SBI-797812 - ≥98% , CAS No.2237268-08-3

CAS: 2237268-08-3 Cat. No.: S414308 Molecular Weight: 402.47 PubChem CID: 135222620

GRADE & PURITY ≥98%

Synonyms

1-[4-(8-Oxa-3-azabicyclo[3.2.1]octane-3-sulfonyl)-phenyl]-3-pyridin-4-ylmethylurea | N-[4-(8-Oxa-3-azabicyclo[3.2.1]oct-3-ylsulfonyl)phenyl]-N′-(4-pyridinylmethyl)-urea

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Information

SBI-797812 SBI-797812 is a NAMPT activator which is structurally similar to active-site directed NAMPT inhibitors and blocks binding of these inhibitors to NAMPT . SBI-797812 turns NAMPT into a "super catalyst" that more efficiently generates NMN.

SBI-797812 is an orally active nicotinamide phosphoribosyltransferase (NAMPT) activator. SBI-797812 shifts NAMPT to NMN formation, increases NAMPT affinity for ATP, stabilizes phosphorylated NAMPT, promotes consumption of the pyrophosphate by-product, and blunts feedback inhibition by NAD+. SBI-797812 increases intracellular nicotinamide mononucleotide (NMN) and elevates liver NAD+ in mice。

Targets

NAMPT

In vitro

SBI-797812 shifts the NAMPT reaction equilibrium towards NMN formation, increases NAMPT affinity for ATP, stabilizes phosphorylated NAMPT at His247, promotes consumption of the pyrophosphate by-product, and blunts feedback inhibition by NAD+. Treatment of cultured cells with SBI-797812 increases intracellular NMN and NAD+.

In vivo

Plasma concentrations of SBI-797812 after oral administration are low. Higher plasma levels of SBI-797812 are seen after i.p. dosing. The potency of SBI-797812 against mouse NAMPT is investigated. The apparent affinity (EC50) of SBI-797812 for mouse NAMPT is approximately 8-fold less than for human NAMPT, whereas maximal fold activation by SBI-797812 is comparable between the mouse and human NAMPT. Dosing of mice with SBI-797812 elevates liver NAD+.

Cell Research(from reference)

Cell lines：Human A549 lung carcinoma cells 

Concentrations：10 μM 

Incubation Time：4 h 

Specifications

Synonyms

1-[4-(8-Oxa-3-azabicyclo[3.2.1]octane-3-sulfonyl)-phenyl]-3-pyridin-4-ylmethylurea | N-[4-(8-Oxa-3-azabicyclo[3.2.1]oct-3-ylsulfonyl)phenyl]-N′-(4-pyridinylmethyl)-urea

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

SBI-797812 is a NAMPT activator which is structurally similar to active-site directed NAMPT inhibitors and blocks binding of these inhibitors to NAMPT. SBI-797812 turns NAMPT into a "super catalyst" that more efficiently generates NMN.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Product Properties

• ALogP: 0.702
• HBD Count: 2
• Rotatable Bond: 5

Names and Identifiers

• Pubchem Sid: 488202811
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488202811
• Canonical Smiles: C1CC2CN(CC1O2)S(=O)(=O)C3=CC=C(C=C3)NC(=O)NCC4=CC=NC=C4
• IUPAC Name: 1-[4-(8-oxa-3-azabicyclo[3.2.1]octan-3-ylsulfonyl)phenyl]-3-(pyridin-4-ylmethyl)urea
• InChIKey: KTSOHNHLOLGQCY-UHFFFAOYSA-N
• INCHI: 1S/C19H22N4O4S/c24-19(21-11-14-7-9-20-10-8-14)22-15-1-5-18(6-2-15)28(25,26)23-12-16-3-4-17(13-23)27-16/h1-2,5-10,16-17H,3-4,11-13H2,(H2,21,22,24)
• Isomeric SMILES: C1CC2CN(CC1O2)S(=O)(=O)C3=CC=C(C=C3)NC(=O)NCC4=CC=NC=C4
• PubChem CID: 135222620
• Molecular Weight: 402.47

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Benzenesulfonamides

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Benzenesulfonamides
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzenesulfonamides
• Alternative Parents: N-phenylureas Azepanes Pyridines and derivatives Morpholines Tetrahydrofurans Sulfonyls Organosulfonic acids and derivatives Heteroaromatic compounds Organic carbonic acids and derivatives Oxacyclic compounds Dialkyl ethers Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: N-phenylurea - Benzenesulfonamide - Azepane - Pyridine - Oxazinane - Morpholine - Heteroaromatic compound - Tetrahydrofuran - Sulfonyl - Organosulfonic acid or derivatives - Carbonic acid derivative - Oxacycle - Azacycle - Organoheterocyclic compound - Ether - Dialkyl ether - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solubility (25°C) In vitro DMSO: 80 mg/mL (198.77 mM); Ethanol: 2.5 mg/mL (6.21 mM); Water: Insoluble
• DMSO(mg / mL) Max Solubility: 80
• DMSO(mM) Max Solubility: 198.772579322682
• Water(mg / mL) Max Solubility: ＜1
• Molecular Weight: 402.500 g/mol
• XLogP3: 0.700
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 402.136 Da
• Monoisotopic Mass: 402.136 Da
• Topological Polar Surface Area: 109.000 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 627.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 2
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1