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
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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
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
Neutral endopeptidase Hs Inhibitor Inhibition - - -
Angiotensin-converting enzyme Hs Inhibitor Inhibition - - -