(R)-4-Acetyl-1-(4-chloro-2-fluorophenyl)-5-cyclohexyl-3-hydroxy-1H-pyrrol-2(5H)-one - CAS 512177-83-2

Name: (R)-4-Acetyl-1-(4-chloro-2-fluorophenyl)-5-cyclohexyl-3-hydroxy-1H-pyrrol-2(5H)-one
Brand: BOC Sciences
Rating: 5 (1 reviews)

Catalog:	BB027370
Product Name:	(R)-4-Acetyl-1-(4-chloro-2-fluorophenyl)-5-cyclohexyl-3-hydroxy-1H-pyrrol-2(5H)-one
CAS:	512177-83-2
Synonyms:	(2R)-3-acetyl-1-(4-chloro-2-fluorophenyl)-2-cyclohexyl-4-hydroxy-2H-pyrrol-5-one; (2R)-3-acetyl-1-(4-chloro-2-fluorophenyl)-2-cyclohexyl-4-hydroxy-2H-pyrrol-5-one

Technical Data

IUPAC Name:	(2R)-3-acetyl-1-(4-chloro-2-fluorophenyl)-2-cyclohexyl-4-hydroxy-2H-pyrrol-5-one
Description:	(R)-4-Acetyl-1-(4-chloro-2-fluorophenyl)-5-cyclohexyl-3-hydroxy-1H-pyrrol-2(5H)-one (CAS# 512177-83-2) is an allosteric antagonist of the C-C chemokine receptor type 2 (CCR2) with an IC50 of 103 nM.
Molecular Weight:	351.80
Molecular Formula:	C18H19ClFNO3
Canonical SMILES:	CC(=O)C1=C(C(=O)N(C1C2CCCCC2)C3=C(C=C(C=C3)Cl)F)O
InChI:	InChI=1S/C18H19ClFNO3/c1-10(22)15-16(11-5-3-2-4-6-11)21(18(24)17(15)23)14-8-7-12(19)9-13(14)20/h7-9,11,16,23H,2-6H2,1H3/t16-/m1/s1
InChI Key:	VQNLJXWZGVRLBA-MRXNPFEDSA-N
Boiling Point:	482.6 °C at 760 mmHg
Purity:	98 %
Density:	1.383 g/cm³
LogP:	4.24070

Publication Number	Title	Priority Date
CA-2463198-A1	Pyrrolidinone derivatives	20011003
CZ-2004442-A3	Pyrrolidinone derivatives	20011003
HU-0402503-A2	Pyrrolidinone derivatives and pharmaceutical compositions containing the compounds	20011003
JP-2005523238-A	Pyrrolidinone derivative	20011003
KR-20040048936-A	Pyrrolidinone derivatives	20011003

PMID	Publication Date	Title	Journal
32020584	20200501	The IUPHAR Guide to Immunopharmacology: connecting immunology and pharmacology	Immunology
31742400	20191226	Synthesis and Pharmacological Evaluation of Triazolopyrimidinone Derivatives as Noncompetitive, Intracellular Antagonists for CC Chemokine Receptors 2 and 5	Journal of medicinal chemistry
27926736	20161215	Structure of CC chemokine receptor 2 with orthosteric and allosteric antagonists	Nature
25772168	20150101	CCL2-CCR2 Signaling in Disease Pathogenesis	Endocrine, metabolic & immune disorders drug targets

Complexity:	559
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	1
Defined Bond Stereocenter Count:	0
Exact Mass:	351.1037493
Formal Charge:	0
Heavy Atom Count:	24
Hydrogen Bond Acceptor Count:	4
Hydrogen Bond Donor Count:	1
Isotope Atom Count:	0
Monoisotopic Mass:	351.1037493
Rotatable Bond Count:	3
Topological Polar Surface Area:	57.6
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	4.3