PF-06700841 - Moligand™, 10mM in DMSO , Tyrosine-protein kinase JAK1 inhibitor, CAS No.1883299-62-4, Tyrosine-protein kinase JAK1 inhibitor

CAS: 1883299-62-4 Cat. No.: P422297 Molecular Weight: 389.4 EC Number: 973-126-5 PubChem CID: 118878093

GRADE & PURITY Moligand™, 10mM in DMSO

Synonyms

Brepocitinib|PF-06700841 free base|PF-06700841|1883299-62-4|Brepocitinib [USAN]|3X8387Q25N|Brepocitinib (USAN)|[(1S)-2,2-difluorocyclopropyl]-[(1S,5R)-3-[2-[(1-methylpyrazol-4-yl)amino]pyrimidin-4-yl]-3,8-diazabicyclo[3.2.1]octan-8-yl]methanone|[(1S)-2,2-

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Information

PF-06700841 (PF-841) is a potent inhibitor ofTyk2andJak1with IC50s of 23 nM, 17 nM, 77 nM for Tyk2, Jak1 and Jak2 respectively. It has appropriate in-family selectivity against JAK2 and JAK3.

Targets

JAK1 (Cell-free assay); Tyk2 (Cell-free assay); JAK2 (Cell-free assay) 17 nM; 23 nM; 77 nM

In vivo

The pharmacokinetics of PF-06700841 are studied in Sprague−Dawley rats following intravenous and oral administration (1 and 3 mg/kg respectively) of the tosylate salt, where the compound shows a plasma clearance of 31 mL/min/kg, a volume of distribution of 2.0 L/kg, and oral bioavailability of 83%. Following the 3 mg/kg oral dose, the Cmax is 774 ng/mL and the AUC∞ is 1340 ng·h/mL. The high oral bioavailability indicates high absorption from the gut, consistent with its in vitro passive permeability properties and high solubility.

Specifications

Synonyms

Brepocitinib | PF-06700841 free base | PF-06700841 | 1883299-62-4 | Brepocitinib [USAN] | 3X8387Q25N | Brepocitinib (USAN) | [(1S)-2, 2-difluorocyclopropyl]-[(1S, 5R)-3-[2-[(1-methylpyrazol-4-yl)amino]pyrimidin-4-yl]-3, 8-diazabicyclo[3.2.1]octan-8-yl]methanone | [(1S)-2, 2-

Specifications & Purity

Moligand™, 10mM in DMSO

Biochemical and Physiological Mechanisms

PF-06700841 (PF-841) is a potent inhibitor of Tyk2 and Jak1 with IC50s of 23 nM, 17 nM, 77 nM for Tyk2, Jak1 and Jak2 respectively. It has appropriate in-family selectivity against JAK2 and JAK3.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

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

Grade

Moligand™

Action Type

INHIBITOR

Mechanism of action

Tyrosine-protein kinase JAK1 inhibitor

Product Properties

• ALogP: 1.608
• HBD Count: 1
• Rotatable Bond: 4

Names and Identifiers

• Canonical Smiles: CN1C=C(C=N1)NC2=NC=CC(=N2)N3CC4CCC(C3)N4C(=O)C5CC5(F)F
• IUPAC Name: [(1S)-2,2-difluorocyclopropyl]-[(1R,5S)-3-[2-[(1-methylpyrazol-4-yl)amino]pyrimidin-4-yl]-3,8-diazabicyclo[3.2.1]octan-8-yl]methanone
• InChIKey: BUWBRTXGQRBBHG-MJBXVCDLSA-N
• INCHI: 1S/C18H21F2N7O/c1-25-8-11(7-22-25)23-17-21-5-4-15(24-17)26-9-12-2-3-13(10-26)27(12)16(28)14-6-18(14,19)20/h4-5,7-8,12-14H,2-3,6,9-10H2,1H3,(H,21,23,24)/t12-,13+,14-/m0/s1
• Isomeric SMILES: CN1C=C(C=N1)NC2=NC=CC(=N2)N3C[C@H]4CC[C@@H](C3)N4C(=O)[C@@H]5CC5(F)F
• Alternate CAS: 2140301-96-6
• PubChem CID: 118878093
• Molecular Weight: 389.4

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Diazinanes
      • Subclass Piperazines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Diazinanes
• Subclass: Piperazines
• Intermediate Tree Nodes: Not available
• Direct Parent: N-arylpiperazines
• Alternative Parents: N-acylpyrrolidines Dialkylarylamines Aminopyrimidines and derivatives Azepanes Imidolactams Cyclopropanecarboxylic acids and derivatives Tertiary carboxylic acid amides Pyrazoles Heteroaromatic compounds Amino acids and derivatives Secondary amines Azacyclic compounds Carbonyl compounds Hydrocarbon derivatives Organic oxides Organofluorides Organopnictogen compounds Alkyl fluorides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: N-arylpiperazine - N-acylpyrrolidine - Dialkylarylamine - Aminopyrimidine - Azepane - Cyclopropanecarboxylic acid or derivatives - Pyrimidine - Imidolactam - Azole - Tertiary carboxylic acid amide - Pyrrolidine - Pyrazole - Heteroaromatic compound - Amino acid or derivatives - Carboxamide group - Carboxylic acid derivative - Secondary amine - Azacycle - Alkyl fluoride - Organohalogen compound - Organofluoride - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Carbonyl group - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Amine - Alkyl halide - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as n-arylpiperazines. These are organic compounds containing a piperazine ring where the nitrogen ring atom carries an aryl group.
• 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

Associated Targets(Human)

TYK2 Tclin Non-receptor tyrosine-protein kinase TYK2 (0 Activities)

Discover Target: TYK2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

JAK3 Tclin Tyrosine-protein kinase JAK3 (0 Activities)

Discover Target: JAK3

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

JAK1 Tclin Tyrosine-protein kinase JAK1 (0 Activities)

Discover Target: JAK1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

JAK2 Tclin Tyrosine-protein kinase JAK2 (0 Activities)

Discover Target: JAK2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Chemical and Physical Properties

• DMSO(mg / mL) Max Solubility: 78
• DMSO(mM) Max Solubility: 200.308166409861
• Water(mg / mL) Max Solubility: ＜1
• Molecular Weight: 389.400 g/mol
• XLogP3: 1.500
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 389.178 Da
• Monoisotopic Mass: 389.178 Da
• Topological Polar Surface Area: 79.200 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 609.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1