ChemicalBook--->CAS DataBase List--->1469988-75-7

1469988-75-7

1469988-75-7 Structure

1469988-75-7 Structure
IdentificationBack Directory
[Name]

QL47
[CAS]

1469988-75-7
[Synonyms]

QL47
QL47,QL-47
BTK Inhibitor
Benzo[h]-1,6-naphthyridin-2(1H)-one, 1-[2,3-dihydro-1-(1-oxo-2-propen-1-yl)-1H-indol-6-yl]-9-(1-methyl-1H-pyrazol-4-yl)-
[Molecular Formula]

C27H21N5O2
[MOL File]

1469988-75-7.mol
[Molecular Weight]

447.49
Chemical PropertiesBack Directory
[Boiling point ]

706.2±60.0 °C(Predicted)
[density ]

1.35±0.1 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

DMSO : < 1 mg/mL (insoluble or slightly soluble)
[form ]

Powder
[pka]

4?+-.0.20(Predicted)
[color ]

Light yellow to yellow
[InChI]

1S/C27H21N5O2/c1-3-25(33)31-11-10-17-4-7-21(13-24(17)31)32-26(34)9-6-19-14-28-23-8-5-18(12-22(23)27(19)32)20-15-29-30(2)16-20/h3-9,12-16H,1,10-11H2,2H3
[InChIKey]

RTRNJQOBEOISFQ-UHFFFAOYSA-N
[SMILES]

[n]1(ncc(c1)c2cc3c4[n]([c](ccc4cnc3cc2)=O)c5cc6c(cc5)CCN6C(=O)C=C)C
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

QL47, a broad-spectrum antiviral agent, inhibits dengue virus and other RNA viruses. QL47 selectively inhibits eukaryotic translation. QL47 is a potent covalent inhibitor of BTK with an IC50 of 7 nM[1][2][3].
[Definition]

ChEBI: 9-(1-methyl-4-pyrazolyl)-1-[1-(1-oxoprop-2-enyl)-2,3-dihydroindol-6-yl]-2-benzo[h][1,6]naphthyridinone is a naphthyridine derivative.
[Biological Activity]

Cell permeable: yes''Primary Target
BMX & BTK''Reversible: no
[References]

[1] Liang Y, et al. Structure-Activity Relationship Study of QL47: A Broad-Spectrum Antiviral Agent. ACS Med Chem Lett. 2017;8(3):344-349. Published 2017 Feb 3. DOI:10.1021/acsmedchemlett.7b00008
[2] de Wispelaere M, et al. A broad-spectrum antiviral molecule, QL47, selectively inhibits eukaryotic translation. J Biol Chem. 2020;295(6):1694-1703. DOI:10.1074/jbc.RA119.011132
[3] Wu H, et al. Discovery of a potent, covalent BTK inhibitor for B-cell lymphoma. ACS Chem Biol. 2014;9(5):1086-1091. DOI:10.1021/cb4008524
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