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

Details

Stereochemistry ACHIRAL
Molecular Formula C15H14N4O2
Molecular Weight 282.2973
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of BX-517

SMILES

C\C(C1=CC=CN1)=C2\C(=O)NC3=CC=C(NC(N)=O)C=C23

InChI

InChIKey=DFURSNCTQGJRRX-JYRVWZFOSA-N
InChI=1S/C15H14N4O2/c1-8(11-3-2-6-17-11)13-10-7-9(18-15(16)21)4-5-12(10)19-14(13)20/h2-7,17H,1H3,(H,19,20)(H3,16,18,21)/b13-8-

HIDE SMILES / InChI

Description

BX-517 is a nanomolar inhibitor of phosphoinositide-dependent kinase-1 (PDK-1), developed by Berlex Biosciences. BX-517 blocked activation of Akt in tumor cells. The compound was not developed further due to solubility an bioavailability issues.

Originator

Approval Year

Unknown
149124
Targets

Targets

Primary TargetPharmacologyConditionPotency
3-phosphoinositide-dependent protein kinase 1
4
Target ID: O15530
Gene ID: 5170.0
Gene Symbol: PDPK1
Target Organism: Homo sapiens (Human)
Inhibitor
8504
 6.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Basic research
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Indolinone based phosphoinositide-dependent kinase-1 (PDK1) inhibitors. Part 2: optimization of BX-517.
2007-07-15
Indolinone based phosphoinositide-dependent kinase-1 (PDK1) inhibitors. Part 1: design, synthesis and biological activity.
2007-07-15
Patents

Patents

20130190512
1
8846953
1
WO2012058780A1
1

Sample Use Guides

In Vivo Use Guide
In a preliminary PK study in rats, bioavailability was < 1% (at dose 10 mg/kg p.o.) and t1/2 24 min.
Route of Administration: Other
In Vitro Use Guide
PDK1 inhibitory activity was measured directly using PDK1, a peptide substrate, 33PATP, and compound followed by capture on P81 phospho-cellulose paper and detection by phorphorimaging.
Name Type Language
5-UREIDO-3-(1-(PYRROL-2-YL)ETHYLIDENE)INDOLIN-2-ONE
Preferred Name English
BX-517
Common Name English
UREA, N-(2,3-DIHYDRO-2-OXO-3-((3Z)-1-(1H-PYRROL-2-YL)ETHYLIDENE)-1H-INDOL-5-YL)-
Systematic Name English
UREA, (2,3-DIHYDRO-2-OXO-3-(1-(1H-PYRROL-2-YL)ETHYLIDENE)-1H-INDOL-5-YL)-
Systematic Name English
UREA, N-(2,3-DIHYDRO-2-OXO-3-(1-(1H-PYRROL-2-YL)ETHYLIDENE)-1H-INDOL-5-YL)-
Systematic Name English
Code System Code Type Description
CAS
946843-63-6
Created by admin on Mon Mar 31 21:48:48 GMT 2025 , Edited by admin on Mon Mar 31 21:48:48 GMT 2025
PRIMARY
FDA UNII
SYV8VN8W5K
Created by admin on Mon Mar 31 21:48:48 GMT 2025 , Edited by admin on Mon Mar 31 21:48:48 GMT 2025
PRIMARY
CAS
850717-64-5
Created by admin on Mon Mar 31 21:48:48 GMT 2025 , Edited by admin on Mon Mar 31 21:48:48 GMT 2025
NON-SPECIFIC STEREOCHEMISTRY
PUBCHEM
11161844
Created by admin on Mon Mar 31 21:48:48 GMT 2025 , Edited by admin on Mon Mar 31 21:48:48 GMT 2025
PRIMARY
ACTIVE MOIETY
Structure of BX-517
NIH
NCATS
PRIVACY NOTICE
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