(S)-2-((S)-2-(2-(10H-phenothiazin-2-yloxy)acetamido)-2-phenylacetamido)-N-((3S)-2-hydroxy-tetrahydrofuran-3-yl)-4-methylpentanamide

ID: ALA203448

Chembl Id: CHEMBL203448

PubChem CID: 11169393

Max Phase: Preclinical

Molecular Formula: C32H36N4O6S

Molecular Weight: 604.73

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)[C@@H](NC(=O)COc1ccc2c(c1)Nc1ccccc1S2)c1ccccc1)C(=O)N[C@H]1CCOC1O

Standard InChI:  InChI=1S/C32H36N4O6S/c1-19(2)16-25(30(38)34-23-14-15-41-32(23)40)35-31(39)29(20-8-4-3-5-9-20)36-28(37)18-42-21-12-13-27-24(17-21)33-22-10-6-7-11-26(22)43-27/h3-13,17,19,23,25,29,32-33,40H,14-16,18H2,1-2H3,(H,34,38)(H,35,39)(H,36,37)/t23-,25-,29-,32?/m0/s1

Standard InChI Key:  ODVBWVUZXJFGFP-XFXCTGMDSA-N

Associated Targets(Human)

CAPNS1 Tbio Calpain 1 (176 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CTSB Tchem Cathepsin B (3822 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CASP3 Tchem Caspase-3 (3632 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Alpha-chymotrypsin (819 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: 604.73Molecular Weight (Monoisotopic): 604.2356AlogP: 3.89#Rotatable Bonds: 11
Polar Surface Area: 138.02Molecular Species: NEUTRALHBA: 8HBD: 5
#RO5 Violations: 1HBA (Lipinski): 10HBD (Lipinski): 5#RO5 Violations (Lipinski): 1
CX Acidic pKa: 11.36CX Basic pKa: CX LogP: 3.45CX LogD: 3.45
Aromatic Rings: 3Heavy Atoms: 43QED Weighted: 0.17Np Likeness Score: -0.51

References

1. Auvin S, Pignol B, Navet E, Troadec M, Carré D, Camara J, Bigg D, Chabrier PE..  (2006)  Novel dual inhibitors of calpain and lipid peroxidation with enhanced cellular activity.,  16  (6): [PMID:16380258] [10.1016/j.bmcl.2005.12.036]

Source