CAS 237430-03-4|Alsterpaullone|14-nitro-8,18-diazatetracyclo[9.7.0.0^{2,7}.0^{12,17}]octadeca-1(11),2(7),3,5,12,14,16-heptaen-9-one|14-nitro-8,18-diazatetracyclo[9.7.0.0^{2,7}.0^{12,17}]octadeca-1(1...

基本信息

化学结构

分子式

C₁₆H₁₁N₃O₃

分子量

293.27684

精确质量

293.08004123

电荷

InChI

InChI=1S/C16H11N3O3/c20-15-8-12-11-7-9(19(21)22)5-6-14(11)18-16(12)10-3-1-2-4-13(10)17-15/h1-7,18H,8H2,(H,17,20)

InChIKey

OLUKILHGKRVDCT-UHFFFAOYSA-N

Canonic Smiles

O=C1Nc2ccccc2-c2c(C1)c1cc(ccc1[nH]2)[N+](=O)[O-]

Isomeric Smiles

N1C(=O)Cc2c(c3c1cccc3)[nH]c1c2cc(cc1)[N+](=O)[O-]

计算属性

JChem

LogD (pH = 7.4)

2.68

LogD (pH = 5.5)

2.68

Log P

2.68

可自由旋转的化学键

质子供体

质子受体

里宾斯基五规则

true

Acid pKa

13.11

极化表面积

88.03

极化性

29.72

摩尔折射率

82.01

LOG S

-5.03

数据来源

学术数据

产品目录

数据来源

名称和标识

别名

AlsterpaulloneAlsterpaullone9-Nitro-7,12-dihydroindolo-[3,2-d][1]benzazepin-6(5)-one9-nitropaullonealsterpaullone9-nitro-7,12-dihydro-5H-indolo[3,2-d][1]benzazepin-6-one14-nitro-8,18-diazatetracyclo[9.7.0.0({2,7}).0({12,17})]octadeca-1(11),2,4,6,12(17),13,15-heptaen-9-one9-NITRO-5,12-DIHYDRO-7H-BENZO[2,3]AZEPINO[4,5-B]INDOL-6-ONE9-nitro-7,12-dihydroindolo[3,2-d][1]benzazepin-6(5H)-one

IUPAC传统名

14-nitro-8,18-diazatetracyclo[9.7.0.0^{2,7}.0^{12,17}]octadeca-1(11),2(7),3,5,12,14,16-heptaen-9-one alsterpaullone 14-nitro-8,18-diazatetracyclo[9.7.0.0^{2,7}.0^{12,17}]octadeca-1(11),2,4,6,12,14,16-heptaen-9-one

IUPAC标准名

14-nitro-8,18-diazatetracyclo[9.7.0.0^{2,7}.0^{12,17}]octadeca-1(11),2(7),3,5,12,14,16-heptaen-9-one 14-nitro-8,18-diazatetracyclo[9.7.0.0²,⁷.0¹²,¹⁷]octadeca-1(11),2,4,6,12,14,16-heptaen-9-one 14-nitro-8,18-diazatetracyclo[9.7.0.0²,⁷.0¹²,¹⁷]octadeca-1(11),2,4,6,12,14,16-heptaen-9-one

名称和标识

数据登录号

PubChem CID

5005498

PubChem SID

160967082248909184650473685338191

CAS号

MDL号

BKMS React数据库

CHEMBL

PDB数据库

Reaxys Registry

PubMed文献链接

10425100235772822033465126061748264425251266931022052821

BRENDA数据库

2.7.11.132.7.11.262.7.10.22.7.11.222.7.11.12.7.11.241.1.1.372.7.11.11

SureChEMBL数据库

SCHEMBL2170104

LINCS数据库

LSM-6558

CHEBI ID

CHEBI:138488CHEBI:40939

BRENDA Ligand数据库

BindingDB数据库

PDBeChem数据库

CompTox数据库

Chemspider ID

DrugBank ID

数据登录号

化合物性质

产品相关信息

≥98% (HPLC)

C16H11N3O3

药理学性质

rat ... Gsk3b(84027)

理化性质

yellow to brown powder

DMSO: ≥10 mg/mL

化合物性质

分子相关蛋白质

PDB Bank

1Q3W

分子相关蛋白质

分子图谱

暂无数据

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描述信息

DrugBank

DB04014

Drug information: experimental

Sigma Aldrich

A4847

Biochem/physiol Actions
Potent and selective inhibitor of GSK-3β and CDK5/p25; potent inhibitor of CDK1/cyclin B (IC50 = 0.035 μM).
Application
Alsterpaullone inhibits GSK-3β, CDK5/p25, and CDK1/cyclin B. Alsterpaullone has also been studied as an antimanic therapeutic for the acute manic phase of bipolar disorder.

ChEBI

CHEBI:138488

An organic heterotetracyclic compound that is 1,3-dihydro-2H-1-benzazepin-2-one which shares its 4-5 bond with the 3-2 bond of 5-nitro-1H-indole.

描述信息

参考文献

PubChem文献

暂无数据

点击上传数据

参考文献

生物活性

PubChem BioAssay

生物活性