Details of the Drug

General Information of Drug (ID: DMMDJPC)

Drug Name
Ac-hPhe-Leu-Phe-LeuVSMe
Synonyms CHEMBL379669; Ac-hPhe-Leu-Phe-LeuVSMe; BDBM50186702
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 2 Molecular Weight (mw) 654.9
Logarithm of the Partition Coefficient (xlogp) 4.9
Rotatable Bond Count (rotbonds) 18
Hydrogen Bond Donor Count (hbonddonor) 4
Hydrogen Bond Acceptor Count (hbondacc) 6
Chemical Identifiers
Formula
C35H50N4O6S
IUPAC Name
(2S)-2-[[(2S)-2-acetamido-4-phenylbutanoyl]amino]-4-methyl-N-[(2S)-1-[[(E,3S)-5-methyl-1-methylsulfonylhex-1-en-3-yl]amino]-1-oxo-3-phenylpropan-2-yl]pentanamide
Canonical SMILES
CC(C)C[C@@H](/C=C/S(=O)(=O)C)NC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC2=CC=CC=C2)NC(=O)C
InChI
InChI=1S/C35H50N4O6S/c1-24(2)21-29(19-20-46(6,44)45)37-34(42)32(23-28-15-11-8-12-16-28)39-35(43)31(22-25(3)4)38-33(41)30(36-26(5)40)18-17-27-13-9-7-10-14-27/h7-16,19-20,24-25,29-32H,17-18,21-23H2,1-6H3,(H,36,40)(H,37,42)(H,38,41)(H,39,43)/b20-19+/t29-,30+,31+,32+/m1/s1
InChIKey
UIUWSHIRBDIYGM-QLEUBDALSA-N
Cross-matching ID
PubChem CID
11693148
TTD ID
D06NEB

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Cathepsin B (CTSB) TTF2LRI CATB_HUMAN Inhibitor [1]
Cathepsin S (CTSS) TTUMQVO CATS_HUMAN Inhibitor [1]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Optimization of subsite binding to the beta5 subunit of the human 20S proteasome using vinyl sulfones and 2-keto-1,3,4-oxadiazoles: syntheses and c... J Med Chem. 2006 May 18;49(10):2953-68.