(R)-3-(4-cyanobenzylthio)-2-((S)-3-mercapto-2-methylpropanamido)propanoic acid

ID: ALA457796

Chembl Id: CHEMBL457796

PubChem CID: 44581628

Max Phase: Preclinical

Molecular Formula: C15H18N2O3S2

Molecular Weight: 338.45

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  C[C@H](CS)C(=O)N[C@@H](CSCc1ccc(C#N)cc1)C(=O)O

Standard InChI:  InChI=1S/C15H18N2O3S2/c1-10(7-21)14(18)17-13(15(19)20)9-22-8-12-4-2-11(6-16)3-5-12/h2-5,10,13,21H,7-9H2,1H3,(H,17,18)(H,19,20)/t10-,13+/m1/s1

Standard InChI Key:  JYIHSQOKHPXEQO-MFKMUULPSA-N

Associated Targets(Human)

ACE Tclin Angiotensin-converting enzyme (1423 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

LTA4H Leukotriene A-4 hydrolase (98 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 338.45Molecular Weight (Monoisotopic): 338.0759AlogP: 1.93#Rotatable Bonds: 8
Polar Surface Area: 90.19Molecular Species: ACIDHBA: 5HBD: 3
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 3.47CX Basic pKa: CX LogP: 2.37CX LogD: -1.02
Aromatic Rings: 1Heavy Atoms: 22QED Weighted: 0.63Np Likeness Score: -0.60

References

1. Enomoto H, Morikawa Y, Miyake Y, Tsuji F, Mizuchi M, Suhara H, Fujimura K, Horiuchi M, Ban M..  (2009)  Synthesis and biological evaluation of N-mercaptoacylcysteine derivatives as leukotriene A4 hydrolase inhibitors.,  19  (2): [PMID:19042128] [10.1016/j.bmcl.2008.11.042]

Source