CAS 852808-04-9|4-(4-{[2-(4-chlorophenyl)phenyl]methyl}piperazin-1-yl)-N-(4-{[(2R)-4-(dimethylamino)-1-(phenylsulfanyl)butan-2-yl]amino}-3-nitrobenzenesulfonyl)benzamide|4-(4-{[2-(4-chlorophenyl)phe...

基本信息

化学结构

分子式

C₄₂H₄₅ClN₆O₅S₂

分子量

813.4269

精确质量

812.25813825

电荷

InChI

InChI=1S/C42H45ClN6O5S2/c1-46(2)23-22-35(30-55-37-9-4-3-5-10-37)44-40-21-20-38(28-41(40)49(51)52)56(53,54)45-42(50)32-14-18-36(19-15-32)48-26-24-47(25-27-48)29-33-8-6-7-11-39(33)31-12-16-34(43)17-13-31/h3-21,28,35,44H,22-27,29-30H2,1-2H3,(H,45,50)/t35-/m1/s1

InChIKey

HPLNQCPCUACXLM-PGUFJCEWSA-N

Canonic Smiles

CN(CC[C@@H](Nc1ccc(cc1[N+](=O)[O-])S(=O)(=O)NC(=O)c1ccc(cc1)N1CCN(CC1)Cc1ccccc1c1ccc(cc1)Cl)CSc1ccccc1)C

Isomeric Smiles

c1cc(ccc1C(=O)NS(=O)(=O)c1ccc(c(c1)[N+](=O)[O-])N[C@@H](CSc1ccccc1)CCN(C)C)N1CCN(CC1)Cc1c(cccc1)c1ccc(cc1)Cl

计算属性

JChem

Acid pKa

4.2773795

质子受体

质子供体

LogD (pH = 5.5)

4.559849

LogD (pH = 7.4)

6.3591967

Log P

7.4634604

摩尔折射率

230.6089

极化性

88.638306

极化表面积

130.81

可自由旋转的化学键

里宾斯基五规则

false

数据来源

产品目录

学术数据

数据来源

名称和标识

IUPAC标准名

4-(4-{[2-(4-chlorophenyl)phenyl]methyl}piperazin-1-yl)-N-(4-{[(2R)-4-(dimethylamino)-1-(phenylsulfanyl)butan-2-yl]amino}-3-nitrobenzenesulfonyl)benzamide

IUPAC传统名

4-(4-{[2-(4-chlorophenyl)phenyl]methyl}piperazin-1-yl)-N-(4-{[(2R)-4-(dimethylamino)-1-(phenylsulfanyl)butan-2-yl]amino}-3-nitrobenzenesulfonyl)benzamide

别名

ABT-7374-[4-[(4’-Chloro[1,1’-biphenyl]-2-yl)methyl]-1-piperazinyl]-N-[[4-[[(1R)-3-(dimethylamino)-1-[(phenylthio)methyl]propyl]amino]-3-nitrophenyl]sulfonyl]benzamideABT 737

名称和标识

数据登录号

CAS号

852808-04-9

PubChem CID

11228183

PubChem SID

162037377

数据登录号

化合物性质

产品相关信息

成盐信息

Free Base

质检报告

下载链接

理化性质

溶解度

DMSO

Methanol

熔点

152-154°C

外观

Yellow Solid

药理学性质

作用靶点

Bcl-2

安全信息

保存条件

-20°C

-20°C Freezer

MSDS下载

下载链接

化合物性质

分子相关蛋白质

暂无数据

点击上传数据

分子图谱

暂无数据

点击上传数据

描述信息

Selleck Chemicals

S1002

Research Area

Description

Cancer

Protocol

Kinase Assay ^[1]

Fluorescence polarization assays

Binding affinity of GST-Bcl-2 family proteins to the FITC-conjugated BH3 domain of Bim (FITC-Ahx-DMRPEIWIAQELRRIGDEFNAYYAR) is determined. Briefly, 100 nM of GST-Bcl-2 family fusion proteins are incubated with serial dilutions of ABT-737 in PBS for 2 min. Then, 20 nM of FITC-Bim BH3 peptide (FITC-Ahx-DMRPEIWIAQELRRIGDEFNAYYAR) is added. Fluorescence polarization is measured using an Analyst TM AD Assay Detection System after 10 min using the 96-well black plate. Then IC50 are determined.

Cell Assay ^[4]

Cell Lines

SCLC cell lines NCI-H889, NCI-H1963, NCI-H1417, NCI-H146, NCI-187, DMS79, NCI-1048, NCI-H82, NCI-H196, H69AR, and DMS114

Concentrations

0.001-10 μM

Incubation Time

48 hours

Methods

SCLC cells are treated for 48 hours in 96-well tissue culture plates in a total volume of 100 μL tissue culture medium supplemented with 10% human serum. Viable cells are determined using the MTS assay.

Animal Study ^[1]

Animal Models

Scid mice injected with Luc-expressing FD/ΔRaf-1:ER cells

Formulation

1 g/mL stock solution of ABT-737 in DMSO is added to a mixture of 30% propylene glycol, 5% Tween 80, 65% D5W (5% dextrose in water) (pH 4?5; final concentration of DMSO ≤ 1%)

Doses

20 and 30 mg/kg

Administration

For intraperitoneal (i.p.) every day

References

[1] Konopleva M, et al. Cancer Cell, 2006, 10(5), 375-388.

[2] van Delft MF,et al. Cancer Cell, 2006, 10(5), 389-399.

[3] Del Gaizo Moore V, et al. J Clin Invest, 2007, 117(1), 112-121.

[4] Tahir SK, et al. Cancer Res, 2007, 67(3), 1176-1183.

[5] Ishitsuka K, et al. Cancer Lett, 2012, 317(2), 218-225.

[6] Hikita H, et al. Hepatology. 2010, 52(4), 1310-21.

[7] Whitecross KF, et al, Blood, 2009, 113(9), 1982-1991.

TRC

A112550

A selective inhibitor of BCL-2, in small cell lung cancer. ABT-737 induced dramatic regressions in tumors derived from some SCLC cell lines.

描述信息

参考文献

PubChem文献

数据源提供

• Del Gaizo Moore V, et al. J Clin Invest, 2007, 117(1), 112-121.

• Whitecross KF, et al, Blood, 2009, 113(9), 1982-1991.

• Ishitsuka K, et al. Cancer Lett, 2012, 317(2), 218-225.

• Hikita H, et al. Hepatology. 2010, 52(4), 1310-21.

• Konopleva M, et al. Cancer Cell, 2006, 10(5), 375-388.

• van Delft MF,et al. Cancer Cell, 2006, 10(5), 389-399.

• Tahir SK, et al. Cancer Res, 2007, 67(3), 1176-1183.

• Trudel, S., et al.: Clin. Cancer Res., 13, 621 (2007)

• Ikegaki, N., et al.: Cancer Res., 54, 6 (1994)

• Kaiser, U., et al.: Lung Cancer, 15, 31 (1994)

• Rudin, C., et al.: J. Clin. Oncol., 22, 1110 ( 2004), Konopleva, M., et al.: Cancer Cell, 10, 375 (1994)

参考文献

生物活性

PubChem BioAssay

生物活性

数据来源

产品目录

学术数据

名称和标识

IUPAC标准名

4-(4-{[2-(4-chlorophenyl)phenyl]methyl}piperazin-1-yl)-N-(4-{[(2R)-4-(dimethylamino)-1-(phenylsulfanyl)butan-2-yl]amino}-3-nitrobenzenesulfonyl)benzamide

IUPAC传统名

4-(4-{[2-(4-chlorophenyl)phenyl]methyl}piperazin-1-yl)-N-(4-{[(2R)-4-(dimethylamino)-1-(phenylsulfanyl)butan-2-yl]amino}-3-nitrobenzenesulfonyl)benzamide

别名

ABT-7374-[4-[(4’-Chloro[1,1’-biphenyl]-2-yl)methyl]-1-piperazinyl]-N-[[4-[[(1R)-3-(dimethylamino)-1-[(phenylthio)methyl]propyl]amino]-3-nitrophenyl]sulfonyl]benzamideABT 737

数据登录号

CAS号

852808-04-9

PubChem CID

11228183

PubChem SID

162037377

化合物性质

产品相关信息

成盐信息

Free Base

质检报告

下载链接

理化性质

溶解度

DMSO

Methanol

熔点

152-154°C

外观

Yellow Solid

药理学性质

作用靶点

Bcl-2

安全信息

保存条件

-20°C

-20°C Freezer

MSDS下载

下载链接

描述信息

Selleck Chemicals

S1002

Research Area

Description

Cancer

Protocol

Kinase Assay ^[1]

Fluorescence polarization assays

Cell Assay ^[4]

Cell Lines

SCLC cell lines NCI-H889, NCI-H1963, NCI-H1417, NCI-H146, NCI-187, DMS79, NCI-1048, NCI-H82, NCI-H196, H69AR, and DMS114

Concentrations

0.001-10 μM

Incubation Time

48 hours

Methods

Animal Study ^[1]

Animal Models

Scid mice injected with Luc-expressing FD/ΔRaf-1:ER cells

Formulation

1 g/mL stock solution of ABT-737 in DMSO is added to a mixture of 30% propylene glycol, 5% Tween 80, 65% D5W (5% dextrose in water) (pH 4?5; final concentration of DMSO ≤ 1%)

Doses

20 and 30 mg/kg

Administration

For intraperitoneal (i.p.) every day

References

[1] Konopleva M, et al. Cancer Cell, 2006, 10(5), 375-388.

[2] van Delft MF,et al. Cancer Cell, 2006, 10(5), 389-399.

[3] Del Gaizo Moore V, et al. J Clin Invest, 2007, 117(1), 112-121.

[4] Tahir SK, et al. Cancer Res, 2007, 67(3), 1176-1183.

[5] Ishitsuka K, et al. Cancer Lett, 2012, 317(2), 218-225.

[6] Hikita H, et al. Hepatology. 2010, 52(4), 1310-21.

[7] Whitecross KF, et al, Blood, 2009, 113(9), 1982-1991.

TRC

A112550

A selective inhibitor of BCL-2, in small cell lung cancer. ABT-737 induced dramatic regressions in tumors derived from some SCLC cell lines.

参考文献

PubChem文献

数据源提供

• Del Gaizo Moore V, et al. J Clin Invest, 2007, 117(1), 112-121.

• Whitecross KF, et al, Blood, 2009, 113(9), 1982-1991.

• Ishitsuka K, et al. Cancer Lett, 2012, 317(2), 218-225.

• Hikita H, et al. Hepatology. 2010, 52(4), 1310-21.

• Konopleva M, et al. Cancer Cell, 2006, 10(5), 375-388.

• van Delft MF,et al. Cancer Cell, 2006, 10(5), 389-399.

• Tahir SK, et al. Cancer Res, 2007, 67(3), 1176-1183.

• Trudel, S., et al.: Clin. Cancer Res., 13, 621 (2007)

• Ikegaki, N., et al.: Cancer Res., 54, 6 (1994)

• Kaiser, U., et al.: Lung Cancer, 15, 31 (1994)

• Rudin, C., et al.: J. Clin. Oncol., 22, 1110 ( 2004), Konopleva, M., et al.: Cancer Cell, 10, 375 (1994)

生物活性

PubChem BioAssay

化合物信息

ID:72452

Research Area

Protocol

Kinase Assay ^[1]

Cell Assay ^[4]

Animal Study ^[1]

References

Research Area

Protocol

Kinase Assay ^[1]

Cell Assay ^[4]

Animal Study ^[1]

References

化合物信息

ID:72452

Research Area

Protocol

Kinase Assay [1]

Cell Assay [4]

Animal Study [1]

References

Research Area

Protocol

Kinase Assay [1]

Cell Assay [4]

Animal Study [1]

References

Kinase Assay ^[1]

Cell Assay ^[4]

Animal Study ^[1]

Kinase Assay ^[1]

Cell Assay ^[4]

Animal Study ^[1]