Details of the Drug

General Information of Drug (ID: DMKSFPE)

• Drug Name: BMS 275291
• Synonyms: D 2163; N-((2S)-2-Mercapto-1-oxo-4-(3,4,4-trimethyl-2,5-dioxo-1-imidazolidinyl)butyl)-L-leucyl-N,3-dimethyl-L-valinamide; (2S)-N-[(2S)-3,3-dimethyl-2-(methylamino)butanoyl]-4-methyl-2-[[(2S)-2-sulfanyl-4-(3,4,4-trimethyl-2,5-dioxoimidazolidin-1-yl)butanoyl]amino]pentanamide

Indication

Disease Entry	ICD 11	Status	REF
Kaposi sarcoma	2B57	Discontinued in Phase 3	[1]
Non-small-cell lung cancer	2C25.Y	Discontinued in Phase 3	[1]
Prostate cancer	2C82.0	Discontinued in Phase 3	[1]

• Therapeutic Class: Anticancer Agents
• Drug Type: Small molecular drug
• #Ro5 Violations (Lipinski): 1:
  Molecular Weight (mw); 499.7
  Logarithm of the Partition Coefficient (xlogp); 2.1
  Rotatable Bond Count (rotbonds); 11
  Hydrogen Bond Donor Count (hbonddonor); 4
  Hydrogen Bond Acceptor Count (hbondacc); 7
• Chemical Identifiers:
  Formula: C23H41N5O5S
  IUPAC Name: (2S)-N-[(2S)-3,3-dimethyl-2-(methylamino)butanoyl]-4-methyl-2-[[(2S)-2-sulfanyl-4-(3,4,4-trimethyl-2,5-dioxoimidazolidin-1-yl)butanoyl]amino]pentanamide
  Canonical SMILES: CC(C)C[C@@H](C(=O)NC(=O)[C@H](C(C)(C)C)NC)NC(=O)[C@H](CCN1C(=O)C(N(C1=O)C)(C)C)S
  InChI: InChI=1S/C23H41N5O5S/c1-13(2)12-14(17(29)26-19(31)16(24-8)22(3,4)5)25-18(30)15(34)10-11-28-20(32)23(6,7)27(9)21(28)33/h13-16,24,34H,10-12H2,1-9H3,(H,25,30)(H,26,29,31)/t14-,15-,16+/m0/s1
  InChIKey: BWLOJMZLTBBDHA-HRCADAONSA-N
• Cross-matching ID:
  PubChem CID: 148203
  TTD ID: D01EUF
• Repurposed Drugs (RPD): Click to Jump to the Detailed RPD Information of This Drug

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Matrix metalloproteinase-1 (MMP-1)	TTMX39J	MMP1_HUMAN	Inhibitor	[1]
Matrix metalloproteinase-2 (MMP-2)	TTLM12X	MMP2_HUMAN	Inhibitor	[1]
Matrix metalloproteinase-7 (MMP-7)	TTMTWOS	MMP7_HUMAN	Inhibitor	[1]

Molecular Expression Atlas of This Drug

• The Studied Disease: Kaposi sarcoma
• ICD Disease Classification: 2B57

Molecule Name	Molecule Type	Gene Name	p-value	Fold-Change	Z-score
Matrix metalloproteinase-1 (MMP-1)	DTT	MMP1	7.25E-65	0.99	3.23
Matrix metalloproteinase-7 (MMP-7)	DTT	MMP7	4.87E-01	-0.2	-0.57
Matrix metalloproteinase-2 (MMP-2)	DTT	MMP2	3.48E-16	-0.11	-0.43

References

• [1] Phase 1/2 trial of BMS-275291 in patients with human immunodeficiency virus-related Kaposi sarcoma: a multicenter trial of the AIDS Malignancy Consortium. Cancer. 2008 Mar 1;112(5):1083-8.