data_MA8 # _chem_comp.id MA8 _chem_comp.name "(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl 2-(L-cysteinylamino)-2-deoxy-alpha-D-glucopyranoside" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C15 H28 N2 O11 S" _chem_comp.mon_nstd_parent_comp_id NDG _chem_comp.pdbx_synonyms ;(2S,3R,5S,6S)-2,3,4,5,6-PENTAHYDROXYCYCLOHEXYL 2-(L-CYSTEINYLAMINO)-2-DEOXY-ALPHA-L-GLUCOPYRANOSIDE; (1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl 2-(L-cysteinylamino)-2-deoxy-alpha-D-glucoside; (1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl 2-(L-cysteinylamino)-2-deoxy-D-glucoside; (1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl 2-(L-cysteinylamino)-2-deoxy-glucoside ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-09-26 _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 444.455 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MA8 _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 2C27 _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 MA8 "(2S,3R,5S,6S)-2,3,4,5,6-PENTAHYDROXYCYCLOHEXYL 2-(L-CYSTEINYLAMINO)-2-DEOXY-ALPHA-L-GLUCOPYRANOSIDE" PDB ? 2 MA8 "(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl 2-(L-cysteinylamino)-2-deoxy-alpha-D-glucoside" PDB ? 3 MA8 "(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl 2-(L-cysteinylamino)-2-deoxy-D-glucoside" PDB ? 4 MA8 "(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl 2-(L-cysteinylamino)-2-deoxy-glucoside" 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 MA8 O5 O1 O 0 1 N N N 4.148 5.088 16.141 -0.556 -1.799 -1.384 O5 MA8 1 MA8 C1 C1 C 0 1 N N R 4.467 4.346 17.367 -0.805 -0.392 -1.420 C1 MA8 2 MA8 C4 C2 C 0 1 N N S 3.067 6.966 17.385 1.652 -1.515 -0.381 C4 MA8 3 MA8 C5 C3 C 0 1 N N R 3.008 5.973 16.203 0.829 -2.136 -1.516 C5 MA8 4 MA8 O4 O2 O 0 1 N N N 1.787 7.660 17.484 3.044 -1.726 -0.607 O4 MA8 5 MA8 O3 O3 O 0 1 N N N 3.434 7.041 19.751 1.997 0.472 0.933 O3 MA8 6 MA8 O1 O4 O 0 1 N N N 3.384 3.408 17.643 -0.408 0.188 -2.661 O1 MA8 7 MA8 N2 N1 N 0 1 N N N 4.937 4.591 19.755 -0.339 1.719 -0.254 N2 MA8 8 MA8 C6 C4 C 0 1 N N N 2.916 6.688 14.869 0.919 -3.660 -1.521 C6 MA8 9 MA8 C2 C5 C 0 1 N N R 4.593 5.325 18.485 -0.089 0.296 -0.254 C2 MA8 10 MA8 C3 C6 C 0 1 N N R 3.289 6.146 18.652 1.412 -0.006 -0.280 C3 MA8 11 MA8 O6 O5 O 0 1 N N N 2.743 5.729 13.859 0.127 -4.153 -2.586 O6 MA8 12 MA8 C7A C7 C 0 1 N N R 2.533 1.142 14.781 -1.533 2.627 -3.958 C7A MA8 13 MA8 C8A C8 C 0 1 N N N 2.262 -0.153 15.598 -0.932 2.483 -5.361 C8A MA8 14 MA8 C9 C9 C 0 1 N N N 3.417 2.268 16.815 -1.458 0.119 -3.627 C9 MA8 15 MA8 C10 C10 C 0 1 N N R 2.415 2.404 15.659 -2.322 1.380 -3.517 C10 MA8 16 MA8 O6A O6 O 0 1 N N N 4.082 0.896 18.697 0.027 -1.163 -5.018 O6A MA8 17 MA8 O7A O7 O 0 1 N N N 2.892 -1.412 17.570 0.410 1.089 -6.784 O7A MA8 18 MA8 O8 O8 O 0 1 N N N 1.065 2.537 16.256 -3.486 1.204 -4.319 O8 MA8 19 MA8 O9 O9 O 0 1 N N N 2.482 -1.266 14.779 -1.976 2.388 -6.334 O9 MA8 20 MA8 C11 C11 C 0 1 N N S 3.210 -0.252 16.810 -0.059 1.226 -5.443 C11 MA8 21 MA8 C12 C12 C 0 1 N N R 3.092 0.995 17.665 -0.841 -0.030 -5.029 C12 MA8 22 MA8 O10 O10 O 0 1 N N N 1.632 1.228 13.666 -2.372 3.778 -3.921 O10 MA8 23 MA8 C7 C13 C 0 1 N N N 5.936 5.042 20.561 -1.428 2.288 0.392 C7 MA8 24 MA8 O7 O11 O 0 1 N N N 6.783 5.786 20.102 -2.278 1.659 1.019 O7 MA8 25 MA8 C8 C14 C 0 1 N N R 6.103 4.390 21.947 -1.445 3.810 0.262 C8 MA8 26 MA8 N2A N2 N 0 1 N N N 7.168 3.402 21.861 -2.602 4.200 -0.503 N2A MA8 27 MA8 C15 C15 C 0 1 N N N 6.552 5.446 22.984 -1.366 4.534 1.608 C15 MA8 28 MA8 S1 S1 S 0 1 N N N 8.277 6.083 22.500 0.130 4.136 2.570 S1 MA8 29 MA8 H1 H1 H 0 1 N N N 5.426 3.792 17.237 -1.887 -0.248 -1.333 H1 MA8 30 MA8 H4 H2 H 0 1 N N N 3.897 7.696 17.241 1.402 -1.989 0.576 H4 MA8 31 MA8 H5 H3 H 0 1 N N N 2.092 5.348 16.323 1.198 -1.791 -2.489 H5 MA8 32 MA8 HO4 HA H 0 1 N Y N 1.823 8.271 18.211 3.514 -1.121 -0.012 HO4 MA8 33 MA8 HO3 HB H 0 1 N Y N 2.635 7.544 19.853 1.620 -0.064 1.646 HO3 MA8 34 MA8 HN2 HC H 0 1 N N N 4.418 3.751 20.012 0.292 2.311 -0.786 HN2 MA8 35 MA8 H61 H4C1 H 0 1 N N N 3.789 7.355 14.680 0.544 -4.057 -0.578 H61 MA8 36 MA8 H62 H4C2 H 0 1 N N N 2.121 7.470 14.857 1.954 -3.970 -1.667 H62 MA8 37 MA8 H2 H5 H 0 1 N N N 5.425 6.028 18.247 -0.502 -0.077 0.692 H2 MA8 38 MA8 H3 H6 H 0 1 N N N 2.424 5.463 18.824 1.912 0.522 -1.101 H3 MA8 39 MA8 HO6 HD H 0 1 N Y N 2.685 6.177 13.023 -0.583 -4.688 -2.190 HO6 MA8 40 MA8 H7 H7 H 0 1 N N N 3.574 1.091 14.384 -0.719 2.805 -3.244 H7 MA8 41 MA8 H8 H8 H 0 1 N N N 1.205 -0.155 15.952 -0.354 3.375 -5.628 H8 MA8 42 MA8 H9 H9 H 0 1 N N N 4.443 2.163 16.390 -2.047 -0.776 -3.398 H9 MA8 43 MA8 H10 H10 H 0 1 N N N 2.654 3.310 15.055 -2.663 1.524 -2.485 H10 MA8 44 MA8 HH HH H 0 1 N N N 3.885 0.123 19.213 -0.188 -1.676 -5.811 HH MA8 45 MA8 HI HI H 0 1 N N N 3.476 -1.473 18.317 1.076 0.387 -6.768 HI MA8 46 MA8 HG HG H 0 1 N N N 0.445 2.621 15.541 -3.543 0.256 -4.508 HG MA8 47 MA8 HF HF H 0 1 N N N 2.316 -2.057 15.278 -1.588 2.670 -7.175 HF MA8 48 MA8 H11 H11 H 0 1 N N N 4.259 -0.339 16.441 0.830 1.340 -4.813 H11 MA8 49 MA8 H12 H12 H 0 1 N N N 2.072 1.071 18.108 -1.621 -0.246 -5.767 H12 MA8 50 MA8 HE HE H 0 1 N N N 1.798 2.019 13.167 -3.128 3.584 -4.496 HE MA8 51 MA8 H81 H14 H 0 1 N N N 5.150 3.909 22.269 -0.579 4.101 -0.345 H81 MA8 52 MA8 H2N1 H2N1 H 0 0 N N N 7.243 2.634 22.528 -3.042 5.084 -0.308 H2N1 MA8 53 MA8 H2N2 H2N2 H 0 0 N N N 8.137 3.636 22.079 -3.069 3.510 -1.067 H2N2 MA8 54 MA8 H151 H151 H 0 0 N N N 6.518 5.058 24.029 -1.382 5.619 1.462 H151 MA8 55 MA8 H152 H152 H 0 0 N N N 5.811 6.271 23.101 -2.232 4.271 2.225 H152 MA8 56 MA8 HS1 HS1 H 0 1 N N N 8.340 6.228 21.210 -0.521 3.689 3.652 HS1 MA8 57 # # 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 MA8 O5 C1 SING N N 1 MA8 O5 C5 SING N N 2 MA8 C1 O1 SING N N 3 MA8 C1 C2 SING N N 4 MA8 C1 H1 SING N N 5 MA8 C4 C5 SING N N 6 MA8 C4 O4 SING N N 7 MA8 C4 C3 SING N N 8 MA8 C4 H4 SING N N 9 MA8 C5 C6 SING N N 10 MA8 C5 H5 SING N N 11 MA8 O4 HO4 SING N N 12 MA8 O3 C3 SING N N 13 MA8 O3 HO3 SING N N 14 MA8 O1 C9 SING N N 15 MA8 N2 C2 SING N N 16 MA8 N2 C7 SING N N 17 MA8 N2 HN2 SING N N 18 MA8 C6 O6 SING N N 19 MA8 C6 H61 SING N N 20 MA8 C6 H62 SING N N 21 MA8 C2 C3 SING N N 22 MA8 C2 H2 SING N N 23 MA8 C3 H3 SING N N 24 MA8 O6 HO6 SING N N 25 MA8 C7A C8A SING N N 26 MA8 C7A C10 SING N N 27 MA8 C7A O10 SING N N 28 MA8 C7A H7 SING N N 29 MA8 C8A O9 SING N N 30 MA8 C8A C11 SING N N 31 MA8 C8A H8 SING N N 32 MA8 C9 C10 SING N N 33 MA8 C9 C12 SING N N 34 MA8 C9 H9 SING N N 35 MA8 C10 O8 SING N N 36 MA8 C10 H10 SING N N 37 MA8 O6A C12 SING N N 38 MA8 O6A HH SING N N 39 MA8 O7A C11 SING N N 40 MA8 O7A HI SING N N 41 MA8 O8 HG SING N N 42 MA8 O9 HF SING N N 43 MA8 C11 C12 SING N N 44 MA8 C11 H11 SING N N 45 MA8 C12 H12 SING N N 46 MA8 O10 HE SING N N 47 MA8 C7 O7 DOUB N N 48 MA8 C7 C8 SING N N 49 MA8 C8 N2A SING N N 50 MA8 C8 C15 SING N N 51 MA8 C8 H81 SING N N 52 MA8 N2A H2N1 SING N N 53 MA8 N2A H2N2 SING N N 54 MA8 C15 S1 SING N N 55 MA8 C15 H151 SING N N 56 MA8 C15 H152 SING N N 57 MA8 HS1 S1 SING N N 58 # # 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 MA8 SMILES ACDLabs 10.04 "O=C(NC2C(O)C(O)C(OC2OC1C(O)C(O)C(O)C(O)C1O)CO)C(N)CS" MA8 SMILES_CANONICAL CACTVS 3.341 "N[C@@H](CS)C(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]2O" MA8 SMILES CACTVS 3.341 "N[CH](CS)C(=O)N[CH]1[CH](O)[CH](O)[CH](CO)O[CH]1O[CH]2[CH](O)[CH](O)[CH](O)[CH](O)[CH]2O" MA8 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)OC2[C@@H]([C@@H](C([C@@H]([C@H]2O)O)O)O)O)NC(=O)[C@H](CS)N)O)O)O" MA8 SMILES "OpenEye OEToolkits" 1.5.0 "C(C1C(C(C(C(O1)OC2C(C(C(C(C2O)O)O)O)O)NC(=O)C(CS)N)O)O)O" MA8 InChI InChI 1.03 "InChI=1S/C15H28N2O11S/c16-3(2-29)14(26)17-5-7(20)6(19)4(1-18)27-15(5)28-13-11(24)9(22)8(21)10(23)12(13)25/h3-13,15,18-25,29H,1-2,16H2,(H,17,26)/t3-,4+,5+,6+,7+,8-,9-,10+,11+,12+,13-,15+/m0/s1" MA8 InChIKey InChI 1.03 ZGXSCMBZZVXWGF-BSEFFJTHSA-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 MA8 "SYSTEMATIC NAME" ACDLabs 10.04 "(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl 2-(L-cysteinylamino)-2-deoxy-alpha-D-glucopyranoside" MA8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 ;(2R)-2-amino-N-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[(2R,3S,5R,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy- oxan-3-yl]-3-sulfanyl-propanamide ; # _pdbx_chem_comp_related.comp_id MA8 _pdbx_chem_comp_related.related_comp_id NDG _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 MA8 C1 NDG C1 "Carbohydrate core" 2 MA8 C7 NDG C7 "Carbohydrate core" 3 MA8 C8 NDG C8 "Carbohydrate core" 4 MA8 C4 NDG C4 "Carbohydrate core" 5 MA8 C5 NDG C5 "Carbohydrate core" 6 MA8 C6 NDG C6 "Carbohydrate core" 7 MA8 C2 NDG C2 "Carbohydrate core" 8 MA8 C3 NDG C3 "Carbohydrate core" 9 MA8 N2 NDG N2 "Carbohydrate core" 10 MA8 O5 NDG O5 "Carbohydrate core" 11 MA8 O7 NDG O7 "Carbohydrate core" 12 MA8 O4 NDG O4 "Carbohydrate core" 13 MA8 O3 NDG O3 "Carbohydrate core" 14 MA8 O1 NDG O1 "Carbohydrate core" 15 MA8 O6 NDG O6 "Carbohydrate core" 16 MA8 H1 NDG H1 "Carbohydrate core" 17 MA8 H81 NDG H81 "Carbohydrate core" 18 MA8 H4 NDG H4 "Carbohydrate core" 19 MA8 H5 NDG H5 "Carbohydrate core" 20 MA8 H61 NDG H61 "Carbohydrate core" 21 MA8 H62 NDG H62 "Carbohydrate core" 22 MA8 H2 NDG H2 "Carbohydrate core" 23 MA8 H3 NDG H3 "Carbohydrate core" 24 MA8 HO4 NDG HO4 "Carbohydrate core" 25 MA8 HO3 NDG HO3 "Carbohydrate core" 26 MA8 HN2 NDG HN2 "Carbohydrate core" 27 MA8 HO6 NDG 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 MA8 "CARBOHYDRATE ISOMER" D PDB ? MA8 "CARBOHYDRATE RING" pyranose PDB ? MA8 "CARBOHYDRATE ANOMER" alpha PDB ? MA8 "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 MA8 "Create component" 2005-09-26 EBI MA8 "Modify descriptor" 2011-06-04 RCSB MA8 "Other modification" 2020-07-03 RCSB MA8 "Modify parent residue" 2020-07-17 RCSB MA8 "Modify name" 2020-07-17 RCSB MA8 "Modify synonyms" 2020-07-17 RCSB MA8 "Modify internal type" 2020-07-17 RCSB MA8 "Modify linking type" 2020-07-17 RCSB MA8 "Modify atom id" 2020-07-17 RCSB MA8 "Modify component atom id" 2020-07-17 RCSB MA8 "Modify leaving atom flag" 2020-07-17 RCSB ##