U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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 of OGLUFANIDE

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
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

Targets

Primary TargetPharmacologyConditionPotency
PubMed

PubMed

TitleDatePubMed
Effects of structural and "mixed" isomers of Glu-Trp dipeptide on normal hemopoietic stem cells.
2006 Feb
The effects of the EW dipeptide optical and chemical isomers on the CFU-S population in intact and irradiated mice.
2007 Mar
Oral absorption enhancement of dipeptide L-Glu-L-Trp-OH by lipid and glycosyl conjugation.
2008
Name Type Language
OGLUFANIDE
INN   WHO-DD  
INN  
Official Name English
NSC-334073
Code 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
Created by admin on Sat Dec 16 17:09:55 GMT 2023 , Edited by admin on Sat Dec 16 17:09:55 GMT 2023
NCI_THESAURUS C308
Created by admin on Sat Dec 16 17:09:55 GMT 2023 , Edited by admin on Sat Dec 16 17:09:55 GMT 2023
FDA ORPHAN DRUG 126799
Created by admin on Sat Dec 16 17:09:55 GMT 2023 , Edited by admin on Sat Dec 16 17:09:55 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C76274
Created by admin on Sat Dec 16 17:09:55 GMT 2023 , Edited by admin on Sat Dec 16 17:09:55 GMT 2023
PRIMARY
CAS
38101-59-6
Created by admin on Sat Dec 16 17:09:55 GMT 2023 , Edited by admin on Sat Dec 16 17:09:55 GMT 2023
PRIMARY
ChEMBL
CHEMBL2111029
Created by admin on Sat Dec 16 17:09:55 GMT 2023 , Edited by admin on Sat Dec 16 17:09:55 GMT 2023
PRIMARY
DRUG BANK
DB05779
Created by admin on Sat Dec 16 17:09:55 GMT 2023 , Edited by admin on Sat Dec 16 17:09:55 GMT 2023
PRIMARY
NSC
334073
Created by admin on Sat Dec 16 17:09:55 GMT 2023 , Edited by admin on Sat Dec 16 17:09:55 GMT 2023
PRIMARY
FDA UNII
4RHY598T5U
Created by admin on Sat Dec 16 17:09:55 GMT 2023 , Edited by admin on Sat Dec 16 17:09:55 GMT 2023
PRIMARY
SMS_ID
300000001583
Created by admin on Sat Dec 16 17:09:55 GMT 2023 , Edited by admin on Sat Dec 16 17:09:55 GMT 2023
PRIMARY
PUBCHEM
100094
Created by admin on Sat Dec 16 17:09:55 GMT 2023 , Edited by admin on Sat Dec 16 17:09:55 GMT 2023
PRIMARY
INN
8146
Created by admin on Sat Dec 16 17:09:55 GMT 2023 , Edited by admin on Sat Dec 16 17:09:55 GMT 2023
PRIMARY
CHEBI
73512
Created by admin on Sat Dec 16 17:09:55 GMT 2023 , Edited by admin on Sat Dec 16 17:09:55 GMT 2023
PRIMARY