BIRD-PRD_000431: CASPASE-7 INHIBITOR AC-DMQD-CHO

Basic information

• Entry: Database: Biologically Interesting Molecule Reference Dictionary (BIRD) / ID: PRD_000431
• Status: Status: REF ONLY
• Name: CASPASE-7 INHIBITOR AC-DMQD-CHO

BIRD information

• Type: Peptide-like / Inhibitor
• Downloads: Molecular definition / Chemical definition / Family definition

Synonyms

• Caspase-3 Inhibitor IV (PubChem)

Annotation

• Function: Inhibitor of CASPASE-7, EC: 3.4.22.60EC: Inhibitor of CASPASE-7, EC: 3.4.22.60 / Info source: PubMed: 17697120
• Function: A specific inhibitor of caspase-3. This tetrapeptide inhibitor has been used with the caspase-6 inhibitor Ac-VEID-CHO to dissect the pathway of caspase activation in Fas-stimulated Jurkat cells. / Info source: Calbiochem

External info

• Calbiochem: 235421
• ChemSpider: 9596142
• PubChem: 11421257

Family

DVAD-CHO inhibitors

(3S)-5-(benzylsulfanyl)-3-({N-[(5-bromo-2-methoxyphenyl)acetyl]-L-valyl}amino)-4-oxopentanoic acid / Ac-Asp-Glu-Val-Asp-Aldehyde / Caspase-2 Inhibitor; Ac-VDVAD-Cho / CASPASE-7 INHIBITOR AC-DMQD-CHO / N-acetyl-L-alanyl-L-alpha-aspartyl-L-valyl-N-[(2R)-1-carboxy-3-oxopropan-2-yl]-L-alaninamide / N-acetyl-L-valyl-L-alpha-aspartyl-L-valyl-N-[(2R)-1-carboxy-3-oxopropan-2-yl]-L-alaninamide / N-acetyl-L-alpha-aspartyl-L-valyl-N-[(2S)-1-carboxy-3-oxopropan-2-yl]-L-alaninamide / Peptide inhibitor (ACE)VDV(3PX)D-CHO / N-[(benzyloxy)carbonyl]-L-alpha-aspartyl-L-alpha-glutamyl-L-valyl-L-aspartic acid

Chemical information

Composition

Formula: C₂₀H₃₃N₅O₁₀S / Formula weight: 535.569

• Others: Type: peptide-like

History

• External links: UniChem / ChemSpider / Wikipedia search / Google search

Details

SMILES

• ACDLabs 12.01: O=C(NC(C(=O)NC(C(=O)NC(CC(=O)O)CO)CCC(=O)N)CCSC)C(NC(=O)C)CC(=O)O
• CACTVS 3.370: CSCC[CH](NC(=O)[CH](CC(O)=O)NC(C)=O)C(=O)N[CH](CCC(N)=O)C(=O)N[CH](CO)CC(O)=O
• OpenEye OEToolkits 1.7.6: CC(=O)NC(CC(=O)O)C(=O)NC(CCSC)C(=O)NC(CCC(=O)N)C(=O)NC(CC(=O)O)CO

SMILES CANONICAL

• CACTVS 3.370: CSCC[C@H](NC(=O)[C@H](CC(O)=O)NC(C)=O)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@H](CO)CC(O)=O
• OpenEye OEToolkits 1.7.6: CC(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CC(=O)O)CO

InChI

• InChI 1.03: InChI=1S/C20H33N5O10S/c1-10(27)22-14(8-17(31)32)20(35)25-13(5-6-36-2)19(34)24-12(3-4-15(21)28)18(33)23-11(9-26)7-16(29)30/h11-14,26H,3-9H2,1-2H3,(H2,21,28)(H,22,27)(H,23,33)(H,24,34)(H,25,35)(H,29,30)(H,31,32)/t11-,12+,13?,14?/m1/s1

InChIKey

• InChI 1.03: SQVILVRSJQSDOT-KBHBFKLGSA-N

SYSTEMATIC NAME

• ACDLabs 12.01: N-acetyl-L-alpha-aspartyl-L-methionyl-N~1~-[(2R)-1-carboxy-3-hydroxypropan-2-yl]-L-glutamamide
• OpenEye OEToolkits 1.7.6: (3S)-3-acetamido-4-[[(2S)-1-[[(2S)-5-azanyl-1-[[(2S)-1,4-bis(oxidanyl)-4-oxidanylidene-butan-2-yl]amino]-1,5-bis(oxidanylidene)pentan-2-yl]amino]-4-methylsulfanyl-1-oxidanylidene-butan-2-yl]amino]-4-oxidanylidene-butanoic acid

PDB entries

Showing all 2 items

PDB-2h5j:
Crystal strusture of caspase-3 with inhibitor Ac-DMQD-Cho

PDB-2ql5:
Crystal Structure of caspase-7 with inhibitor AC-DMQD-CHO