" _chem_comp.mon_nstd_parent_comp_id PA1 _chem_comp.pdbx_synonyms ;ORTHO-TOLUOYLGLUCOSAMINE; N-[(2-methylphenyl)carbonyl]-alpha-D-glucosamine; 2-deoxy-2-{[(2-methylphenyl)carbonyl]amino}-alpha-D-glucose; 2-deoxy-2-{[(2-methylphenyl)carbonyl]amino}-D-glucose; 2-deoxy-2-{[(2-methylphenyl)carbonyl]amino}-glucose ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _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 297.304 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OTG _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 2YHX _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 OTG ORTHO-TOLUOYLGLUCOSAMINE PDB ? 2 OTG "N-[(2-methylphenyl)carbonyl]-alpha-D-glucosamine" PDB ? 3 OTG "2-deoxy-2-{[(2-methylphenyl)carbonyl]amino}-alpha-D-glucose" PDB ? 4 OTG "2-deoxy-2-{[(2-methylphenyl)carbonyl]amino}-D-glucose" PDB ? 5 OTG "2-deoxy-2-{[(2-methylphenyl)carbonyl]amino}-glucose" 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 OTG C1 C1 C 0 1 N N S 61.996 -15.771 5.437 1.046 -0.470 -1.337 C1 OTG 1 OTG O1 O1 O 0 1 N Y N 62.208 -14.483 6.021 0.608 -1.828 -1.417 O1 OTG 2 OTG C2 C2 C 0 1 N N R 63.258 -16.632 5.624 -0.060 0.386 -0.719 C2 OTG 3 OTG N2 N2 N 0 1 N N N 63.548 -16.771 7.062 -0.350 -0.090 0.635 N2 OTG 4 OTG C3 C3 C 0 1 N N R 64.452 -15.956 4.923 -1.321 0.275 -1.583 C3 OTG 5 OTG O3 O3 O 0 1 N N N 65.578 -16.842 4.939 -2.317 1.184 -1.108 O3 OTG 6 OTG C4 C4 C 0 1 N N S 64.079 -15.629 3.466 -0.956 0.623 -3.030 C4 OTG 7 OTG O4 O4 O 0 1 N N N 65.116 -14.846 2.872 -2.079 0.381 -3.880 O4 OTG 8 OTG C5 C5 C 0 1 N N R 62.757 -14.840 3.437 0.218 -0.251 -3.474 C5 OTG 9 OTG O5 O5 O 0 1 N N N 61.722 -15.621 4.042 1.351 0.005 -2.646 O5 OTG 10 OTG C6 C6 C 0 1 N N N 62.378 -14.519 1.981 0.568 0.068 -4.929 C6 OTG 11 OTG O6 O6 O 0 1 N N N 62.173 -15.738 1.259 1.661 -0.752 -5.347 O6 OTG 12 OTG "C1'" "C1'" C 0 1 Y N N 63.804 -18.440 10.090 0.625 0.550 4.156 "C1'" OTG 13 OTG "C2'" "C2'" C 0 1 Y N N 64.377 -18.274 8.824 0.023 -0.059 3.054 "C2'" OTG 14 OTG "C3'" "C3'" C 0 1 Y N N 65.759 -18.113 8.708 -0.846 -1.133 3.248 "C3'" OTG 15 OTG "C4'" "C4'" C 0 1 Y N N 66.513 -17.784 9.840 -1.115 -1.577 4.526 "C4'" OTG 16 OTG "C5'" "C5'" C 0 1 Y N N 65.912 -17.833 11.103 -0.519 -0.965 5.614 "C5'" OTG 17 OTG "C6'" "C6'" C 0 1 Y N N 64.615 -18.340 11.227 0.348 0.095 5.429 "C6'" OTG 18 OTG "C7'" "C7'" C 0 1 N N N 62.281 -18.370 10.243 1.572 1.706 3.956 "C7'" OTG 19 OTG "C8'" "C8'" C 0 1 N N N 63.483 -17.962 7.635 0.316 0.422 1.687 "C8'" OTG 20 OTG "O8'" "O8'" O 0 1 N N N 62.884 -18.880 7.069 1.159 1.280 1.513 "O8'" OTG 21 OTG H1 H1 H 0 1 N N N 61.130 -16.268 5.934 1.939 -0.413 -0.714 H1 OTG 22 OTG HO1 HO1 H 0 1 N Y N 61.429 -13.951 5.905 1.332 -2.332 -1.810 HO1 OTG 23 OTG H2 H2 H 0 1 N N N 63.088 -17.640 5.178 0.262 1.426 -0.677 H2 OTG 24 OTG HN21 HN2 H 0 0 N N N 63.805 -16.008 7.688 -1.023 -0.775 0.774 HN21 OTG 25 OTG H3 H3 H 0 1 N N N 64.710 -15.013 5.459 -1.705 -0.743 -1.537 H3 OTG 26 OTG HO3 HO3 H 0 1 N Y N 66.314 -16.425 4.506 -3.084 1.085 -1.688 HO3 OTG 27 OTG H4 H4 H 0 1 N N N 63.956 -16.577 2.893 -0.672 1.673 -3.091 H4 OTG 28 OTG HO4 HO4 H 0 1 N Y N 64.885 -14.644 1.972 -1.803 0.608 -4.779 HO4 OTG 29 OTG H5 H5 H 0 1 N N N 62.881 -13.887 4.003 -0.059 -1.301 -3.390 H5 OTG 30 OTG H61 H61 H 0 1 N N N 61.497 -13.838 1.915 -0.296 -0.128 -5.562 H61 OTG 31 OTG H62 H62 H 0 1 N N N 63.128 -13.858 1.486 0.849 1.118 -5.012 H62 OTG 32 OTG HO6 HO6 H 0 1 N Y N 61.939 -15.539 0.359 1.848 -0.519 -6.267 HO6 OTG 33 OTG "H3'" "H3'" H 0 1 N N N 66.251 -18.244 7.729 -1.311 -1.612 2.399 "H3'" OTG 34 OTG "H4'" "H4'" H 0 1 N N N 67.570 -17.488 9.737 -1.792 -2.405 4.677 "H4'" OTG 35 OTG "H5'" "H5'" H 0 1 N N N 66.456 -17.475 11.993 -0.733 -1.317 6.613 "H5'" OTG 36 OTG "H6'" "H6'" H 0 1 N N N 64.235 -18.658 12.212 0.810 0.569 6.283 "H6'" OTG 37 OTG "H7'1" "H7'1" H 0 0 N N N 61.824 -18.502 11.251 2.567 1.325 3.729 "H7'1" OTG 38 OTG "H7'2" "H7'2" H 0 0 N N N 61.924 -17.404 9.814 1.221 2.323 3.129 "H7'2" OTG 39 OTG "H7'3" "H7'3" H 0 0 N N N 61.818 -19.105 9.543 1.610 2.305 4.866 "H7'3" OTG 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 OTG C1 O1 SING N N 1 OTG C1 C2 SING N N 2 OTG C1 O5 SING N N 3 OTG C1 H1 SING N N 4 OTG O1 HO1 SING N N 5 OTG C2 N2 SING N N 6 OTG C2 C3 SING N N 7 OTG C2 H2 SING N N 8 OTG N2 "C8'" SING N N 9 OTG N2 HN21 SING N N 10 OTG C3 O3 SING N N 11 OTG C3 C4 SING N N 12 OTG C3 H3 SING N N 13 OTG O3 HO3 SING N N 14 OTG C4 O4 SING N N 15 OTG C4 C5 SING N N 16 OTG C4 H4 SING N N 17 OTG O4 HO4 SING N N 18 OTG C5 O5 SING N N 19 OTG C5 C6 SING N N 20 OTG C5 H5 SING N N 21 OTG C6 O6 SING N N 22 OTG C6 H61 SING N N 23 OTG C6 H62 SING N N 24 OTG O6 HO6 SING N N 25 OTG "C1'" "C2'" DOUB Y N 26 OTG "C1'" "C6'" SING Y N 27 OTG "C1'" "C7'" SING N N 28 OTG "C2'" "C3'" SING Y N 29 OTG "C2'" "C8'" SING N N 30 OTG "C3'" "C4'" DOUB Y N 31 OTG "C3'" "H3'" SING N N 32 OTG "C4'" "C5'" SING Y N 33 OTG "C4'" "H4'" SING N N 34 OTG "C5'" "C6'" DOUB Y N 35 OTG "C5'" "H5'" SING N N 36 OTG "C6'" "H6'" SING N N 37 OTG "C7'" "H7'1" SING N N 38 OTG "C7'" "H7'2" SING N N 39 OTG "C7'" "H7'3" SING N N 40 OTG "C8'" "O8'" DOUB N N 41 # # 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 OTG SMILES ACDLabs 10.04 "O=C(NC1C(O)C(O)C(OC1O)CO)c2ccccc2C" OTG SMILES_CANONICAL CACTVS 3.341 "Cc1ccccc1C(=O)N[C@H]2[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]2O" OTG SMILES CACTVS 3.341 "Cc1ccccc1C(=O)N[CH]2[CH](O)O[CH](CO)[CH](O)[CH]2O" OTG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1ccccc1C(=O)N[C@@H]2[C@H]([C@@H]([C@H](O[C@@H]2O)CO)O)O" OTG SMILES "OpenEye OEToolkits" 1.5.0 "Cc1ccccc1C(=O)NC2C(C(C(OC2O)CO)O)O" OTG InChI InChI 1.03 "InChI=1S/C14H19NO6/c1-7-4-2-3-5-8(7)13(19)15-10-12(18)11(17)9(6-16)21-14(10)20/h2-5,9-12,14,16-18,20H,6H2,1H3,(H,15,19)/t9-,10-,11-,12-,14+/m1/s1" OTG InChIKey InChI 1.03 ZWRASUMSHKKCJN-SKENRDBWSA-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 OTG "SYSTEMATIC NAME" ACDLabs 10.04 "2-deoxy-2-{[(2-methylphenyl)carbonyl]amino}-alpha-D-glucopyranose" OTG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-methyl-N-[(2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]benzamide" # _pdbx_chem_comp_related.comp_id OTG _pdbx_chem_comp_related.related_comp_id PA1 _pdbx_chem_comp_related.relationship_type "Carbohydrate core" _pdbx_chem_comp_related.details ? # # loop_ _pdbx_chem_comp_atom_related.ordinal _pdbx_chem_comp_atom_related.comp_id _pdbx_chem_comp_atom_related.atom_id _pdbx_chem_comp_atom_related.related_comp_id _pdbx_chem_comp_atom_related.related_atom_id _pdbx_chem_comp_atom_related.related_type 1 OTG C1 PA1 C1 "Carbohydrate core" 2 OTG C2 PA1 C2 "Carbohydrate core" 3 OTG C3 PA1 C3 "Carbohydrate core" 4 OTG C4 PA1 C4 "Carbohydrate core" 5 OTG C5 PA1 C5 "Carbohydrate core" 6 OTG C6 PA1 C6 "Carbohydrate core" 7 OTG N2 PA1 N2 "Carbohydrate core" 8 OTG O1 PA1 O1 "Carbohydrate core" 9 OTG O3 PA1 O3 "Carbohydrate core" 10 OTG O4 PA1 O4 "Carbohydrate core" 11 OTG O5 PA1 O5 "Carbohydrate core" 12 OTG O6 PA1 O6 "Carbohydrate core" 13 OTG H1 PA1 H1 "Carbohydrate core" 14 OTG H2 PA1 H2 "Carbohydrate core" 15 OTG H3 PA1 H3 "Carbohydrate core" 16 OTG H4 PA1 H4 "Carbohydrate core" 17 OTG H5 PA1 H5 "Carbohydrate core" 18 OTG H61 PA1 H61 "Carbohydrate core" 19 OTG H62 PA1 H62 "Carbohydrate core" 20 OTG HN21 PA1 HN21 "Carbohydrate core" 21 OTG HO1 PA1 HO1 "Carbohydrate core" 22 OTG HO3 PA1 HO3 "Carbohydrate core" 23 OTG HO4 PA1 HO4 "Carbohydrate core" 24 OTG HO6 PA1 HO6 "Carbohydrate core" # # 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 OTG "CARBOHYDRATE ISOMER" D PDB ? OTG "CARBOHYDRATE RING" pyranose PDB ? OTG "CARBOHYDRATE ANOMER" alpha PDB ? OTG "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 OTG "Create component" 1999-07-08 RCSB OTG "Modify descriptor" 2011-06-04 RCSB OTG "Other modification" 2020-07-03 RCSB OTG "Modify parent residue" 2020-07-17 RCSB OTG "Modify name" 2020-07-17 RCSB OTG "Modify synonyms" 2020-07-17 RCSB OTG "Modify internal type" 2020-07-17 RCSB OTG "Modify linking type" 2020-07-17 RCSB OTG "Modify atom id" 2020-07-17 RCSB OTG "Modify component atom id" 2020-07-17 RCSB OTG "Modify leaving atom flag" 2020-07-17 RCSB ##