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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 GOLOTIMOD

SMILES

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

InChI

InChIKey=CATMPQFFVNKDEY-YPMHNXCESA-N
InChI=1S/C16H19N3O5/c17-11(15(21)22)5-6-14(20)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,19,20)(H,21,22)(H,23,24)/t11-,13+/m1/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

Golotimod (SCV-07) is compound that has been investigated as a medicine for the treatment of tuberculosis, and various other viral and bacterial infections. Golotimod acts broadly on the Toll-like receptor (TLR) pathway. It stimulates the T-helper 1 (Th1) type immune response and blocks signal transducers and activator of transcription 3 (STAT3) mediated signaling. Treatment of tuberculosis with golotimod improves clearance of mycobacteria, cavity healing, and immune parameters and also reduced symptoms (such as fever, weakness, sweating, dry cough, productive cough, dyspnea, chest pain, tachycardia) without adverse effects. Phase II clinical trials have been completed to assess its safety and tolerability.

Approval Year

PubMed

PubMed

TitleDatePubMed
Development of an efficient enzymatic production of gamma-D-glutamyl-L-tryptophan (SCV-07), a prospective medicine for tuberculosis, with bacterial gamma-glutamyltranspeptidase.
2004 Aug 5
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:11:12 UTC 2023
Edited
by admin
on Sat Dec 16 17:11:12 UTC 2023
Record UNII
637C487Y09
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GOLOTIMOD
INN   USAN   WHO-DD  
INN   USAN  
Official Name English
SCV-07
Code English
Golotimod [WHO-DD]
Common Name English
golotimod [INN]
Common Name English
D-.GAMMA.-GLUTAMYL-L-TRYPTOPHAN
Systematic Name English
GOLOTIMOD [USAN]
Common Name English
(2R)-2-Amino-5-[[(1S)-1-carboxy-2-(1H-indol-3-yl)ethyl]amino]-5-oxopentanoic acid
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C129820
Created by admin on Sat Dec 16 17:11:13 UTC 2023 , Edited by admin on Sat Dec 16 17:11:13 UTC 2023
Code System Code Type Description
SMS_ID
300000034186
Created by admin on Sat Dec 16 17:11:13 UTC 2023 , Edited by admin on Sat Dec 16 17:11:13 UTC 2023
PRIMARY
RXCUI
2367440
Created by admin on Sat Dec 16 17:11:13 UTC 2023 , Edited by admin on Sat Dec 16 17:11:13 UTC 2023
PRIMARY
DAILYMED
637C487Y09
Created by admin on Sat Dec 16 17:11:13 UTC 2023 , Edited by admin on Sat Dec 16 17:11:13 UTC 2023
PRIMARY
FDA UNII
637C487Y09
Created by admin on Sat Dec 16 17:11:13 UTC 2023 , Edited by admin on Sat Dec 16 17:11:13 UTC 2023
PRIMARY
MESH
C470075
Created by admin on Sat Dec 16 17:11:13 UTC 2023 , Edited by admin on Sat Dec 16 17:11:13 UTC 2023
PRIMARY
PUBCHEM
6992140
Created by admin on Sat Dec 16 17:11:13 UTC 2023 , Edited by admin on Sat Dec 16 17:11:13 UTC 2023
PRIMARY
INN
8826
Created by admin on Sat Dec 16 17:11:13 UTC 2023 , Edited by admin on Sat Dec 16 17:11:13 UTC 2023
PRIMARY
DRUG BANK
DB05475
Created by admin on Sat Dec 16 17:11:13 UTC 2023 , Edited by admin on Sat Dec 16 17:11:13 UTC 2023
PRIMARY
NCI_THESAURUS
C76497
Created by admin on Sat Dec 16 17:11:13 UTC 2023 , Edited by admin on Sat Dec 16 17:11:13 UTC 2023
PRIMARY
ChEMBL
CHEMBL2103812
Created by admin on Sat Dec 16 17:11:13 UTC 2023 , Edited by admin on Sat Dec 16 17:11:13 UTC 2023
PRIMARY
CAS
229305-39-9
Created by admin on Sat Dec 16 17:11:13 UTC 2023 , Edited by admin on Sat Dec 16 17:11:13 UTC 2023
PRIMARY
USAN
SS-36
Created by admin on Sat Dec 16 17:11:13 UTC 2023 , Edited by admin on Sat Dec 16 17:11:13 UTC 2023
PRIMARY
EPA CompTox
DTXSID10177474
Created by admin on Sat Dec 16 17:11:13 UTC 2023 , Edited by admin on Sat Dec 16 17:11:13 UTC 2023
PRIMARY
Related Record Type Details
TARGET->INHIBITOR OF EXPRESSION
Related Record Type Details
ACTIVE MOIETY