4-[2-(N-methylisoquinoline-5-sulfonamido)-3-oxo-3-(4-phenylpiperazin-1-yl)propyl]phenyl isoquinoline-5-sulfonate
Grundinformationen
- CAS
127191-97-3- Standard-SMILES
CN(C(Cc1ccc(OS(=O)(=O)c2cccc3cnccc23)cc1)C(=O)N1CCN(c2ccccc2)CC1)S(=O)(=O)c1cccc2cnccc12- InChIKey
RJVLFQBBRSMWHX-UHFFFAOYSA-N- Summenformel
- C38H35N5O6S2
- Durchschnittliche Molmasse
- 721,8 g/mol
- Monoisotopische Masse
- 721,2028762
Namen und Bezeichner
- Bevorzugter Name
- 4-[2-(N-methylisoquinoline-5-sulfonamido)-3-oxo-3-(4-phenylpiperazin-1-yl)propyl]phenyl isoquinoline-5-sulfonate
- IUPAC
- [4-[2-[isoquinolin-5-ylsulfonyl(methyl)amino]-3-oxo-3-(4-phenylpiperazin-1-yl)propyl]phenyl] isoquinoline-5-sulfonate
- Englischer Name
- KN-62
- Summenformel
- C38H35N5O6S2
- Molmasse
- 721.84
Namen und Synonyme
CHEMBL130321[4-[2-[isoquinolin-5-ylsulfonyl(methyl)amino]-3-oxo-3-(4-phenylpiperazin-1-yl)propyl]phenyl] isoquinoline-5-sulfonate5-isoquinolinesulfonic acid [4-[2-[5-isoquinolinylsulfonyl(methyl)amino]-3-oxo-3-(4-phenyl-1-piperazinyl)propyl]phenyl] esterBiomolKI_0000404-[2-(N-methylisoquinoline-5-sulfonamido)-3-oxo-3-(4-phenylpiperazin-1-yl)propyl]phenyl isoquinoline-5-sulfonateBiomolKI2_000048BMK1-E4BSPBio_001181KBioGR_000521KBioSS_000521orb1226628SCHEMBL1982403
Weitere Namen anzeigen
KN-2N 62KN-62CS-756KN-62 97%KN-62,97%KN 62KN-2KN-62, 99+%KN 62KN62KN-62, >=98%
CHEBI:91888KBio2_000521KBio2_003089KBio2_005657KBio3_000941KBio3_000942BRD7136DTXSID70925812
Datenbank-Bezeichner
- CAS
127191-97-3- PubChem CID
- 3838
- DTXSID
DTXSID70925812- ChEMBL
CHEMBL130321- ChEBI
CHEBI:91888- Nikkaji
- J350.611H
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 5,6
- Polarare Oberfläche (TPSA)
- 147 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 10
- Frei drehbare Bindungen
- 10
- Schwere Atome
- 51
- Formalladung
- 0
- Komplexität
- 1.370
Physikochemische Eigenschaften
- Schmelzpunkt
- 92 · 92-94°C
- Siedepunkt
- 964.7 · 964.7±75.0 °C(Predicted)
- Dichte
- 1.388 · 1.388
- storage temp.
- -20 °C · -20°C
- Löslichkeit
- 45 % · 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.93 mg/mL
- pka
- 4.07 · 4.07±0.13(Predicted)
- Aggregatzustand
- solid
- Farbe
- white
- Biologische Quelle
- synthetic (organic)
- InChIKey
- RJVLFQBBRSMWHX-DHUJRADRSA-N
- SMILES
- O=S(OC1=CC=C(C[C@@H](C(N2CCN(C3=CC=CC=C3)CC2)=O)N(C)S(C4=CC=CC5=C4C=CN=C5)(=O)=O)C=C1)(C6=CC=CC7=C6C=CN=C7)=O
- CAS Datenbank
- 127191 · 127191-97-3(CAS DataBase Reference)
Sicherheit und Regulatorisches
Sicherheitsdaten
- wgk
- 3
- hs_code
- 29339980
- safety_code
- 24/25
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Anwendungen
VerwendenIt is used as a potent and selective inhibitor of CaMKII. KN-62 has demonstrated potent and selective inhibition of Ca2+/calmodulin-dependent protein kinase II (CaMKII; Ki=0.9 M) which causes cells to arrest in the S phase. In HEK-293 cells expressing type III adenylyl cyclase (III-AC), 10 M of KN-62 blocked CaMKII phosphorylation of III-AC, and inhibited hormone-stimulated Ca2+ oscillations. Additionally, KN-62 is a potent non-competitive antagonist at the P2X7 receptor (IC50 = 15 nM).
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