1-Naphthalenylsulfonyl-Ile-Trp-aldehyde
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1-Naphthalenylsulfonyl-Ile-Trp-aldehyde

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1-Naphthalenylsulfonyl-Ile-Trp-aldehyde is a potent, reversible, selective and cell-permeable cathepsin L inhibitor with an IC50 of 1.9 nM. It inhibits the release of bone Ca2+ and hydroxyproline in vitro and is useful in the treatment of osteoporosis.

Category
Peptide Inhibitors
Catalog number
BAT-014419
CAS number
161709-56-4
Molecular Formula
C27H29N3O4S
Molecular Weight
491.61
IUPAC Name
(2S,3S)-N-[(2S)-1-(1H-indol-3-yl)-3-oxopropan-2-yl]-3-methyl-2-(naphthalen-1-ylsulfonylamino)pentanamide
Synonyms
N-(1-Naphthalenylsulfonyl)-Ile-Trp-aldehyde; Pentanamide, N-[(1S)-1-formyl-2-(1H-indol-3-yl)ethyl]-3-methyl-2-[(1-naphthalenylsulfonyl)amino]-, (2S,3S)-; N-[(2S)-1-(1H-Indol-3-yl)-3-oxo-2-propanyl]-N2-(1-naphthylsulfonyl)-L-isoleucinamide; N-(1Naphthalenylsulfonyl)-IW-CHO; Cathepsin L Inhibitor IV
Appearance
White to Off-white Powder
Purity
≥95%
Density
1.3±0.1 g/cm3
Storage
Store at -20°C
Solubility
Soluble in DMSO (5 mg/ml), Ethyl Acetate (50 mg/ml)
InChI
InChI=1S/C27H29N3O4S/c1-3-18(2)26(30-35(33,34)25-14-8-10-19-9-4-5-12-23(19)25)27(32)29-21(17-31)15-20-16-28-24-13-7-6-11-22(20)24/h4-14,16-18,21,26,28,30H,3,15H2,1-2H3,(H,29,32)/t18-,21-,26-/m0/s1
InChI Key
FFPHAWVFZQFOJA-JCWFFFCVSA-N
Canonical SMILES
CCC(C)C(C(=O)NC(CC1=CNC2=CC=CC=C21)C=O)NS(=O)(=O)C3=CC=CC4=CC=CC=C43
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