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

Details

Stereochemistry ACHIRAL
Molecular Formula C22H18FN7
Molecular Weight 399.4236
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VACTOSERTIB

SMILES

CC1=CC=CC(=N1)C2=C(N=C(CNC3=CC=CC=C3F)N2)C4=CN5N=CN=C5C=C4

InChI

InChIKey=FJCDSQATIJKQKA-UHFFFAOYSA-N
InChI=1S/C22H18FN7/c1-14-5-4-8-18(27-14)22-21(15-9-10-20-25-13-26-30(20)12-15)28-19(29-22)11-24-17-7-3-2-6-16(17)23/h2-10,12-13,24H,11H2,1H3,(H,28,29)

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including: http://adisinsight.springer.com/drugs/800040770 | https://www.pharmacodia.com/yaodu/html/v1/chemicals/35df583a06ef378df8540f6db2d36534.html

EW-7197 is an orally bioavailable inhibitor of the serine/threonine kinase, transforming growth factor (TGF)-beta receptor type 1 (TGFBR1), also known as activin receptor-like kinase 5 (ALK5), with potential antineoplastic activity. EW-7197 is in phase I clinical trials for the treatment of solid tumors. Also, EW-7197 has a strong potential as an anti-fibrosis therapeutic agent.

Originator

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
 13.0 nM [IC50]
Inhibitor
8297
 11.0 nM [IC50]
Inhibitor
8297
 54.0 nM [IC50]
Inhibitor
8297
 97.0 nM [IC50]
Inhibitor
8297
 1.8 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Phase I
428
Unknown

Approved Use

Unknown
Primary
Preclinical
Unknown

Approved Use

Unknown
Primary
Preclinical
Unknown

Approved Use

Unknown
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
1.31 μg/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/31300967
340 mg 1 times / day single, oral
dose: 340 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
VACTOSERTIB plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
2.05 μg/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/31300967
340 mg 1 times / day multiple, oral
dose: 340 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
VACTOSERTIB plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
6.29 μg × h/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/31300967
340 mg 1 times / day single, oral
dose: 340 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
VACTOSERTIB plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
8.02 μg × h/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/31300967
340 mg 1 times / day multiple, oral
dose: 340 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
VACTOSERTIB plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
3.9 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/31300967
340 mg 1 times / day single, oral
dose: 340 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
VACTOSERTIB plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
7.4 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/31300967
340 mg 1 times / day multiple, oral
dose: 340 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
VACTOSERTIB plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
Doses

Doses

DosePopulationAdverse events​
340 mg 1 times / day multiple, oral
Highest studied dose
Dose: 340 mg, 1 times / day
Route: oral
Route: multiple
Dose: 340 mg, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/31300967
unhealthy
n = 4
Health Status: unhealthy
Condition: cancer
Sex: M+F
Food Status: FASTED
Population Size: 4
Sources:
https://pubmed.ncbi.nlm.nih.gov/31300967
Sources:
https://pubmed.ncbi.nlm.nih.gov/31300967
Sourcing

Sourcing

Vendor/AggregatorIDURL
001 Chemical
DY107485
https://www.001chemical.com/chem/search?q=DY107485
1PlusChem LLC
1P003ASW
https://www.1pchem.com/search?query=1P003ASW
1PlusChem LLC
1P01EON8
https://www.1pchem.com/search?query=1P01EON8
A2B Chem
AB53168
http://a2bchem.com/prod/AB53168
AChemBlock
M15347
http://www.achemblock.com/catalogsearch/result/?q=M15347
AK Scientific
2408AH
https://aksci.com/item_detail.php?cat=2408AH
Ambeed
A287741
http://www.ambeed.com/search/Search.html?keyword=A287741
Angene
AGN-PC-0WALT4
http://www.angenechemical.com/productshow/AGN-PC-0WALT4.html
ApexBio Technology
B5946
https://www.apexbt.com/catalogsearch/result/?q=B5946
AstaTech
43281
http://astatechinc.com/CPSResult.php?CRNO=43281
BLD Pharm
BD305563
http://www.bldpharm.com/search/Search.html?keyword=BD305563
BOC Sciences
1352608-82-2
http://www.bocsci.com/description.asp?cas=1352608-82-2
Cayman Chemical
19231
http://www.caymanchem.com/app/template/Product.vm/catalog/19231
Chem Scene
CS-0040677
http://www.chemscene.com/goproductList/searchProductList?productObj=CS-0040677
Chem Scene
CS-5679
http://www.chemscene.com/goproductList/searchProductList?productObj=CS-5679
ChemShuttle
129593
https://www.chemshuttle.com/catalogsearch/result/?q=129593
Excenen
EX-A1738
http://www.excenen.com/searchresultlist.php?id=EX-A1738
KeyOrganics
AS-10150
http://www.keyorganicsinc.com/bionet/catalogsearch/result?q=AS-10150
Lab Network
LN01307797
https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN01307797
Lab Seeker
SC-82436
http://www.labseeker.com/search.php?keywords=SC-82436&category=0
LabSeeker
SC-82436
http://www.labseeker.com/search.php?keywords=SC-82436&category=0
Matrix Scientific
133260
http://www.matrixscientific.com/133260.html
MedChem Express
HY-19928
https://www.medchemexpress.com/search.html?q=HY-19928A&ft=&fa=&fp=
MedChem Express
HY-19928A
https://www.medchemexpress.com/search.html?q=HY-19928A&ft=&fa=&fp=
MolPort
MolPort-035-789-717
https://www.molport.com/shop/molecule-link/MolPort-035-789-717
MolPort
MolPort-046-417-273
https://www.molport.com/shop/molecule-link/MolPort-046-417-273
MolPort
MolPort-046-418-480
https://www.molport.com/shop/molecule-link/MolPort-046-418-480
Molcore
MC107485
http://www.molcore.com/CatMC107485.html
Molnova
M11430
https://www.molnova.com/en/serch-list.html?keywords=M11430
MuseChem
I001361
https://www.musechem.com/product/I001361.html
PI Chemicals
PI-44594
http://www.pipharm.com/catalog_products/PI-44594.html
Selleck Chemicals
S7530
http://www.selleckchem.com/search.html?searchDTO.searchParam=S7530
ShangHai Biochempartner
BCP18384
http://www.biochempartner.com/search_BCP18384
eMolecules
50894583
https://orderbb.emolecules.com/search/#?query=50894583
eMolecules
92488460
https://orderbb.emolecules.com/search/#?query=92488460
mcule
MCULE-8109876384
https://mcule.com/MCULE-8109876384/
PubMed

PubMed

TitleDatePubMed
Patents

Patents

US8080568 B1
1

Sample Use Guides

In Vivo Use Guide
Starting single daily dose is 30 mg, with escalation to 60 mg, and subsequent dose escalation using a modified Fibonacci algorithm (once daily for 5 days followed by 2 days without treatment in 28-day cycles)
Route of Administration: Oral
In Vitro Use Guide
EW-7197 inhibited 4T1 cell proliferation when added at a high concentration (5,000 nM/L)
Name Type Language
VACTOSERTIB
INN  
Official Name English
vactosertib [INN]
Common Name English
1H-IMIDAZOLE-2-METHANAMINE, N-(2-FLUOROPHENYL)-5-(6-METHYL-2-PYRIDINYL)-4-(1,2,4)TRIAZOLO(1,5-A)PYRIDIN-6-YL-
Systematic Name English
N-((4-((1,2,4)TRIAZOLO(1,5-A)PYRIDIN-6-YL)-5-(6-METHYLPYRIDIN-2-YL)-1H-IMIDAZOL-2-YL)METHYL)-2-FLUOROANILINE
Systematic Name English
EW-7197
Common Name English
Vactosertib [WHO-DD]
Common Name English
2-FLUORO-N-((4-(6-METHYLPYRIDIN-2-YL)-5-((1,2,4)TRIAZOLO(1,5-A)PYRIDIN-6-YL)-1H-IMIDAZOL-2-YL)METHYL)ANILINE
Systematic Name English
TEW-7197
Code English
Classification Tree Code System Code
NCI_THESAURUS C129825
Created by admin on Sat Dec 16 08:23:48 GMT 2023 , Edited by admin on Sat Dec 16 08:23:48 GMT 2023
FDA ORPHAN DRUG 827321
Created by admin on Sat Dec 16 08:23:48 GMT 2023 , Edited by admin on Sat Dec 16 08:23:48 GMT 2023
NCI_THESAURUS C61074
Created by admin on Sat Dec 16 08:23:48 GMT 2023 , Edited by admin on Sat Dec 16 08:23:48 GMT 2023
FDA ORPHAN DRUG 767320
Created by admin on Sat Dec 16 08:23:48 GMT 2023 , Edited by admin on Sat Dec 16 08:23:48 GMT 2023
FDA ORPHAN DRUG 834121
Created by admin on Sat Dec 16 08:23:48 GMT 2023 , Edited by admin on Sat Dec 16 08:23:48 GMT 2023
FDA ORPHAN DRUG 575617
Created by admin on Sat Dec 16 08:23:48 GMT 2023 , Edited by admin on Sat Dec 16 08:23:48 GMT 2023
Code System Code Type Description
SMS_ID
300000008774
Created by admin on Sat Dec 16 08:23:48 GMT 2023 , Edited by admin on Sat Dec 16 08:23:48 GMT 2023
PRIMARY
CAS
1352608-82-2
Created by admin on Sat Dec 16 08:23:48 GMT 2023 , Edited by admin on Sat Dec 16 08:23:48 GMT 2023
PRIMARY
NCI_THESAURUS
C116357
Created by admin on Sat Dec 16 08:23:48 GMT 2023 , Edited by admin on Sat Dec 16 08:23:48 GMT 2023
PRIMARY
PUBCHEM
54766013
Created by admin on Sat Dec 16 08:23:48 GMT 2023 , Edited by admin on Sat Dec 16 08:23:48 GMT 2023
PRIMARY
INN
10645
Created by admin on Sat Dec 16 08:23:48 GMT 2023 , Edited by admin on Sat Dec 16 08:23:48 GMT 2023
PRIMARY
DRUG BANK
DB15310
Created by admin on Sat Dec 16 08:23:48 GMT 2023 , Edited by admin on Sat Dec 16 08:23:48 GMT 2023
PRIMARY
FDA UNII
6T4O391P5Y
Created by admin on Sat Dec 16 08:23:48 GMT 2023 , Edited by admin on Sat Dec 16 08:23:48 GMT 2023
PRIMARY
EPA CompTox
DTXSID401010181
Created by admin on Sat Dec 16 08:23:48 GMT 2023 , Edited by admin on Sat Dec 16 08:23:48 GMT 2023
PRIMARY
ACTIVE MOIETY
Structure of VACTOSERTIB
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966