OTS514 hydrochloride - ≥98% , CAS No.2319647-76-0

CAS: 2319647-76-0 Cat. No.: O413805 Molecular Weight: 400.92

GRADE & PURITY ≥98%

Synonyms

9-​[4-​[(1R)​-​2-​amino-​1-​methylethyl]​phenyl]​-​8-​hydroxy-​6-​methyl-Thieno[2,​3-​c]​quinolin-​4(5H)​-​one hydrochloride

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Information

OTS514 hydrochloride OTS514 is a highly potent TOPK(T-LAK cell-originated protein kinase) inhibitor with an IC50 value of 2.6 nM. OTS514 induces cell cycle arrest and apoptosis .

Targets

TOPK (Cell-free assay) 2.6 nM

In vitro

OTS514 has growth inhibitory effect on five kidney cancer cell lines, VMRC-RCW, Caki-1, Caki-2, 769-P and 786-O, in which TOPK was highly expressed. The IC50 values range from 19.9 to 44.1 nM. OTS514 strongly suppressed the growth of TOPK-positive cancer cells. It also shows significant growth-inhibitory effect on ovarian cancer cell lines with IC50 values of 3.0 to 46 nM.

In vivo

Mouse xenograft studies with human lung cancer cells demonstrated the in vivo efficacy of OTS514 but found that the compound also caused severe hematopoietic toxicity [reduction of red blood cells (RBCs) and white blood cells (WBCs) associated with marked increase in platelets]. Oral administration of OTS514 significantly elongated overall survival in the ES-2 abdominal dissemination xenograft model, compared with vehicle control (P < 0.001).

Cell Research(from reference)

Cell lines：CD34+ HSCs 

Concentrations：20 or 40 nM 

Incubation Time：48 h 

Specifications

Synonyms

9-​[4-​[(1R)​-​2-​amino-​1-​methylethyl]​phenyl]​-​8-​hydroxy-​6-​methyl-Thieno[2, ​3-​c]​quinolin-​4(5H)​-​one hydrochloride

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

OTS514 is a highly potent TOPK(T-LAK cell-originated protein kinase) inhibitor with an IC50 value of 2.6 nM. OTS514 induces cell cycle arrest and apoptosis.

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.

Action Type

INHIBITOR

Purity

≥98%

Product Properties

• ALogP: 4.147
• hba_count: 1
• HBD Count: 3
• Rotatable Bond: 3

Names and Identifiers

• Pubchem Sid: 488202565
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488202565
• Canonical Smiles: CC1=CC(=C(C2=C1NC(=O)C3=C2C=CS3)C4=CC=C(C=C4)C(C)CN)O.Cl
• IUPAC Name: 9-[4-[(2R)-1-aminopropan-2-yl]phenyl]-8-hydroxy-6-methyl-5H-thieno[2,3-c]quinolin-4-one;hydrochloride
• InChIKey: CQPRMBOOBXSZSP-YDALLXLXSA-N
• INCHI: 1S/C21H20N2O2S.ClH/c1-11-9-16(24)17(14-5-3-13(4-6-14)12(2)10-22)18-15-7-8-26-20(15)21(25)23-19(11)18;/h3-9,12,24H,10,22H2,1-2H3,(H,23,25);1H/t12-;/m0./s1
• Isomeric SMILES: CC1=CC(=C(C2=C1NC(=O)C3=C2C=CS3)C4=CC=C(C=C4)[C@@H](C)CN)O.Cl
• Alternate CAS: 1338540-63-8
• Molecular Weight: 400.92
• Reaxy-Rn: 50647598
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=50647598&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Quinolines and derivatives
• Subclass: Quinolones and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Thienoquinolines
• Alternative Parents: Phenylquinolines Hydroquinolones Hydroxyquinolines Phenylpropylamines Aromatic monoterpenoids Hydroquinolines Thienopyridines 1-hydroxy-2-unsubstituted benzenoids Pyridinones Aralkylamines Thiophenes Heteroaromatic compounds Lactams Azacyclic compounds Hydrochlorides Hydrocarbon derivatives Organooxygen compounds Organic oxides Monoalkylamines
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Phenylquinoline - Thienoquinoline - Hydroxyquinoline - Dihydroquinolone - P-cymene - Aromatic monoterpenoid - Dihydroquinoline - Monoterpenoid - Phenylpropylamine - Thienopyridine - Aralkylamine - Phenol - 1-hydroxy-2-unsubstituted benzenoid - Pyridinone - Pyridine - Monocyclic benzene moiety - Benzenoid - Heteroaromatic compound - Thiophene - Lactam - Azacycle - Amine - Organonitrogen compound - Primary aliphatic amine - Organooxygen compound - Primary amine - Hydrochloride - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as thienoquinolines. These are heterocyclic compounds containing a thiophene ring fused to a quinoline. Quinoline or benzo[b]pyridine is a bicyclic compound that consists of benzene fused to a pyridine.
• 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)

PBK Tchem Lymphokine-activated killer T-cell-originated protein kinase (1 Activities)

Discover Target: PBK

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

A549 (127892 Activities)

Explore this target

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

HCT-116 (91556 Activities)

Explore this target

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

HCT-15 (51914 Activities)

Explore this target

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solubility (25°C) In vitro DMSO: 80 mg/mL (199.54 mM); Water: 80 mg/mL (199.54 mM); Ethanol: 5 mg/mL (12.47 mM)
• DMSO(mg / mL) Max Solubility: 80
• DMSO(mM) Max Solubility: 199.5410556
• Water(mg / mL) Max Solubility: 80
• Water(mM) Max Solubility: 199.5410556