Ziritaxestat (GLPG1690) - Moligand™, 10mM in DMSO , Autotaxin inhibitor, CAS No.1628260-79-6, Autotaxin inhibitor

CAS: 1628260-79-6 Cat. No.: Z421990 Molecular Weight: 588.7 EC Number: 856-044-3 PubChem CID: 90420193

GRADE & PURITY Moligand™, 10mM in DMSO

Synonyms

(2-Amino-4-oxo-4,5-dihydro-1,3-thiazol-5-yl)acetic acid # | AC-36149 | GLPG-1690(Ziritaxestat) | MFCD31544330 | Ziritaxestat [USAN] | WHO 11017 | GTPL9561 | 2-[[2-Ethyl-8-Methyl-6-[4-[2-(3-Oxidanylazetidin-1-Yl)-2-Oxidanylidene-Ethyl]piperazin-1-Yl]imidaz

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Information

Ziritaxestat (GLPG1690) Ziritaxestat (GLPG1690) is a selective autotaxin inhibitor with an IC50 of 131 nM and Ki of 15 nM.

Targets

Autotaxin 15 nM(Ki)

In vivo

Ziritaxestat (GLPG1690) decreases LPA levels in a sustainable manner, in mouse plasma, from a dose of 3 mg/kg onward. It demonstrates significant activity in the mouse BLM-induced fibrosis model at doses of 10 and 30 mg/kg twice a day.

Specifications

Synonyms

(2-Amino-4-oxo-4, 5-dihydro-1, 3-thiazol-5-yl)acetic acid # | AC-36149 | GLPG-1690(Ziritaxestat) | MFCD31544330 | Ziritaxestat [USAN] | WHO 11017 | GTPL9561 | 2-[[2-Ethyl-8-Methyl-6-[4-[2-(3-Oxidanylazetidin-1-Yl)-2-Oxidanylidene-Ethyl]piperazin-1-Yl]imidaz

Specifications & Purity

Moligand™, 10mM in DMSO

Biochemical and Physiological Mechanisms

Ziritaxestat (GLPG1690) is a selective autotaxin inhibitor with an IC50 of 131 nM and Ki of 15 nM.

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

Autotaxin inhibitor

Product Properties

• ALogP: 4.8

Names and Identifiers

• Canonical Smiles: CCC1=C(N2C=C(C=C(C2=N1)C)N3CCN(CC3)CC(=O)N4CC(C4)O)N(C)C5=NC(=C(S5)C#N)C6=CC=C(C=C6)F
• IUPAC Name: 2-[[2-ethyl-6-[4-[2-(3-hydroxyazetidin-1-yl)-2-oxoethyl]piperazin-1-yl]-8-methylimidazo[1,2-a]pyridin-3-yl]-methylamino]-4-(4-fluorophenyl)-1,3-thiazole-5-carbonitrile
• InChIKey: REQQVBGILUTQNN-UHFFFAOYSA-N
• INCHI: 1S/C30H33FN8O2S/c1-4-24-29(35(3)30-34-27(25(14-32)42-30)20-5-7-21(31)8-6-20)39-15-22(13-19(2)28(39)33-24)37-11-9-36(10-12-37)18-26(41)38-16-23(40)17-38/h5-8,13,15,23,40H,4,9-12,16-18H2,1-3H3
• Isomeric SMILES: CCC1=C(N2C=C(C=C(C2=N1)C)N3CCN(CC3)CC(=O)N4CC(C4)O)N(C)C5=NC(=C(S5)C#N)C6=CC=C(C=C6)F
• PubChem CID: 90420193
• Molecular Weight: 588.7

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Diazinanes
      • Subclass Piperazines
        • Level5 Pyridinylpiperazines
          • Level6 6-piperazinylimidazo[1,2-a]pyridines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Diazinanes
• Subclass: Piperazines
• Intermediate Tree Nodes: Pyridinylpiperazines
• Direct Parent: 6-piperazinylimidazo[1,2-a]pyridines
• Alternative Parents: Alkyldiarylamines N-arylpiperazines Alpha amino acids and derivatives N-piperazineacetamides Imidazo[1,2-a]pyridines Imidazopyridines 2,4,5-trisubstituted thiazoles Dialkylarylamines Aminopyridines and derivatives Fluorobenzenes N-alkylpiperazines Methylpyridines 2-amino-1,3-thiazoles Aminoimidazoles Aryl fluorides N-substituted imidazoles Tertiary carboxylic acid amides Heteroaromatic compounds Azetidines Trialkylamines Secondary alcohols Azacyclic compounds Nitriles Organic oxides Carbonyl compounds Organofluorides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 6-piperazinylimidazo[1,2-a]pyridine - Alkyldiarylamine - N-arylpiperazine - Alpha-amino acid or derivatives - N-piperazineacetamide - Imidazo[1,2-a]pyridine - Imidazopyridine - 2,4,5-trisubstituted 1,3-thiazole - Tertiary aliphatic/aromatic amine - Dialkylarylamine - Aminopyridine - Fluorobenzene - Methylpyridine - Halobenzene - N-alkylpiperazine - Aminoimidazole - Aryl fluoride - Aryl halide - Monocyclic benzene moiety - N-substituted imidazole - Pyridine - 1,3-thiazol-2-amine - Benzenoid - Thiazole - Tertiary carboxylic acid amide - Azole - Imidazole - Heteroaromatic compound - Tertiary aliphatic amine - Tertiary amine - Secondary alcohol - Azetidine - Carboxamide group - Amino acid or derivatives - Carbonitrile - Carboxylic acid derivative - Azacycle - Nitrile - Organic oxide - Amine - Organofluoride - Organonitrogen compound - Organic oxygen compound - Alcohol - Organic nitrogen compound - Organooxygen compound - Hydrocarbon derivative - Organohalogen compound - Carbonyl group - Cyanide - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 6-piperazinylimidazo[1,2-a]pyridines. These are aromatic heteropolycyclic compounds containing a piperidine ring that is N-linked to the 5-position of an imidazo[1,2-a]pyridine ring system.
• 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)

ENPP2 Tchem Ectonucleotide pyrophosphatase/phosphodiesterase family member 2 (13 Activities)

Discover Target: ENPP2

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

KCNH2 Tclin HERG (29587 Activities)

Discover Target: KCNH2

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

CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

Discover Target: CYP3A4

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

Homo sapiens (32628 Activities)

Explore this target

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

MCF7 (126967 Activities)

Explore this target

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

A549 (127892 Activities)

Explore this target

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

MDA-MB-231 (73002 Activities)

Explore this target

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

ENPP2 Tchem Autotaxin (2645 Activities)

Discover Target: ENPP2

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

NCI-H1581 (382 Activities)

Explore this target

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

NCI-H2228 (1030 Activities)

Explore this target

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

Hep 3B2 (2332 Activities)

Explore this target

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

Associated Targets(non-human)

Canis familiaris (36305 Activities)

Explore this target

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

Mus musculus (284745 Activities)

Explore this target

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

Rattus norvegicus (775804 Activities)

Explore this target

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

RAW264.7 (28094 Activities)

Explore this target

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

Plasma (328 Activities)

Explore this target

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

ENPP2 Ectonucleotide pyrophosphatase/phosphodiesterase family member 2 (3 Activities)

Discover Target: ENPP2

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

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 588.700 g/mol
• XLogP3: 4.800
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 7
• Exact Mass: 588.243 Da
• Monoisotopic Mass: 588.243 Da
• Topological Polar Surface Area: 132.000 Ų
• Heavy Atom Count: 42
• Formal Charge: 0
• Complexity: 995.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• 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