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کی۲۵۲ای

Structure via PubChem · Public domain (PubChem)

EntityQ5931064· pop 10· linked from 357 articles

کی۲۵۲ای

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Also known as Antibiotic SF 2370, Antibiotic K 252a, SF 2370, k252a, K-252a, (+)-Antibiotic K 252a, (+)-Antibiotic SF 2370, (+)-K 252a

K252a is an alkaloid isolated from Nocardiopsis bacteria. This staurosporine analog is a highly potent cell permeable inhibitor of CaM kinase and phosphorylase kinase (IC50 = 1.8 and 1.7 nmol/L, respectively). At higher concentrations it is also an efficient inhibitor of serine/threonine protein kinases (IC50 of 10 to 30 nmol/L).

Chemical data

Formula
C27H21N3O5
Molecular weight
467.5 g/mol
IUPAC name
methyl (15S,16R,18R)-16-hydroxy-15-methyl-3-oxo-28-oxa-4,14,19-triazaoctacyclo[12.11.2.115,18.02,6.07,27.08,13.019,26.020,25]octacosa-1,6,8,10,12,20,22,24,26-nonaene-16-carboxylate
SMILES
C[C@@]12[C@](C[C@@H](O1)N3C4=CC=CC=C4C5=C6C(=C7C8=CC=CC=C8N2C7=C53)CNC6=O)(C(=O)OC)O
InChIKey
KOZFSFOOLUUIGY-SOLYNIJKSA-N
XLogP
2.8
Polar surface area
94.7 Ų
H-bond donors
2
H-bond acceptors
5
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
467.148
Show 4 more facts
chemical formula
C₂₇H₂₁N₃O₅
canonical SMILES
CC12C(CC(O1)N3C4=CC=CC=C4C5=C6C(=C7C8=CC=CC=C8N2C7=C53)CNC6=O)(C(=O)OC)O
isomeric SMILES
C[C@@]12[C@](C[C@@H](O1)N3C4=CC=CC=C4C5=C6C(=C7C8=CC=CC=C8N2C7=C53)CNC6=O)(C(=O)OC)O
Commons category
K252a
Sources (3)

via Wikidata · CC0

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via Wikidata sitelinks · CC0