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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H21ClFN3O4S
Molecular Weight 441.904
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DANIRIXIN

SMILES

CC1=C(NC(=O)NC2=C(O)C(=C(Cl)C=C2)S(=O)(=O)[C@H]3CCCNC3)C=CC=C1F

InChI

InChIKey=NGYNBSHYFOFVLS-LBPRGKRZSA-N
InChI=1S/C19H21ClFN3O4S/c1-11-14(21)5-2-6-15(11)23-19(26)24-16-8-7-13(20)18(17(16)25)29(27,28)12-4-3-9-22-10-12/h2,5-8,12,22,25H,3-4,9-10H2,1H3,(H2,23,24,26)/t12-/m0/s1

HIDE SMILES / InChI

Molecular Formula C19H21ClFN3O4S
Molecular Weight 441.904
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Danixirin is a potent, competitive, selective and reversible antagonist of the chemokine receptor (CXCR2) (also known as interleukin 8B receptor). In preclinical models, danixirin blocked neutrophils chemotaxis in response to inflammation. The drug is being developed by GlaxoSmithKline for the treatment of chronic obstructive pulmonary disease, influenza, respiratory syncytial virus. In phase 2 clinical trials in patients with acute, uncomplicated influenza, danixirin was well tolerated and did not impede viral clearance.

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
7.9 null [pIC50]

PubMed

Patents

Substance Class Chemical
Record UNII
R318PGH5VP
Record Status Validated (UNII)
Record Version