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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
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

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

Substance Class Chemical
Record UNII
637C487Y09
Record Status Validated (UNII)
Record Version