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NSC 655649

NSC 655649 structure

CAS No:
119673-08-4
Formula:
C33H34Cl2N4O7
Chemical Name:
NSC 655649
Synonyms:
5H-Indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione,1,11-dichloro-6-[2-(diethylamino)ethyl]-12,13-dihydro-12-(4-O-methyl-β-D-glucopyranosyl)-;1,11-Dichloro-6-[2-(diethylamino)ethyl]-12,13-dihydro-12-(4-O-methyl-β-D-glucopyranosyl)-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione;BMY 27557;NSC 655649;XL 119;Becatecarin;BMS 181176;134598-30-4
Categories:
Biochemical Engineering > Saccharides

Description

Becatecarin is a derivative of [rebeccamycin].|Becatecarin is a synthetic diethylaminoethyl analogue of the indolocarbazole glycoside antineoplastic antibiotic rebeccamycin. Becatecarin intercalates into DNA and stabilizes the DNA-topoisomerase I complex, thereby interfering with the topoisomerase I-catalyzed DNA breakage-reunion reaction and initiating DNA cleavage and apoptosis. (NCI04)

NSC 655649 Basic Attributes

Molecular Weight：

669.559

Exact Mass：

669.55

UNII：

A60X6MBU6G

NCI Thesaurus Code：

C1620

Characteristics

PSA：

141

XLogP3：

3.6

Density：

1.61g/cm3

Boiling Point：

848.8ºC at 760 mmHg

Flash Point：

467.2ºC

Refractive Index：

1.739

Vapor Pressure：

1.21E-30mmHg at 25°C

Drug Information

Drug Indication：

Investigated for use/treatment in cancer/tumors (unspecified), liver cancer, gastric cancer, and leukemia (unspecified).

Mechanism of Action：

Becatecarin is a small molecule, anticancer compound for the treatment of hepatobiliary duct tumors, a rare and aggressive form of cancer with a high medical need and very limited survival. Becatecarin intercalates into DNA and stabilizes the DNA-topoisomerase I complex, thereby interfering with the topoisomerase I-catalyzed DNA breakage-reunion reaction and initiating DNA cleavage and apoptosis.

MeSH Entry Terms：

becatecarin

NSC 655649 Use and Manufacturing

Uses

Antineoplastic (rebeccamycin analogue).

Use Classification：

Human drugs -> Rare disease (orphan)

Computed Properties

Molecular Weight:669.5
XLogP3:3.6
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:8
Exact Mass:668.1804548
Monoisotopic Mass:668.1804548
Topological Polar Surface Area:141
Heavy Atom Count:46
Complexity:1150
Defined Atom Stereocenter Count:5
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Guide of NSC 655649

Description
Basic Attributes
Characteristics
Drug Information
Use and Manufacturing
Computed Properties
Learn More Other Chemicals

NSC 655649

SDS

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