BRACO-19

Details

Stereochemistry	ACHIRAL
Molecular Formula	C35H43N7O2
Molecular Weight	593.7616
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN(C)C1=CC=C(NC2=C3C=CC(NC(=O)CCN4CCCC4)=CC3=NC5=CC(NC(=O)CCN6CCCC6)=CC=C25)C=C1

InChI

InChIKey=RKPYSYRMIXRZJT-UHFFFAOYSA-N

InChI=1S/C35H43N7O2/c1-40(2)28-11-7-25(8-12-28)38-35-29-13-9-26(36-33(43)15-21-41-17-3-4-18-41)23-31(29)39-32-24-27(10-14-30(32)35)37-34(44)16-22-42-19-5-6-20-42/h7-14,23-24H,3-6,15-22H2,1-2H3,(H,36,43)(H,37,44)(H,38,39)

HIDE SMILES / InChI

Molecular Formula	C35H43N7O2
Molecular Weight	593.7616
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Telomerase reverse transcriptase 10 Target ID: CHEMBL2916 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19053833	Inhibitor 8504		6300.0 nM [IC50]

PubMed

Title	Date	PubMed
Synthesis and g-quadruplex-binding properties of defined acridine oligomers.	2010-06-13	20725626
Expression of (NES-)hTERT in cancer cells delays cell cycle progression and increases sensitivity to genotoxic stress.	2010-05-25	20520826
Effect of Ionic Strength on Porphyrin Drugs Interaction with Quadruplex DNA Formed by the Promoter Region of C-myc and Bcl2 Oncogenes.	2010	20700417
Role for G-quadruplex RNA binding by Epstein-Barr virus nuclear antigen 1 in DNA replication and metaphase chromosome attachment.	2009-10	19656898
Putative DNA G-quadruplex formation within the promoters of Plasmodium falciparum var genes.	2009-08-06	19660104
G-quadruplex compounds and cis-platin act synergistically to inhibit cancer cell growth in vitro and in vivo.	2009-07-15	19475728
Applications of isothermal titration calorimetry in biophysical studies of G-quadruplexes.	2009-07-02	19742177
Structural basis of DNA quadruplex recognition by an acridine drug.	2008-05-28	18457389
Mechanism of acridine-based telomerase inhibition and telomere shortening.	2007-09-01	17631279
Telomere uncapping by the G-quadruplex ligand RHPS4 inhibits clonogenic tumour cell growth in vitro and in vivo consistent with a cancer stem cell targeting mechanism.	2007-04-23	17406367
The G-quadruplex-interactive molecule BRACO-19 inhibits tumor growth, consistent with telomere targeting and interference with telomerase function.	2005-02-15	15735037
Evaluation of by disubstituted acridone derivatives as telomerase inhibitors: the importance of G-quadruplex binding.	2004-12-06	15501053
A G-quadruplex telomere targeting agent produces p16-associated senescence and chromosomal fusions in human prostate cancer cells.	2004-10	15486186
Acquired cellular resistance to flavopiridol in a human colon carcinoma cell line involves up-regulation of the telomerase catalytic subunit and telomere elongation. Sensitivity of resistant cells to combination treatment with a telomerase inhibitor.	2003-11	14573759

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:08:06 GMT 2025` Edited by `admin` on `Mon Mar 31 22:08:06 GMT 2025`
Record UNII	Z7C5CD91WI
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BRACO-19

Common Name

English

1-PYRROLIDINEPROPANAMIDE, N,N'-(9-((4-(DIMETHYLAMINO)PHENYL)AMINO)-3,6-ACRIDINEDIYL)BIS-

Preferred Name

English

N,N'-(9-((4-(DIMETHYLAMINO)PHENYL)AMINO)-3,6-ACRIDINEDIYL)BIS(1-PYRROLIDINEPROPANAMIDE)

Systematic Name

English

Code System Code Type Description

CAS

875923-92-5