BRACO19 HCl
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Hodoodo CAT#: H5552230

CAS#: 1177798-88-7 (HCl)

Description: BRACO19 is a telomerase inhibitor that stabilizes G-quadruplexes, targeting telomeric G-quadruplexes, inducing DNA damage and cell-cycle arrest.


Chemical Structure

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BRACO19 HCl
CAS# 1177798-88-7 (HCl)

Theoretical Analysis

Hodoodo Cat#: H5552230
Name: BRACO19 HCl
CAS#: 1177798-88-7 (HCl)
Chemical Formula: C35H46Cl3N7O2
Exact Mass: 0.00
Molecular Weight: 703.150
Elemental Analysis: C, 59.79; H, 6.59; Cl, 15.12; N, 13.94; O, 4.55

Price and Availability

Size Price Availability Quantity
5mg USD 275
25mg USD 785
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Related CAS #: 1177798-88-7 (HCl)   351351-75-2 (free base),  

Synonym: BRACO19 HCl; BRACO19 hydrochloride; BRACO 19; BRAC-O19;

IUPAC/Chemical Name: N,N′-(9-(4-(Dimethylamino)phenylamino)acridine-3,6-diyl)bis(3-(pyrrolidin-1-yl)propanamide) trihydrochloride

InChi Key: MJAPNWJRLLDPAB-UHFFFAOYSA-N

InChi Code: InChI=1S/C35H43N7O2.3ClH/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);3*1H

SMILES Code: CN(C1=CC=C(NC2=C(C=CC(NC(CCN3CCCC3)=O)=C4)C4=NC5=CC(NC(CCN6CCCC6)=O)=CC=C52)C=C1)C.[H]Cl.[H]Cl.[H]Cl

Appearance: Yellow to Brown solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 703.15 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Fleming AM, Zhu J, Ding Y, Visser JA, Zhu J, Burrows CJ. Human DNA Repair Genes Possess Potential G-Quadruplex Sequences in Their Promoters and 5'-Untranslated Regions. Biochemistry. 2018 Feb 13;57(6):991-1002. doi: 10.1021/acs.biochem.7b01172. Epub 2018 Jan 24. PubMed PMID: 29320161; PubMed Central PMCID: PMC5851598.

2: Machireddy B, Kalra G, Jonnalagadda S, Ramanujachary K, Wu C. Probing the Binding Pathway of BRACO19 to a Parallel-Stranded Human Telomeric G-Quadruplex Using Molecular Dynamics Binding Simulation with AMBER DNA OL15 and Ligand GAFF2 Force Fields. J Chem Inf Model. 2017 Nov 27;57(11):2846-2864. doi: 10.1021/acs.jcim.7b00287. Epub 2017 Nov 1. PubMed PMID: 29028340.

3: Gilbert-Girard S, Gravel A, Artusi S, Richter SN, Wallaschek N, Kaufer BB, Flamand L. Stabilization of Telomere G-Quadruplexes Interferes with Human Herpesvirus 6A Chromosomal Integration. J Virol. 2017 Jun 26;91(14). pii: e00402-17. doi: 10.1128/JVI.00402-17. Print 2017 Jul 15. PubMed PMID: 28468887; PubMed Central PMCID: PMC5487558.

4: Kanti Si M, Sen A, Ganguly B. Exploiting hydrogen bonding interactions to probe smaller linear and cyclic diamines binding to G-quadruplexes: a DFT and molecular dynamics study. Phys Chem Chem Phys. 2017 May 10;19(18):11474-11484. doi: 10.1039/c7cp00472a. PubMed PMID: 28425525.

5: Wang Z, Liu JP. Effects of the central potassium ions on the G-quadruplex and stabilizer binding. J Mol Graph Model. 2017 Mar;72:168-177. doi: 10.1016/j.jmgm.2017.01.006. Epub 2017 Jan 6. PubMed PMID: 28092835.

6: Chen YL, Yang TY, Wu CL, Chen KC, Hsu SL, Hsueh CM. Mechanisms underlying lung resistance-related protein (LRP)-mediated doxorubicin resistance of non-small cell lung cancer cells. Chin J Physiol. 2016 Dec 31;59(6):331-347. PubMed PMID: 27817195.

7: Fan Q, Li C, Tao Y, Mao X, Li G. Simple and fast screening of G-quadruplex ligands with electrochemical detection system. Talanta. 2016 Nov 1;160:144-147. doi: 10.1016/j.talanta.2016.07.009. Epub 2016 Jul 4. PubMed PMID: 27591598.

8: Tippana R, Hwang H, Opresko PL, Bohr VA, Myong S. Single-molecule imaging reveals a common mechanism shared by G-quadruplex-resolving helicases. Proc Natl Acad Sci U S A. 2016 Jul 26;113(30):8448-53. doi: 10.1073/pnas.1603724113. Epub 2016 Jul 12. PubMed PMID: 27407146; PubMed Central PMCID: PMC4968719.

9: Zhou G, Liu X, Li Y, Xu S, Ma C, Wu X, Cheng Y, Yu Z, Zhao G, Chen Y. Telomere targeting with a novel G-quadruplex-interactive ligand BRACO-19 induces T-loop disassembly and telomerase displacement in human glioblastoma cells. Oncotarget. 2016 Mar 22;7(12):14925-39. doi: 10.18632/oncotarget.7483. PubMed PMID: 26908447; PubMed Central PMCID: PMC4924762.

10: Castillo-González D, Mergny JL, De Rache A, Pérez-Machado G, Cabrera-Pérez MA, Nicolotti O, Introcaso A, Mangiatordi GF, Guédin A, Bourdoncle A, Garrigues T, Pallardó F, Cordeiro MN, Paz-Y-Miño C, Tejera E, Borges F, Cruz-Monteagudo M. Harmonization of QSAR Best Practices and Molecular Docking Provides an Efficient Virtual Screening Tool for Discovering New G-Quadruplex Ligands. J Chem Inf Model. 2015 Oct 26;55(10):2094-110. doi: 10.1021/acs.jcim.5b00415. Epub 2015 Sep 18. PubMed PMID: 26355653.

11: Roe S, Gunaratnam M, Spiteri C, Sharma P, Alharthy RD, Neidle S, Moses JE. Synthesis and biological evaluation of hybrid acridine-HSP90 ligand conjugates as telomerase inhibitors. Org Biomol Chem. 2015 Aug 21;13(31):8500-4. doi: 10.1039/c5ob01177a. PubMed PMID: 26156660.

12: De Rache A, Mergny JL. Assessment of selectivity of G-quadruplex ligands via an optimised FRET melting assay. Biochimie. 2015 Aug;115:194-202. doi: 10.1016/j.biochi.2015.06.002. Epub 2015 Jun 14. PubMed PMID: 26079222.

13: Artusi S, Nadai M, Perrone R, Biasolo MA, Palù G, Flamand L, Calistri A, Richter SN. The Herpes Simplex Virus-1 genome contains multiple clusters of repeated G-quadruplex: Implications for the antiviral activity of a G-quadruplex ligand. Antiviral Res. 2015 Jun;118:123-31. doi: 10.1016/j.antiviral.2015.03.016. Epub 2015 Apr 3. PubMed PMID: 25843424.

14: Ungvarsky J, Plsikova J, Janovec L, Koval J, Mikes J, Mikesová L, Harvanova D, Fedorocko P, Kristian P, Kasparkova J, Brabec V, Vojtickova M, Sabolova D, Stramova Z, Rosocha J, Imrich J, Kozurkova M. Novel trisubstituted acridines as human telomeric quadruplex binding ligands. Bioorg Chem. 2014 Dec;57:13-29. doi: 10.1016/j.bioorg.2014.07.010. Epub 2014 Aug 10. PubMed PMID: 25171773.

15: Perrone R, Butovskaya E, Daelemans D, Palù G, Pannecouque C, Richter SN. Anti-HIV-1 activity of the G-quadruplex ligand BRACO-19. J Antimicrob Chemother. 2014 Dec;69(12):3248-58. doi: 10.1093/jac/dku280. Epub 2014 Aug 6. PubMed PMID: 25103489.

16: Murphy CT, Gupta A, Armitage BA, Opresko PL. Hybridization of G-quadruplex-forming peptide nucleic acids to guanine-rich DNA templates inhibits DNA polymerase η extension. Biochemistry. 2014 Aug 19;53(32):5315-22. doi: 10.1021/bi5006859. Epub 2014 Aug 5. PubMed PMID: 25068499.

17: Amrane S, Kerkour A, Bedrat A, Vialet B, Andreola ML, Mergny JL. Topology of a DNA G-quadruplex structure formed in the HIV-1 promoter: a potential target for anti-HIV drug development. J Am Chem Soc. 2014 Apr 9;136(14):5249-52. doi: 10.1021/ja501500c. Epub 2014 Mar 27. PubMed PMID: 24649937.

18: Artese A, Costa G, Ortuso F, Parrotta L, Alcaro S. Identification of new natural DNA G-quadruplex binders selected by a structure-based virtual screening approach. Molecules. 2013 Sep 30;18(10):12051-70. doi: 10.3390/molecules181012051. PubMed PMID: 24084014.

19: Lormand JD, Buncher N, Murphy CT, Kaur P, Lee MY, Burgers P, Wang H, Kunkel TA, Opresko PL. DNA polymerase δ stalls on telomeric lagging strand templates independently from G-quadruplex formation. Nucleic Acids Res. 2013 Dec;41(22):10323-33. doi: 10.1093/nar/gkt813. Epub 2013 Sep 13. PubMed PMID: 24038470; PubMed Central PMCID: PMC3905856.

20: Kim J, Jones-Hall YL, Wei R, Myers J, Qi Y, Knipp GT, Liu W. Association between hTERT rs2736100 polymorphism and sensitivity to anti-cancer agents. Front Genet. 2013 Aug 26;4:162. doi: 10.3389/fgene.2013.00162. eCollection 2013. PubMed PMID: 23986774; PubMed Central PMCID: PMC3752523.