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

ID: ALA459960

Chembl Id: CHEMBL459960

PubChem CID: 44581554

Max Phase: Preclinical

Molecular Formula: C15H21NO3S2

Molecular Weight: 327.47

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1ccc(CSC[C@H](NC(=O)[C@H](C)CS)C(=O)O)cc1

Standard InChI:  InChI=1S/C15H21NO3S2/c1-10-3-5-12(6-4-10)8-21-9-13(15(18)19)16-14(17)11(2)7-20/h3-6,11,13,20H,7-9H2,1-2H3,(H,16,17)(H,18,19)/t11-,13+/m1/s1

Standard InChI Key:  JACLNVPWBGMSHO-YPMHNXCESA-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: 327.47Molecular Weight (Monoisotopic): 327.0963AlogP: 2.36#Rotatable Bonds: 8
Polar Surface Area: 66.40Molecular Species: ACIDHBA: 4HBD: 3
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 3.97CX Basic pKa: CX LogP: 3.02CX LogD: -0.16
Aromatic Rings: 1Heavy Atoms: 21QED Weighted: 0.64Np Likeness Score: -0.31

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