BIRD-PRD_000924: Ac-Asp-Glu-Val-Akz-CMK

Basic information

• Entry: Database: Biologically Interesting Molecule Reference Dictionary (BIRD) / ID: PRD_000924
• Status: Status: REF ONLY
• Name: Ac-Asp-Glu-Val-Akz-CMK

BIRD information

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

Synonyms

• TRIPEPTIDE KETONE INHIBITOR ZEVD-DCBMK (PDB)
• Z-EVD-dcbmk (PDB)

Annotation

• Function: inhibitor of Procaspase 7, EC: 3.4.22.60EC: inhibitor of Procaspase 7, EC: 3.4.22.60 / Info source: PubMed: 23650375

Family

DEVD-chloromethyl ketone inhibitors

N-[(benzyloxy)carbonyl]-L-alpha-aspartyl-L-alpha-glutamyl-N-[(1S)-1-(carboxymethyl)-3-chloro-2-oxopropyl]-L-valinamide / GLU-VAL-DEHYDROXYMETHYLASPARTIC ACID INHIBITOR / Ac-Asp-Glu-Val-Asp-CMK / Ac-Asp-Glu-Val-Akz-CMK

Chemical information

Composition

Formula: C₂₁H₃₃ClN₄O₁₁ / Formula weight: 552.96

• Others: Type: peptide-like

History

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

Details

SMILES

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

SMILES CANONICAL

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

InChI

• InChI 1.03: InChI=1S/C21H33ClN4O11/c1-9(2)18(21(37)25-12(6-16(31)32)14(28)8-22)26-19(35)11(4-5-15(29)30)24-20(36)13(7-17(33)34)23-10(3)27/h9,11-14,18,28H,4-8H2,1-3H3,(H,23,27)(H,24,36)(H,25,37)(H,26,35)(H,29,30)(H,31,32)(H,33,34)/t11?,12-,13+,14-,18+/m1/s1

InChIKey

• InChI 1.03: SHEGYZHNMSOJBK-DJQDYWCJSA-N

SYSTEMATIC NAME

• ACDLabs 12.01: 3-[(N-acetyl-L-alpha-aspartyl-L-alpha-glutamyl-L-valyl)amino]-5-chloro-2,3,5-trideoxy-D-threo-pentonic acid
• OpenEye OEToolkits 1.7.6: (4S)-4-[[(2S)-2-acetamido-4-oxidanyl-4-oxidanylidene-butanoyl]amino]-5-[[(2S)-1-[[(3S)-5-chloranyl-1,4-bis(oxidanyl)-1-oxidanylidene-pentan-3-yl]amino]-3-methyl-1-oxidanylidene-butan-2-yl]amino]-5-oxidanylidene-pentanoic acid

PDB entries

Showing all 2 items

PDB-4jr0:
Human procaspase-3 bound to Ac-DEVD-CMK

PDB-4jr1:
Human procaspase-7 bound to Ac-DEVD-CMK