Motolimod (VTX-2337) - Moligand™, ≥99% , Toll-like receptor 8 agonist, CAS No.926927-61-9, Toll-like receptor 8 agonist

CAS: 926927-61-9 Cat. No.: M413715 Molecular Weight: 458.6

GRADE & PURITY Moligand™, ≥99%

Synonyms

2-amino-N,N-dipropyl-8-[4-(pyrrolidine-1-carbonyl)phenyl]-3H-1-benzazepine-4-carboxamide | 3H-1-Benzazepine-4-carboxamide, 2-amino-n,N-dipropyl-8-(4-(1-pyrrolidinylcarbonyl)phenyl)- | AKOS027422467 | EX-A1102 | GTPL9026 | D10716 | MOTOLIMOD [USAN] | s7161

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Information

Motolimod (VTX-2337) Motolimod (VTX-2337) is a selective and potent Toll-like receptor 8 (TLR8) agonist with EC50 of 100 nM, > 50-fold selectivity over TLR7. Phase 2.

Targets

TLR8 100 nM(EC50)

In vitro

VTX-2337 stimulates the production of both TNFα with EC50 of 140 nM and IL-12 with EC50 of 120 nM in PBMCs. In monocytes and mDCs, VTX-2337 selectively induces the production of TNFα and IL-12 via NF-κB activation. VTX-2337 also stimulates IFNγ production from NK cells, augments the lytic function of NK cells and enhances ADCC.

In vivo

In an ovarian cancer mouse model, TX-2337 enhances the effect of pegylated liposomal doxorubicin (PLD).

Cell Research(from reference)

Cell lines：PBMCs or purified NK cells 

Concentrations：~500 nM 

Incubation Time：48 h 

Specifications

Synonyms

2-amino-N, N-dipropyl-8-[4-(pyrrolidine-1-carbonyl)phenyl]-3H-1-benzazepine-4-carboxamide | 3H-1-Benzazepine-4-carboxamide, 2-amino-n, N-dipropyl-8-(4-(1-pyrrolidinylcarbonyl)phenyl)- | AKOS027422467 | EX-A1102 | GTPL9026 | D10716 | MOTOLIMOD [USAN] | s7161

Specifications & Purity

Moligand™, ≥99%

Biochemical and Physiological Mechanisms

Motolimod (VTX-2337) is a selective and potent Toll-like receptor 8 (TLR8) agonist with EC50 of 100 nM, > 50-fold selectivity over TLR7. Phase 2.

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

AGONIST

Mechanism of action

Toll-like receptor 8 agonist

Purity

≥99%

Product Properties

• ALogP: 3.854
• hba_count: 3
• HBD Count: 1
• Rotatable Bond: 7

Names and Identifiers

• Pubchem Sid: 504768015
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504768015
• Canonical Smiles: CCCN(CCC)C(=O)C1=CC2=C(C=C(C=C2)C3=CC=C(C=C3)C(=O)N4CCCC4)N=C(C1)N
• IUPAC Name: 2-amino-N,N-dipropyl-8-[4-(pyrrolidine-1-carbonyl)phenyl]-3H-1-benzazepine-4-carboxamide
• InChIKey: QSPOQCXMGPDIHI-UHFFFAOYSA-N
• INCHI: 1S/C28H34N4O2/c1-3-13-31(14-4-2)28(34)24-17-23-12-11-22(18-25(23)30-26(29)19-24)20-7-9-21(10-8-20)27(33)32-15-5-6-16-32/h7-12,17-18H,3-6,13-16,19H2,1-2H3,(H2,29,30)
• Isomeric SMILES: CCCN(CCC)C(=O)C1=CC2=C(C=C(C=C2)C3=CC=C(C=C3)C(=O)N4CCCC4)N=C(C1)N
• Molecular Weight: 458.6
• Reaxy-Rn: 12838053
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=12838053&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzazepines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzazepines
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzazepines
• Alternative Parents: Benzamides N-acylpyrrolidines Benzoyl derivatives Azepines Imidolactams Tertiary carboxylic acid amides Propargyl-type 1,3-dipolar organic compounds Carboxamidines Azacyclic compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Benzazepine - Benzamide - Benzoic acid or derivatives - Benzoyl - N-acylpyrrolidine - Azepine - Monocyclic benzene moiety - Imidolactam - Benzenoid - Tertiary carboxylic acid amide - Pyrrolidine - Carboxamide group - Amidine - Azacycle - Carboxylic acid amidine - Organic 1,3-dipolar compound - Carboxylic acid derivative - Propargyl-type 1,3-dipolar organic compound - Carbonyl group - Hydrocarbon derivative - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Organonitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as benzazepines. These are organic compounds containing a benzene ring fused to an azepine ring (unsaturated seven-membered heterocycle with one nitrogen atom replacing a carbon atom).
• 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)

TLR8 Tchem Toll-like receptor 8 (1 Activities)

Discover Target: TLR8

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

HepG2 (196354 Activities)

Explore this target

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

TLR8 Tchem Toll-like receptor 8 (1853 Activities)

Discover Target: TLR8

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

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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

Tlr7 Toll-like receptor 7 (174 Activities)

Discover Target: Tlr7

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: 55 mg/mL warmed with 50ºC Water: bath (119.93 mM); Ethanol: 15 mg/mL (32.7 mM); Water: Insoluble
• DMSO(mg / mL) Max Solubility: 55
• DMSO(mM) Max Solubility: 119.9302224
• Water(mg / mL) Max Solubility: ＜1
• Molecular Weight: 458.600 g/mol
• XLogP3: 3.800
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 458.268 Da
• Monoisotopic Mass: 458.268 Da
• Topological Polar Surface Area: 79.000 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 771.000
• 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