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APC 366 (hydrochloride)

CAT: 0804-HY-105999ASize: 1 EachDry Ice: NoHazardous: No
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Description
APC 366 hydrochloride is a selective inhibitor of mast cell trypsin activity. APC 366 hydrochloride is able to inhibit trypsin-induced histamine release in human tonsil and lung cells. APC 366 hydrochloride may have important applications in regulating allergic reactions and inflammation[1].
CAS Number
178925-65-0
UNSPSC
12352005
Target
Ser/Thr Protease
Type
Reference compound
Related Pathways
Metabolic Enzyme/Protease
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/apc-366-hydrochloride.html
Smiles
O=C(N)[C@H]1N(C([C@H](CCCNC(N)=N)NC(C2=CC=C3C=CC=CC3=C2O)=O)=O)CCC1.Cl
Molecular Formula
C22H29ClN6O4
Molecular Weight
476.96
References & Citations
[1]Barrios VE, et al. Tryptase mediates hyperresponsiveness in isolated guinea pig bronchi. Life Sci. 1998;63 (26) :2295-2303. |[2]Krishna MT, et al. Inhibition of mast cell tryptase by inhaled APC 366 attenuates allergen-induced late-phase airway obstruction in asthma. J Allergy Clin Immunol. 2001;107 (6) :1039-1045.|[3]Corrigendum to "Tryptase inhibitor APC 366 prevents hepatic fibrosis by inhibiting collagen synthesis induced by tryptase/protease-activated receptor 2 interactions in hepatic stellate cells" [Int. Immunopharmacol. 20 (2014) 352-357]
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
Phase 2

Chemical Information

1-Hydroxy-2-naphthoyl-Arg-Pro amide
CAS Number178925-65-0
PubChem CID177340
IUPAC Name(2S)-1-[(2S)-5-(diaminomethylideneamino)-2-[(1-hydroxynaphthalene-2-carbonyl)amino]pentanoyl]pyrrolidine-2-carboxamide
Molecular FormulaC22H28N6O4
Molecular Weight440.5
XLogP0.8
Topological Polar Surface Area177
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count5
Rotatable Bond Count8
Heavy Atom Count32
Formal Charge0
Complexity725
SMILES
C1C[C@H](N(C1)C(=O)[C@H](CCCN=C(N)N)NC(=O)C2=C(C3=CC=CC=C3C=C2)O)C(=O)N
InChI
InChI=1S/C22H28N6O4/c23-19(30)17-8-4-12-28(17)21(32)16(7-3-11-26-22(24)25)27-20(31)15-10-9-13-5-1-2-6-14(13)18(15)29/h1-2,5-6,9-10,16-17,29H,3-4,7-8,11-12H2,(H2,23,30)(H,27,31)(H4,24,25,26)/t16-,17-/m0/s1
InChIKey
SKYWIMYOGAWOMB-IRXDYDNUSA-N
Chemical Structure
2D Structure
2D structure of 1-Hydroxy-2-naphthoyl-Arg-Pro amide
CAS: 178925-65-0
CID: 177340
Formula: C22H28N6O4
MW: 440.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight440.5
XLogP30.8
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count5
Rotatable Bond Count8
Exact Mass440.21720340
Monoisotopic Mass440.21720340
Topological Polar Surface Area177 Ų
Heavy Atom Count32
Formal Charge0
Complexity725
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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