data_LKS # _chem_comp.id LKS _chem_comp.name "N-[(1Z)-2-phenylethanimidoyl]-5-thio-alpha-D-mannopyranosylamine" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C14 H20 N2 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;N-(1-IMINIO-2-PHENYLETHYL)-5-THIOHEXOPYRANOSYLAMINE BROMIDE; 2-C-PHENYL-N-(5-THIO-A/B-D-MANNOPYRANOSYL)ACETAMIDINIUM; N-[(1Z)-2-phenylethanimidoyl]-5-thio-alpha-D-mannosylamine; N-[(1Z)-2-phenylethanimidoyl]-5-thio-D-mannosylamine; N-[(1Z)-2-phenylethanimidoyl]-5-thio-mannosylamine ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-10-08 _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 312.385 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LKS _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1R34 _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 LKS "N-(1-IMINIO-2-PHENYLETHYL)-5-THIOHEXOPYRANOSYLAMINE BROMIDE" PDB ? 2 LKS "2-C-PHENYL-N-(5-THIO-A/B-D-MANNOPYRANOSYL)ACETAMIDINIUM" PDB ? 3 LKS "N-[(1Z)-2-phenylethanimidoyl]-5-thio-alpha-D-mannosylamine" PDB ? 4 LKS "N-[(1Z)-2-phenylethanimidoyl]-5-thio-D-mannosylamine" PDB ? 5 LKS "N-[(1Z)-2-phenylethanimidoyl]-5-thio-mannosylamine" 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 LKS C5 C5 C 0 1 N N R 29.937 66.929 7.304 -0.884 -1.487 1.332 C5 LKS 1 LKS S1 S1 S 0 1 N N N 29.448 66.070 8.722 -0.875 -2.920 0.201 S1 LKS 2 LKS C1 C1 C 0 1 N N S 30.661 65.098 9.062 0.880 -3.402 0.294 C1 LKS 3 LKS N1 N1 N 0 1 N N N 30.564 64.920 10.519 1.172 -4.044 1.555 N1 LKS 4 LKS C2 C2 C 0 1 N N S 32.223 65.736 9.089 1.826 -2.224 0.059 C2 LKS 5 LKS O2 O2 O 0 1 N N N 33.252 65.142 9.726 1.673 -1.789 -1.296 O2 LKS 6 LKS C3 C3 C 0 1 N N S 32.418 66.626 7.759 1.615 -1.047 1.017 C3 LKS 7 LKS O3 O3 O 0 1 N N N 33.614 66.107 7.096 2.537 -0.008 0.674 O3 LKS 8 LKS C4 C4 C 0 1 N N S 31.328 66.518 6.752 0.200 -0.460 0.976 C4 LKS 9 LKS O4 O4 O 0 1 N N N 31.558 67.372 5.591 0.136 0.596 1.943 O4 LKS 10 LKS C6 C6 C 0 1 N N N 28.797 66.804 6.362 -2.283 -0.866 1.294 C6 LKS 11 LKS O6 O6 O 0 1 N N N 27.618 67.155 6.999 -3.225 -1.869 1.621 O6 LKS 12 LKS C7 C7 C 0 1 N N N 29.909 63.964 11.153 2.074 -5.072 1.731 C7 LKS 13 LKS C8 C8 C 0 1 N N N 29.546 63.432 12.548 2.234 -5.597 3.148 C8 LKS 14 LKS C9 C9 C 0 1 Y N N 28.211 64.049 12.985 3.337 -4.880 3.883 C9 LKS 15 LKS C10 C10 C 0 1 Y N N 27.100 63.166 13.436 4.631 -5.376 3.822 C10 LKS 16 LKS C11 C11 C 0 1 Y N N 25.800 63.732 13.842 5.652 -4.712 4.502 C11 LKS 17 LKS C14 C14 C 0 1 Y N N 27.980 65.549 12.954 3.041 -3.735 4.609 C14 LKS 18 LKS C13 C13 C 0 1 Y N N 26.692 66.134 13.358 4.062 -3.072 5.289 C13 LKS 19 LKS C12 C12 C 0 1 Y N N 25.599 65.234 13.801 5.368 -3.560 5.236 C12 LKS 20 LKS N2 N2 N 0 1 N N N 29.406 63.234 10.361 2.807 -5.626 0.814 N2 LKS 21 LKS H5 H5 H 0 1 N N N 30.134 68.005 7.520 -0.726 -1.854 2.353 H5 LKS 22 LKS H1 H1 H 0 1 N N N 30.569 64.278 8.313 1.027 -4.140 -0.502 H1 LKS 23 LKS HN1 HN1 H 0 1 N N N 30.211 65.802 10.891 0.665 -3.689 2.360 HN1 LKS 24 LKS H2 H2 H 0 1 N N N 32.324 66.387 9.989 2.867 -2.560 0.144 H2 LKS 25 LKS HO2 HO2 H 0 1 N N N 34.131 65.501 9.741 2.339 -2.267 -1.810 HO2 LKS 26 LKS H3 H3 H 0 1 N N N 32.457 67.690 8.090 1.861 -1.345 2.043 H3 LKS 27 LKS HO3 HO3 H 0 1 N N N 33.729 66.632 6.312 3.094 -0.364 -0.033 HO3 LKS 28 LKS H4 H4 H 0 1 N N N 31.335 65.438 6.475 0.003 0.005 0.002 H4 LKS 29 LKS HO4 HO4 H 0 1 N N N 32.410 67.120 5.253 0.402 1.402 1.478 HO4 LKS 30 LKS H61 H61 H 0 1 N N N 28.740 65.788 5.906 -2.488 -0.486 0.295 H61 LKS 31 LKS H62 H62 H 0 1 N N N 28.959 67.392 5.428 -2.346 -0.057 2.019 H62 LKS 32 LKS HO6 HO6 H 0 1 N N N 26.888 67.075 6.396 -2.884 -2.709 1.267 HO6 LKS 33 LKS H81 H81 H 0 1 N N N 30.358 63.604 13.293 1.285 -5.486 3.686 H81 LKS 34 LKS H82 H82 H 0 1 N N N 29.532 62.318 12.587 2.445 -6.673 3.116 H82 LKS 35 LKS H10 H10 H 0 1 N N N 27.243 62.073 13.470 4.862 -6.272 3.253 H10 LKS 36 LKS H11 H11 H 0 1 N N N 24.998 63.049 14.168 6.669 -5.092 4.461 H11 LKS 37 LKS H14 H14 H 0 1 N N N 28.776 66.238 12.626 2.027 -3.348 4.656 H14 LKS 38 LKS H13 H13 H 0 1 N N N 26.548 67.227 13.329 3.841 -2.175 5.860 H13 LKS 39 LKS H12 H12 H 0 1 N N N 24.636 65.682 14.100 6.163 -3.044 5.765 H12 LKS 40 LKS HN2 HN2 H 0 1 N N N 29.563 63.465 9.401 2.619 -5.188 -0.093 HN2 LKS 41 # # 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 LKS C5 S1 SING N N 1 LKS C5 C4 SING N N 2 LKS C5 C6 SING N N 3 LKS C5 H5 SING N N 4 LKS S1 C1 SING N N 5 LKS C1 N1 SING N N 6 LKS C1 C2 SING N N 7 LKS C1 H1 SING N N 8 LKS N1 C7 SING N N 9 LKS N1 HN1 SING N N 10 LKS C2 O2 SING N N 11 LKS C2 C3 SING N N 12 LKS C2 H2 SING N N 13 LKS O2 HO2 SING N N 14 LKS C3 O3 SING N N 15 LKS C3 C4 SING N N 16 LKS C3 H3 SING N N 17 LKS O3 HO3 SING N N 18 LKS C4 O4 SING N N 19 LKS C4 H4 SING N N 20 LKS O4 HO4 SING N N 21 LKS C6 O6 SING N N 22 LKS C6 H61 SING N N 23 LKS C6 H62 SING N N 24 LKS O6 HO6 SING N N 25 LKS C7 C8 SING N N 26 LKS C7 N2 DOUB N N 27 LKS C8 C9 SING N N 28 LKS C8 H81 SING N N 29 LKS C8 H82 SING N N 30 LKS C9 C10 DOUB Y N 31 LKS C9 C14 SING Y N 32 LKS C10 C11 SING Y N 33 LKS C10 H10 SING N N 34 LKS C11 C12 DOUB Y N 35 LKS C11 H11 SING N N 36 LKS C14 C13 DOUB Y N 37 LKS C14 H14 SING N N 38 LKS C13 C12 SING Y N 39 LKS C13 H13 SING N N 40 LKS C12 H12 SING N N 41 LKS HN2 N2 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 LKS SMILES ACDLabs 10.04 "[N@H]=C(NC1SC(C(O)C(O)C1O)CO)Cc2ccccc2" LKS SMILES_CANONICAL CACTVS 3.341 "OC[C@H]1S[C@H](NC(=N)Cc2ccccc2)[C@@H](O)[C@@H](O)[C@@H]1O" LKS SMILES CACTVS 3.341 "OC[CH]1S[CH](NC(=N)Cc2ccccc2)[CH](O)[CH](O)[CH]1O" LKS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C(/Cc1ccccc1)\N[C@@H]2[C@H]([C@H]([C@@H]([C@H](S2)CO)O)O)O" LKS SMILES "OpenEye OEToolkits" 1.5.0 "[H]N=C(Cc1ccccc1)NC2C(C(C(C(S2)CO)O)O)O" LKS InChI InChI 1.03 "InChI=1S/C14H20N2O4S/c15-10(6-8-4-2-1-3-5-8)16-14-13(20)12(19)11(18)9(7-17)21-14/h1-5,9,11-14,17-20H,6-7H2,(H2,15,16)/t9-,11-,12+,13+,14+/m1/s1" LKS InChIKey InChI 1.03 WKJQYOUTPMBFSL-CYDRSHDDSA-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 LKS "SYSTEMATIC NAME" ACDLabs 10.04 "N-[(1Z)-2-phenylethanimidoyl]-5-thio-alpha-D-mannopyranosylamine" LKS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-phenyl-N-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)thian-2-yl]ethanimidamide" # # 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 LKS "CARBOHYDRATE ISOMER" D PDB ? LKS "CARBOHYDRATE RING" thiopyranose PDB ? LKS "CARBOHYDRATE ANOMER" alpha PDB ? LKS "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 LKS "Create component" 2003-10-08 RCSB LKS "Modify descriptor" 2011-06-04 RCSB LKS "Other modification" 2020-07-03 RCSB LKS "Modify name" 2020-07-17 RCSB LKS "Modify synonyms" 2020-07-17 RCSB LKS "Modify internal type" 2020-07-17 RCSB LKS "Modify linking type" 2020-07-17 RCSB ##