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

ID: ALA511849

Chembl Id: CHEMBL511849

PubChem CID: 44581659

Max Phase: Preclinical

Molecular Formula: C15H21NO3S3

Molecular Weight: 359.54

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CSc1ccc(CSC[C@H](NC(=O)[C@H](C)CS)C(=O)O)cc1

Standard InChI:  InChI=1S/C15H21NO3S3/c1-10(7-20)14(17)16-13(15(18)19)9-22-8-11-3-5-12(21-2)6-4-11/h3-6,10,13,20H,7-9H2,1-2H3,(H,16,17)(H,18,19)/t10-,13+/m1/s1

Standard InChI Key:  GUVQXFFNMGCNPF-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: 359.54Molecular Weight (Monoisotopic): 359.0684AlogP: 2.78#Rotatable Bonds: 9
Polar Surface Area: 66.40Molecular Species: ACIDHBA: 5HBD: 3
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 3.84CX Basic pKa: CX LogP: 3.14CX LogD: -0.11
Aromatic Rings: 1Heavy Atoms: 22QED Weighted: 0.47Np Likeness Score: -0.48

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