3-Benzyl-6-bromo-2-chloroquinoline - CAS 654655-68-2

Catalog:	BB072396
Product Name:	3-Benzyl-6-bromo-2-chloroquinoline
CAS:	654655-68-2
Synonyms:	6-Bromo-2-chloro-3-(phenylmethyl)quinoline

Technical Data

IUPAC Name:	3-benzyl-6-bromo-2-chloroquinoline
Description:	3-Benzyl-6-bromo-2-chloroquinoline is an intermediate in the synthesis of (aS,bR)-Bedaquiline (B119540), which is a diarylquinoline derivative that acts as a mycobacterial inhibitor. Bedaquiline shows promise as potential drug in the treatment of tuberculosis.
Molecular Weight:	332.62
Molecular Formula:	C16H11BrClN
Canonical SMILES:	C1=CC=C(C=C1)CC2=C(N=C3C=CC(=CC3=C2)Br)Cl
InChI:	InChI=1S/C16H11BrClN/c17-14-6-7-15-12(10-14)9-13(16(18)19-15)8-11-4-2-1-3-5-11/h1-7,9-10H,8H2
InChI Key:	UGXUDVNBDYIJHJ-UHFFFAOYSA-N
References:	Cheepsattayakorn, A., et al. Anti-Infect. Drug. Discover.,7, 141 (2012); de Jonge M.R. et al. Proteins, 67, 971 (2007); Diacon A.H. et al. N. Eng. J. Med., 360, 2397 (2009).

Complexity:	293
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Exact Mass:	330.97634
Formal Charge:	0
Heavy Atom Count:	19
Hydrogen Bond Acceptor Count:	1
Hydrogen Bond Donor Count:	0
Isotope Atom Count:	0
Monoisotopic Mass:	330.97634
Rotatable Bond Count:	2
Topological Polar Surface Area:	12.9Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	5.8