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Details

Stereochemistry ACHIRAL
Molecular Formula C17H20N6O2
Molecular Weight 340.3797
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TOMIVOSERTIB

SMILES

CC1=C2N(C(=O)C(NC3=NC=NC(N)=C3)=C1)C4(CCCCC4)NC2=O

InChI

InChIKey=HKTBYUWLRDZAJK-UHFFFAOYSA-N
InChI=1S/C17H20N6O2/c1-10-7-11(21-13-8-12(18)19-9-20-13)16(25)23-14(10)15(24)22-17(23)5-3-2-4-6-17/h7-9H,2-6H2,1H3,(H,22,24)(H3,18,19,20,21)

HIDE SMILES / InChI

Molecular Formula C17H20N6O2
Molecular Weight 340.3797
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Tomivosertib (eFT-508) is a dual inhibitor of MAP kinase-interacting kinases (MNK1 and MNK2) thereby controlling translation. It has potent in vivo antitumor activity in models of diffuse large cell B-cell lymphoma and solid tumors. Tomivosertib acts on multiple points in the cancer immunity cycle simultaneously, underscoring its therapeutic potential as both a monotherapy and in combination with existing checkpoint inhibitor treatments. Preclinical studies suggest combining tomivosertib with a checkpoint inhibitor can overcome mechanisms of resistance to checkpoint inhibitors, resulting in enhanced sensitivity to checkpoint inhibitors and a higher response rate. In addition, preclinical data demonstrate that tomivosertib as a single agent promotes antitumor immunity that persists after stopping drug treatment. Tomivosertib is currently being evaluated in Phase 2 clinical trials in solid tumors and lymphoma. Additionally, tomivosertib may be a new therapeutic for neuropathic pain.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Q9BUB5
Gene ID: 8569.0
Gene Symbol: MKNK1
Target Organism: Homo sapiens (Human)
2.4 nM [IC50]
Target ID: Q9HBH9
Gene ID: 2872.0
Gene Symbol: MKNK2
Target Organism: Homo sapiens (Human)
2.4 nM [IC50]
PubMed

PubMed

TitleDatePubMed
Mitogen-activated Protein Kinase (MAPK) Interacting Kinases 1 and 2 (MNK1 and MNK2) as Targets for Cancer Therapy: Recent Progress in the Development of MNK Inhibitors.
2017
Structure-based Design of Pyridone-Aminal eFT508 Targeting Dysregulated Translation by Selective Mitogen-activated Protein Kinase Interacting Kinases 1 and 2 (MNK1/2) Inhibition.
2018 Apr 26
Nociceptor Translational Profiling Reveals the Ragulator-Rag GTPase Complex as a Critical Generator of Neuropathic Pain.
2019 Jan 16
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:14:23 UTC 2023
Edited
by admin
on Sat Dec 16 10:14:23 UTC 2023
Record UNII
U2H19X4WBV
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TOMIVOSERTIB
INN   USAN  
Official Name English
tomivosertib [INN]
Common Name English
EFT-508
Code English
EFT508
Code English
6'-((6-AMINOPYRIMIDIN-4-YL)AMINO)-8'-METHYL-2'HSPIRO(CYCLOHEXANE-1,3'-IMIDAZO(1,5-A)PYRIDINE)-1',5'-DIONE
Systematic Name English
TOMIVOSERTIB [USAN]
Common Name English
SPIRO(CYCLOHEXANE-1,3'(2'H)-IMIDAZO(1,5-A)PYRIDINE)-1',5'-DIONE, 6'-((6-AMINO-4-PYRIMIDINYL)AMINO)-8'-METHYL-
Systematic Name English
Tomivosertib [WHO-DD]
Common Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 554516
Created by admin on Sat Dec 16 10:14:23 UTC 2023 , Edited by admin on Sat Dec 16 10:14:23 UTC 2023
Code System Code Type Description
INN
10727
Created by admin on Sat Dec 16 10:14:23 UTC 2023 , Edited by admin on Sat Dec 16 10:14:23 UTC 2023
PRIMARY
CAS
1849590-01-7
Created by admin on Sat Dec 16 10:14:23 UTC 2023 , Edited by admin on Sat Dec 16 10:14:23 UTC 2023
PRIMARY
PUBCHEM
118598754
Created by admin on Sat Dec 16 10:14:23 UTC 2023 , Edited by admin on Sat Dec 16 10:14:23 UTC 2023
PRIMARY
NCI_THESAURUS
C125062
Created by admin on Sat Dec 16 10:14:23 UTC 2023 , Edited by admin on Sat Dec 16 10:14:23 UTC 2023
PRIMARY
FDA UNII
U2H19X4WBV
Created by admin on Sat Dec 16 10:14:23 UTC 2023 , Edited by admin on Sat Dec 16 10:14:23 UTC 2023
PRIMARY
DRUG BANK
DB15219
Created by admin on Sat Dec 16 10:14:23 UTC 2023 , Edited by admin on Sat Dec 16 10:14:23 UTC 2023
PRIMARY
SMS_ID
100000181194
Created by admin on Sat Dec 16 10:14:23 UTC 2023 , Edited by admin on Sat Dec 16 10:14:23 UTC 2023
PRIMARY
USAN
FG-108
Created by admin on Sat Dec 16 10:14:23 UTC 2023 , Edited by admin on Sat Dec 16 10:14:23 UTC 2023
PRIMARY
EPA CompTox
DTXSID601022534
Created by admin on Sat Dec 16 10:14:23 UTC 2023 , Edited by admin on Sat Dec 16 10:14:23 UTC 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
TARGET -> INHIBITOR
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY