sacubitrilat   Click here for help

GtoPdb Ligand ID: 7858

Synonyms: LBQ-657 | LBQ657
PDB Ligand
Compound class: Synthetic organic
Comment: This compound is a neprilysin (MME-membrane metallo-endopeptidase) inhibitor generated from the prodrug sacubitril. Sacubitril is a component of the approved fixed-dose combination drug Entresto® (sacubitril plus valsartan). The chemical database relationships are detailed in this blogpost.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 11
Topological polar surface area 103.7
Molecular weight 383.17
XLogP 3.12
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC(C(=O)O)CC(Cc1ccc(cc1)c1ccccc1)NC(=O)CCC(=O)O
Isomeric SMILES C[C@@H](C(=O)O)C[C@@H](Cc1ccc(cc1)c1ccccc1)NC(=O)CCC(=O)O
InChI InChI=1S/C22H25NO5/c1-15(22(27)28)13-19(23-20(24)11-12-21(25)26)14-16-7-9-18(10-8-16)17-5-3-2-4-6-17/h2-10,15,19H,11-14H2,1H3,(H,23,24)(H,25,26)(H,27,28)/t15-,19+/m1/s1
InChI Key DOBNVUFHFMVMDB-BEFAXECRSA-N
Classification Click here for help
Compound class Synthetic organic
Prodrug sacubitril
IUPAC Name Click here for help
(2R,4S)-4-[(4-hydroxy-4-oxobutanoyl)amino]-2-methyl-5-(4-phenylphenyl)pentanoic acid
International Nonproprietary Names Click here for help
INN number INN
10110 sacubitrilat
Synonyms Click here for help
LBQ-657 | LBQ657
Database Links Click here for help
ChEMBL Ligand CHEMBL417007
GtoPdb PubChem SID 223366188
PubChem CID 10430040
RCSB PDB Ligand 6LD
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SynPHARM 80705 (in complex with Neutral endopeptidase)