OGLUFANIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C16H19N3O5
Molecular Weight	333.3392
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC1=CNC2=C1C=CC=C2)C(O)=O

InChI

InChIKey=LLEUXCDZPQOJMY-AAEUAGOBSA-N

InChI=1S/C16H19N3O5/c17-11(5-6-14(20)21)15(22)19-13(16(23)24)7-9-8-18-12-4-2-1-3-10(9)12/h1-4,8,11,13,18H,5-7,17H2,(H,19,22)(H,20,21)(H,23,24)/t11-,13-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C16H19N3O5
Molecular Weight	333.3392
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: http://cytomed.ru/timogen/ | https://www.hrsa.gov/sites/default/files/opa/programrequirements/orphandrugexclusion/janmar2015list.pdf | https://adisinsight.springer.com/drugs/800010303 | https://www.hepatitiscentral.com/news/oglufanide_bein/

Oglufanide, an angiogenesis inhibitor, an immunomodulator, that originally was developed and registered in Russia under the brand name timogen. Oglufanide inhibits vascular endothelial growth factor (VEGF), which may inhibit angiogenesis. This agent has also been reported to stimulate the immune response to hepatitis C virus and intracellular bacterial infections. Oglufanide was studied in the USA for the treatment of cancer, and in September 2001, it was granted Orphan Drug designation for the treatment of ovarian cancer. In addition, in Australia this drug was involved in phase II clinical trial for the treatment of hepatitis C. Oglufanide is also participated in phase III trials for patients with Kaposi's sarcoma, however, this study was discontinued.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Vascular endothelial growth factor 2 Target ID: Vascular endothelial growth factor Sources: https://www.cancer.gov/publications/dictionaries/cancer-drug/def/oglufanide-disodium	Inhibitor 8504

PubMed

Title	Date	PubMed
Oral absorption enhancement of dipeptide L-Glu-L-Trp-OH by lipid and glycosyl conjugation.	2008	18428206
The effects of the EW dipeptide optical and chemical isomers on the CFU-S population in intact and irradiated mice.	2007-03	17276896
Effects of structural and "mixed" isomers of Glu-Trp dipeptide on normal hemopoietic stem cells.	2006-02	16984110
[Conjugates of 2',3'-didehydro-3'-deoxythymidine with thymogen. Synthesis and anti-HIV activity].	1999-07	10563202

Substance Class	Chemical Created by `admin` on `Wed Apr 02 08:46:49 GMT 2025` Edited by `admin` on `Wed Apr 02 08:46:49 GMT 2025`
Record UNII	4RHY598T5U
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-334073

Preferred Name

English

OGLUFANIDE

Official Name

English

Oglufanide [WHO-DD]

Common Name

English

L-GLUTAMYL-L-TRYPTOPHAN

Systematic Name

English

oglufanide [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C1742