BIRD-PRD_000301: N-(2-oxoethyl)-L-isoleucyl-L-alpha-glutamyl-N-[(1R)-2-carboxy-1-f...

基本情報

• 登録情報: データベース: 生物学的重要分子辞書 (BIRD) / ID: PRD_000301
• 状態: 状態: REF ONLY
• 名称: N-(2-oxoethyl)-L-isoleucyl-L-alpha-glutamyl-N-[(1R)-2-carboxy-1-formylethyl]-L-threoninamide

BIRD information

• タイプ: ペプチド様 / 阻害剤
• ダウンロード: Molecular definition / Chemical definition / Family definition

別称

• (4S)-4-[[(2S,3S)-2-acetamido-3-methylpentanoyl]amino]-5-[[(2S,3S)-3-hydroxy-1-[[(2S)-4-hydroxy-1,4-dioxobutan-2-yl]amino]-1-oxobutan-2-yl]amino]-5-oxopentanoic acid (PubChem)
• Ac-IETD-CHO (PDB, PubChem)
• Ac-Ile-Glu-Thr-Asp-Aldehyde (eMolecules, PubChem)
• Ac-Ile-Glu-Thr-Asp-CHO (eMolecules, InhibitorSourceBook, PubChem)
• Caspase-8 Inhibitor 1 (InhibitorSourceBook)
• Caspase-8 Inhibitor I (PubChem)
• Granzyme B Inhibitor II (PubChem)
• L-Threoninamide, N-acetyl-L-isoleucyl-L-alpha-glutamyl-N-[(1S)-2-carboxy-1-formylethyl]-(9CI) (Scifinder)
• N-Acetyl-Ile-Glu-Thr-Asp-al (eMolecules)

Annotation

• 分子機能: Inhibitor of granzyme B, caspase-8, caspase-1, caspase-6, and caspase-10 / 情報源: InhibitorSourceBook
• 分子機能: A potent, reversible inhibitor of granzyme B and caspase-8 (Ki = 1 nM). Also inhibits caspase-1 (<6 nM), caspase-6 (5.6 nM), and caspase-10 (27 nM) / 情報源: MPbiochemicals

External info

• BindingDB: 10357
• ChemDB: 9749449
• InhibitorSourceBook: 368055
• MPbiochemicals: AL012
• ChemSpider: 9641038
• ChemSpider: 9641038
• ChEBI: 598855
• PubChem: 11466200
• PubChem: 16760475
• PubChem: 44135117
• CAS: 191338-86-0
• [MeSH_Unique_ID] MeSH: C401206
• eMolecules: more?vid=27274825
• InhibitorSourceBook

Family

aspartate aldehyde containing tetrapeptide inhibitors

N-acetyl-L-leucyl-L-alpha-aspartyl-L-alpha-glutamyl-L-seryl-L-aspartic aldehyde / N-acetyl-L-tryptophyl-L-alpha-glutamyl-N-[(1R)-2-carboxy-1-formylethyl]-3-(1H-imidazol-3-ium-4-yl)-L-alaninamide / N-acetyl-L-alpha-aspartyl-L-asparaginyl-N-[(1R)-2-carboxy-1-formylethyl]-L-leucinamide / AC-DQMD-CHO / INHIBITOR AC-ESMD-CHO / N-acetyl-L-isoleucyl-L-alpha-glutamyl-N-[(1S)-2-carboxy-1-formylethyl]-L-prolinamide / N-(2-oxoethyl)-L-isoleucyl-L-alpha-glutamyl-N-[(1R)-2-carboxy-1-formylethyl]-L-threoninamide / N-acetyl-L-valyl-L-alpha-glutamyl-N-[(2S)-1-carboxy-3-oxopropan-2-yl]-L-isoleucinamide

Chemical information

組成

組成式: C₂₁H₃₆N₄O₁₀ / 化学式量: 504.531

• その他: タイプ: peptide-like

履歴

• 外部リンク: UniChem / ChemSpider / Wikipedia search / Google search

詳細

SMILES

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

SMILES CANONICAL

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

InChI

• InChI 1.03: InChI=1S/C21H36N4O10/c1-5-10(2)17(22-12(4)28)20(34)24-14(6-7-15(29)30)19(33)25-18(11(3)27)21(35)23-13(9-26)8-16(31)32/h10-11,13-14,17-18,26-27H,5-9H2,1-4H3,(H,22,28)(H,23,35)(H,24,34)(H,25,33)(H,29,30)(H,31,32)

InChIKey

• InChI 1.03: UKJANCPUSFCDHJ-UHFFFAOYSA-N

SYSTEMATIC NAME

• ACDLabs 12.01: N-acetyl-L-isoleucyl-L-alpha-glutamyl-N-[(2R)-1-carboxy-3-hydroxypropan-2-yl]-L-threoninamide
• OpenEye OEToolkits 1.7.6: (4S)-4-[[(2S,3S)-2-acetamido-3-methyl-pentanoyl]amino]-5-[[(2S,3R)-1-[[(2S)-1,4-bis(oxidanyl)-4-oxidanylidene-butan-2-yl]amino]-3-oxidanyl-1-oxidanylidene-butan-2-yl]amino]-5-oxidanylidene-pentanoic acid

PDBエントリ

全1件を表示しています

PDB-1qtn:
CRYSTAL STRUCTURE OF THE COMPLEX OF CASPASE-8 WITH THE TETRAPEPTIDE INHIBITOR ACE-IETD-ALDEHYDE