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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

Molecular Formula C22H18FN7
Molecular Weight 399.4236
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

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

Targets

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

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown
Primary
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
1.31 μg/mL
340 mg 1 times / day single, oral
VACTOSERTIB plasma
Homo sapiens
2.05 μg/mL
340 mg 1 times / day multiple, oral
VACTOSERTIB plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
6.29 μg × h/mL
340 mg 1 times / day single, oral
VACTOSERTIB plasma
Homo sapiens
8.02 μg × h/mL
340 mg 1 times / day multiple, oral
VACTOSERTIB plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
3.9 h
340 mg 1 times / day single, oral
VACTOSERTIB plasma
Homo sapiens
7.4 h
340 mg 1 times / day multiple, oral
VACTOSERTIB plasma
Homo sapiens

Doses

PubMed

Patents

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)
Substance Class Chemical
Record UNII
6T4O391P5Y
Record Status Validated (UNII)
Record Version