sucralfate   Click here for help

GtoPdb Ligand ID: 7055

Synonyms: Antepsin® | Carafate®
Approved drug
sucralfate is an approved drug (FDA (1981))
Compound class: Synthetic organic
Comment: Sucralfate is a complex of sucrose, sulfate and aluminum which is basic in nature and has an overall negative charge.

Note that this is a complicated chemical complex. Different chemical databases represent this compound in different ways, all of which are valid. The ChEMBL compound is represented by the entry CHEMBL2367706, with separate aluminium hydroxide ions, whereas the structure we show has these ions in association with the sulphites on the core disaccharide sugar. PubChem CID 70789197 also represents the aluminium hydroxide groups in a different way.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 51
Hydrogen bond donors 16
Rotatable bonds 36
Topological polar surface area 839.21
Molecular weight 1447.59
XLogP -18.41
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES O[Al](OS(=O)(=O)OC1C(OC(C(C1OS(=O)(=O)O[Al](O)O)OS(=O)(=O)O[Al](O)O)COS(=O)(=O)O[Al](O)O)OC1(COS(=O)(=O)O[Al](O)O)OC(C(C1OS(=O)(=O)O[Al](O)O)OS(=O)(=O)O[Al](O)O)OS(=O)(=O)O[Al](O)O)O
Isomeric SMILES O[Al](OS(=O)(=O)O[C@H]1[C@@H](O[C@@H]([C@H]([C@@H]1OS(=O)(=O)O[Al](O)O)OS(=O)(=O)O[Al](O)O)COS(=O)(=O)O[Al](O)O)O[C@]1(COS(=O)(=O)O[Al](O)O)O[C@@H]([C@H]([C@@H]1OS(=O)(=O)O[Al](O)O)OS(=O)(=O)O[Al](O)O)OS(=O)(=O)O[Al](O)O)O
InChI InChI=1S/C11H20O35S8.8Al.16H2O/c12-47(13,14)36-1-3-4(41-49(18,19)20)5(42-50(21,22)23)6(43-51(24,25)26)9(38-3)39-11(2-37-48(15,16)17)8(45-53(30,31)32)7(44-52(27,28)29)10(40-11)46-54(33,34)35;;;;;;;;;;;;;;;;;;;;;;;;/h3-10H,1-2H2,(H,12,13,14)(H,15,16,17)(H,18,19,20)(H,21,22,23)(H,24,25,26)(H,27,28,29)(H,30,31,32)(H,33,34,35);;;;;;;;;16*1H2/q;8*+3;;;;;;;;;;;;;;;;/p-24/t3-,4-,5+,6-,7+,8+,9+,10-,11-;;;;;;;;;;;;;;;;;;;;;;;;/m1......................../s1
InChI Key MNQYNQBOVCBZIQ-JQOFMKNESA-A
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1981))
IUPAC Name Click here for help
[({[(2S,3R,4S,5R,6R)-4,5-bis({[(dihydroxyalumanyl)oxy]sulfonyl}oxy)-6-[({[(dihydroxyalumanyl)oxy]sulfonyl}oxy)methyl]-2-{[(2R,3S,4S,5R)-3,4,5-tris({[(dihydroxyalumanyl)oxy]sulfonyl}oxy)-2-[({[(dihydroxyalumanyl)oxy]sulfonyl}oxy)methyl]oxolan-2-yl]oxy}oxan-3-yl]oxy}sulfonyl)oxy]alumanediol
International Nonproprietary Names Click here for help
INN number INN
2723 sucralfate
Synonyms Click here for help
Antepsin® | Carafate®
Database Links Click here for help
CAS Registry No. 54182-58-0 (source: Scifinder)
DrugBank Ligand DB00364
GtoPdb PubChem SID 178103634
PubChem CID 70789197
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Wikipedia Sucralfate