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Details

Stereochemistry ACHIRAL
Molecular Formula C27H31N5O10P2
Molecular Weight 647.5101
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BR-007

SMILES

OC(CCCNC(=O)OCCOC1=CC2=NC=CC(C3=C4CCCN4N=C3C5=NC=CC=C5)=C2C=C1)(P(O)(O)=O)P(O)(O)=O

InChI

InChIKey=AKZVACKATXEQQW-UHFFFAOYSA-N
InChI=1S/C27H31N5O10P2/c33-26(30-12-4-10-27(34,43(35,36)37)44(38,39)40)42-16-15-41-18-7-8-19-20(9-13-29-22(19)17-18)24-23-6-3-14-32(23)31-25(24)21-5-1-2-11-28-21/h1-2,5,7-9,11,13,17,34H,3-4,6,10,12,14-16H2,(H,30,33)(H2,35,36,37)(H2,38,39,40)

HIDE SMILES / InChI
Molecular Formula C27H31N5O10P2
Molecular Weight 647.5101
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
239
Curator's Comment: # Eli Lilly

Approval Year

Unknown
149124
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
8504
 160.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
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.
2008-04-10
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.
2004-07-05

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 Wed Apr 02 14:25:46 GMT 2025
Edited
by admin
on Wed Apr 02 14:25:46 GMT 2025
Record UNII
87VER89275
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BR007
Preferred Name English
BR-007
Code English
(1-hydroxy-4-(((2-((4-(2-(pyridin-2-yl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl)quinolin-7-yl)oxy)ethoxy)carbonyl)amino)butane-1,1-diyl)bis(hydrogen phosphonate)
Common Name English
Code System Code Type Description
CAS
2409546-40-1
Created by admin on Wed Apr 02 14:25:46 GMT 2025 , Edited by admin on Wed Apr 02 14:25:46 GMT 2025
PRIMARY
PUBCHEM
156766559
Created by admin on Wed Apr 02 14:25:46 GMT 2025 , Edited by admin on Wed Apr 02 14:25:46 GMT 2025
PRIMARY
FDA UNII
87VER89275
Created by admin on Wed Apr 02 14:25:46 GMT 2025 , Edited by admin on Wed Apr 02 14:25:46 GMT 2025
PRIMARY
Related Record Type Details
Structure of BR-007 Sodium
SALT/SOLVATE -> PARENT
Related Record Type Details
Structure of 4-(2-(Pyridin-2-yl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl)quinolin-7-ol
METABOLITE ACTIVE -> PRODRUG
Related Record Type Details
Structure of 2-[[4-[5,6-Dihydro-2-(2-pyridinyl)-4H-pyrrolo[1,2-b]pyrazol-3-yl]-7-quinolinyl]oxy]ethanol
ACTIVE MOIETY (FOR EXCLUSIVITY)
Structure of 4-(2-(Pyridin-2-yl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl)quinolin-7-ol
ACTIVE MOIETY
NIH
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