PFK15 - Moligand™, ≥98%(HPLC) , Inhibitor of 6-phosphofructo-2-kinase/fructose-2;6-biphosphatase 3, CAS No.4382-63-2, Inhibitor of 6-phosphofructo-2-kinase/fructose-2;6-biphosphatase 3

CAS: 4382-63-2 Cat. No.: P170364 Molecular Weight: 260.29 EC Number: 809-326-5 PubChem CID: 25142799

GRADE & PURITY Moligand™, ≥98%(HPLC)

Synonyms

PFK015 | PFK-015 | 1-(4-Pyridinyl)-3-(2-quinolinyl)-2-propen-1-one | PFK 015 | SCHEMBL2702934 | HY-12204 | EN300-22345725 | PFK 15 | HSDB 3055 | AKOS025287166 | NCGC00386328-09 | C75180 | EX-A4218 | 1-(Pyridin-4-yl)-3-(quinolin-2-yl)prop-2-en-1-one | SW21

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

PFK-015 is an effective inhibitor of PFKFB3 with IC50 of 110 nM (recombinant PFKFB3) and inhibits PFKFB3 activity in cancer cells with IC50 of 20 nM. IC50 value: 110 nM (recombinant PFKFB3)[1] Target: PFKFB3 PFK-015 possesses compelling in vitro properties, has satisfactory PK properties in rodents, and suppresses tumor glucose metabolism and growth in an aggressive mouse model of non-small cell lung cancer. PFK-015 is not a Pgp substrate as determined by transport and cell permeability assays in Caco-2 and MDCK-MDR1 (Papp A-B / B-A results 1.8 / 4 and 5 / 5 10–6 cm/s). PFK-015 inhibits cancer cell proliferation in a panel of 17 cancer cell lines. PFK-015 suppresses glucose uptake in cancer cells. Rodent PK studies following IV dosing at 5 mg/kg resulted in a profile with a satisfactory half-life (5.1 hours), exposure (AUCinf 1804 ng.h/ml), tissue distribution (Vd 20.5 L/kg) and reasonable clearance (46.2 mL/min/kg). Also, pre-clinical efficacy studies of C57Bl/6 mice bearing Lewis Lung Carcinoma (LLC) xenografts demonstrated 80% tumor growth inhibition relative to vehicle control. Finally, micro-PET studies performed on mice bearing LLC tumors showed a significant inhibition of tumor 2-[18F]-fluoro-2-deoxy-glucose uptake. These results support further development of PFK-015 as a novel anti-cancer agent.

Specifications

Synonyms

PFK015 | PFK-015 | 1-(4-Pyridinyl)-3-(2-quinolinyl)-2-propen-1-one | PFK 015 | SCHEMBL2702934 | HY-12204 | EN300-22345725 | PFK 15 | HSDB 3055 | AKOS025287166 | NCGC00386328-09 | C75180 | EX-A4218 | 1-(Pyridin-4-yl)-3-(quinolin-2-yl)prop-2-en-1-one | SW21

Specifications & Purity

Moligand™, ≥98%(HPLC)

Biochemical and Physiological Mechanisms

Potent and selective 6-phosphofructo-2-kinase (PFK) inhibitor (IC 50 = 207 nM). Rapidly induces apoptosis in transformed cells. Suppresses glucose uptake and growth in cancer cells. Show antitumor effects in vivo.

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.

Grade

Moligand™

Action Type

INHIBITOR

Mechanism of action

Inhibitor of 6-phosphofructo-2-kinase/fructose-2;6-biphosphatase 3

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%(HPLC)

Names and Identifiers

• Pubchem Sid: 504769988
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504769988
• Canonical Smiles: C1=CC=C2C(=C1)C=CC(=N2)C=CC(=O)C3=CC=NC=C3
• IUPAC Name: (E)-1-pyridin-4-yl-3-quinolin-2-ylprop-2-en-1-one
• InChIKey: UJJUKZPBUMCSJZ-BQYQJAHWSA-N
• INCHI: 1S/C17H12N2O/c20-17(14-9-11-18-12-10-14)8-7-15-6-5-13-3-1-2-4-16(13)19-15/h1-12H/b8-7+
• Isomeric SMILES: C1=CC=C2C(=C1)C=CC(=N2)/C=C/C(=O)C3=CC=NC=C3
• WGK Germany: 3
• Alternate CAS: 4382-63-2
• PubChem CID: 25142799
• MeSH Entry Terms: 1-(4-pyridinyl)-3-(2-quinolinyl)-2-propen-1-one;PFK15
• Molecular Weight: 260.29

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Quinolines and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Quinolines and derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Quinolines and derivatives
• Alternative Parents: Aryl ketones Pyridines and derivatives Benzenoids Heteroaromatic compounds Enones Acryloyl compounds Azacyclic compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Quinoline - Aryl ketone - Pyridine - Benzenoid - Acryloyl-group - Enone - Alpha,beta-unsaturated ketone - Heteroaromatic compound - Ketone - Azacycle - Organic oxide - Organic oxygen compound - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as quinolines and derivatives. These are compounds containing a quinoline moiety, which consists of a benzene ring fused to a pyrimidine ring to form benzo[b]azabenzene.
• 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)

PFKFB3 Tchem 6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 3 (1 Activities)

Discover Target: PFKFB3

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

HepG2 (196354 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PFKFB3 Tchem 6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 3 (1469 Activities)

Discover Target: PFKFB3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Staphylococcus aureus (210822 Activities)

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Staphylococcus epidermidis (22802 Activities)

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Acinetobacter baumannii (41033 Activities)

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Escherichia coli (133304 Activities)

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Enterococcus faecalis (29875 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 260.290 g/mol
• XLogP3: 2.900
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 260.095 Da
• Monoisotopic Mass: 260.095 Da
• Topological Polar Surface Area: 42.900 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 360.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1