BIRD-PRD_000239: N-acetyl-L-alpha-aspartyl-L-valyl-N-[(1S)-1-(carboxymethyl)-3-flu...

Basic information

• Entry: Database: Biologically Interesting Molecule Reference Dictionary (BIRD) / ID: PRD_000239
• Status: Status: REF ONLY
• Name: N-acetyl-L-alpha-aspartyl-L-valyl-N-[(1S)-1-(carboxymethyl)-3-fluoro-2-oxopropyl]-L-alaninamide

BIRD information

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

Synonyms

• AC-DVAD-FMK (PDB)
• Acetyl-Asp-Val-Ala-Asp Fluoromethyl Ketone (PDB)
• L-Alaninamide, N-acetyl-L-alpha-aspartyl-L-valyl-N-[(1S)-1-(carboxymethyl)-3-fluoro-2-oxopropyl]-(9CI) (Scifinder)

Annotation

• Function: irreversible inhibitor of cysteine protease CPP32, EC: 3.4.22.56EC: irreversible inhibitor of cysteine protease CPP32, EC: 3.4.22.56 / Info source: PubMed: 9045680
• Structure: prediction of the tertiary structure of a caspase-9 (EC:EC 3.4.22.62)/inhibitor complex / Info source: Brenda

Family

DVAD-fluoromethylketone

N-acetyl-L-alpha-aspartyl-L-valyl-N-[(1S)-1-(carboxymethyl)-3-fluoro-2-oxopropyl]-L-alaninamide

Chemical information

Composition

Formula: C₁₉H₂₉FN₄O₉ / Formula weight: 476.453

• 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(C(=O)NC(C(=O)CF)CC(=O)O)C)C(C)C)CC(=O)O)C
• CACTVS 3.370: CC(C)[CH](NC(=O)[CH](CC(O)=O)NC(C)=O)C(=O)N[CH](C)C(=O)N[CH](CC(O)=O)C(=O)CF
• OpenEye OEToolkits 1.7.6: CC(C)C(C(=O)NC(C)C(=O)NC(CC(=O)O)C(=O)CF)NC(=O)C(CC(=O)O)NC(=O)C

SMILES CANONICAL

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

InChI

• InChI 1.03: InChI=1S/C19H29FN4O9/c1-8(2)16(24-18(32)12(6-15(29)30)22-10(4)25)19(33)21-9(3)17(31)23-11(5-14(27)28)13(26)7-20/h8-9,11-12,16H,5-7H2,1-4H3,(H,21,33)(H,22,25)(H,23,31)(H,24,32)(H,27,28)(H,29,30)/t9-,11+,12?,16?/m0/s1

InChIKey

• InChI 1.03: YXORVUGPTYBNIK-DFEGOZKCSA-N

SYSTEMATIC NAME

• ACDLabs 12.01: N-acetyl-L-alpha-aspartyl-L-valyl-N-[(2R)-1-carboxy-4-fluoro-3-oxobutan-2-yl]-L-alaninamide
• OpenEye OEToolkits 1.7.6: (3S)-3-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-4-oxidanyl-4-oxidanylidene-butanoyl]amino]-3-methyl-butanoyl]amino]propanoyl]amino]-5-fluoranyl-4-oxidanylidene-pentanoic acid

PDB entries

Showing all 1 items

PDB-1cp3:
CRYSTAL STRUCTURE OF THE COMPLEX OF APOPAIN WITH THE TETRAPEPTIDE INHIBITOR ACE-DVAD-FMC