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Details

Stereochemistry ACHIRAL
Molecular Formula C20H16N4O
Molecular Weight 328.3672
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 4-(2-(Pyridin-2-yl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl)quinolin-7-ol

SMILES

OC1=CC2=C(C=C1)C(=CC=N2)C3=C4CCCN4N=C3C5=CC=CC=N5

InChI

InChIKey=ZDNICFYNWASODE-UHFFFAOYSA-N
InChI=1S/C20H16N4O/c25-13-6-7-14-15(8-10-22-17(14)12-13)19-18-5-3-11-24(18)23-20(19)16-4-1-2-9-21-16/h1-2,4,6-10,12,25H,3,5,11H2

HIDE SMILES / InChI
Molecular Formula C20H16N4O
Molecular Weight 328.3672
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

TGF-B-recpotor inhibitor (dihydropyrrolopyrazole, 13) is one of the series of optimized, bioavailable dihydropyrrolopyrazole TGF-beta receptor type I inhibitors synthesized at Ely Lilly and is an investigational antitumor agent.

Originator

Eli Lilly
237
Curator's Comment: # Eli Lilly

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
TGF-beta receptor type-1
8
Target ID: P36897
Gene ID: 7046.0
Gene Symbol: TGFBR1
Target Organism: Homo sapiens (Human)
Inhibitor
8297
 160.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Synthesis and activity of new aryl- and heteroaryl-substituted 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole inhibitors of the transforming growth factor-beta type I receptor kinase domain.
2004 Jul 5
Optimization of a dihydropyrrolopyrazole series of transforming growth factor-beta type I receptor kinase domain inhibitors: discovery of an orally bioavailable transforming growth factor-beta receptor type I inhibitor as antitumor agent.
2008 Apr 10

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Antiproliferative activity against mouse NIH3T3 cells by [3H]thymidine assay of TGF-B-recpotor inhibitor (compound 13) had IC50 of 420±410 nM. EC50 of 200±73 nM value was obtained from luciferase reporter assay in mink mink lung epithelial Mv1Lu p3TP-Lux stable transfectants.
Substance Class Chemical
Created
by admin
on Sat Dec 16 19:22:44 GMT 2023
Edited
by admin
on Sat Dec 16 19:22:44 GMT 2023
Record UNII
MT5X3CS22S
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
4-(2-(Pyridin-2-yl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl)quinolin-7-ol
Systematic Name English
7-Quinolinol, 4-[5,6-dihydro-2-(2-pyridinyl)-4H-pyrrolo[1,2-b]pyrazol-3-yl]-
Systematic Name English
Code System Code Type Description
CAS
476474-11-0
Created by admin on Sat Dec 16 19:22:45 GMT 2023 , Edited by admin on Sat Dec 16 19:22:45 GMT 2023
PRIMARY
PUBCHEM
135506615
Created by admin on Sat Dec 16 19:22:45 GMT 2023 , Edited by admin on Sat Dec 16 19:22:45 GMT 2023
PRIMARY
FDA UNII
MT5X3CS22S
Created by admin on Sat Dec 16 19:22:45 GMT 2023 , Edited by admin on Sat Dec 16 19:22:45 GMT 2023
PRIMARY
EPA CompTox
DTXSID20433199
Created by admin on Sat Dec 16 19:22:45 GMT 2023 , Edited by admin on Sat Dec 16 19:22:45 GMT 2023
PRIMARY
Related Record Type Details
TGF-BETA RECEPTOR TYPE-1
TARGET -> INHIBITOR
IC50
Related Record Type Details
Structure of BR-007
PRODRUG -> METABOLITE ACTIVE
NIH
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