fasidotril   Click here for help

GtoPdb Ligand ID: 6501

Synonyms: aladotril | BP-1137
Compound class: Synthetic organic
Comment: Prodrug of fasidotrilat, a combined ACE and NEP inhibitor. There is some ambiguity online as to the exact stereochemistry of fasidotril. Our structure is drawn from the INN document and matches that represented in the PubChem and ChEMBL entries linked to above.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 12
Topological polar surface area 116.23
Molecular weight 443.14
XLogP 3.13
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CC(=O)SCC(C(=O)NC(C(=O)OCc1ccccc1)C)Cc1ccc2c(c1)OCO2
Isomeric SMILES CC(=O)SC[C@H](C(=O)N[C@H](C(=O)OCc1ccccc1)C)Cc1ccc2c(c1)OCO2
InChI InChI=1S/C23H25NO6S/c1-15(23(27)28-12-17-6-4-3-5-7-17)24-22(26)19(13-31-16(2)25)10-18-8-9-20-21(11-18)30-14-29-20/h3-9,11,15,19H,10,12-14H2,1-2H3,(H,24,26)/t15-,19+/m0/s1
InChI Key KKBIUAUSZKGNOA-HNAYVOBHSA-N
Classification Click here for help
Compound class Synthetic organic
Is prodrug? Yes
Active form fasidotrilat
IUPAC Name Click here for help
phenylmethyl (2S)-2-[[(2S)-2-(acetylsulfanylmethyl)-3-(1,3-benzodioxol-5-yl)propanoyl]amino]propanoate
International Nonproprietary Names Click here for help
INN number INN
7286 fasidotril
Synonyms Click here for help
aladotril | BP-1137
Database Links Click here for help
CAS Registry No. 135038-57-2 (source: PubChem)
ChEMBL Ligand CHEMBL325695
GtoPdb PubChem SID 178103115
PubChem CID 5311337
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