(S)-5-Benzylsulfanyl-3-(2-{3-[(5-methyl-[1,2,4]oxadiazol-3-ylmethyl)-amino]-2-oxo-2H-pyrazin-1-yl}-butyrylamino)-4-oxo-pentanoic acid

ID: ALA178280

Chembl Id: CHEMBL178280

PubChem CID: 9849846

Max Phase: Preclinical

Molecular Formula: C24H28N6O6S

Molecular Weight: 528.59

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CCC(C(=O)N[C@@H](CC(=O)O)C(=O)CSCc1ccccc1)n1ccnc(NCc2noc(C)n2)c1=O

Standard InChI:  InChI=1S/C24H28N6O6S/c1-3-18(30-10-9-25-22(24(30)35)26-12-20-27-15(2)36-29-20)23(34)28-17(11-21(32)33)19(31)14-37-13-16-7-5-4-6-8-16/h4-10,17-18H,3,11-14H2,1-2H3,(H,25,26)(H,28,34)(H,32,33)/t17-,18?/m0/s1

Standard InChI Key:  VBXOCZFAWPHIJQ-ZENAZSQFSA-N

Associated Targets(Human)

CASP1 Tchem Caspase-1 (6235 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CASP3 Tchem Caspase-3 (3632 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CASP7 Tchem Caspase-7 (3146 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CASP8 Tchem Caspase-8 (1006 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NT2 (89 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: 528.59Molecular Weight (Monoisotopic): 528.1791AlogP: 1.96#Rotatable Bonds: 14
Polar Surface Area: 169.31Molecular Species: ACIDHBA: 11HBD: 3
#RO5 Violations: 2HBA (Lipinski): 12HBD (Lipinski): 3#RO5 Violations (Lipinski): 2
CX Acidic pKa: 4.08CX Basic pKa: 3.45CX LogP: 1.68CX LogD: -1.07
Aromatic Rings: 3Heavy Atoms: 37QED Weighted: 0.28Np Likeness Score: -1.25

References

1. Han Y, Giroux A, Colucci J, Bayly CI, Mckay DJ, Roy S, Xanthoudakis S, Vaillancourt J, Rasper DM, Tam J, Tawa P, Nicholson DW, Zamboni RJ..  (2005)  Novel pyrazinone mono-amides as potent and reversible caspase-3 inhibitors.,  15  (4): [PMID:15686936] [10.1016/j.bmcl.2004.12.006]

Source