ND646 - ≥98% , CAS No.1434639-57-2

CAS: 1434639-57-2 Cat. No.: N413991 Molecular Weight: 568.64

GRADE & PURITY ≥98%

Synonyms

Thieno[2,​3-​d]​pyrimidine-​3(2H)​-​acetamide,1,​4-​dihydro-​1-​[(2R)​-​2-​(2-​methoxyphenyl)​-​2-​[(tetrahydro-​2H-​pyran-​4-​yl)​oxy]​ethyl]​-​α,​α,​5-​trimethyl-​6-​(2-​oxazolyl)​-​2,​4-​dioxo- | ND-646 | (R)-2-(1-(2-(2-Methoxyphenyl)-2-((tetrahydro-2H

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Information

ND646 ND-646 is an allosteric inhibitor of the ACC (Acetyl-coA carboxylase) enzymes that prevents ACC subunit dimerization to suppress fatty acid synthesis with IC50 of 3.5 nM and 4.1 nM for hACC1 and hACC2, respectively.

Targets

hACC1 (Cell-free assay); hACC2 (Cell-free assay) 3.5 nM; 4.1 nM

In vitro

ND-646 inhibits FASyn in vitro and induces apoptosis in NSCLC cells. AMPK phosphorylation sites can be used as a biomarker to monitor ACC engagement by ND-646.

In vivo

Chronic ND-646 treatment of xenograft and genetically engineered mouse models of NSCLC inhibits tumor growth. When administered as a single agent or in combination with the standard-of-care drug carboplatin, ND-646 markedly suppresses lung tumor growth in the Kras;Trp53−/− (also known as KRAS p53) and Kras;Stk11−/− (also known as KRAS Lkb1) mouse models of NSCLC.

Cell Research(from reference)

Cell lines：A549 cells 

Concentrations：7 nM, 21 nM, 62 nM, 185 nM, 555 nM, 1666 nM, 5000 nM 

Incubation Time：24 hrs 

Specifications

Synonyms

Thieno[2, ​3-​d]​pyrimidine-​3(2H)​-​acetamide, 1, ​4-​dihydro-​1-​[(2R)​-​2-​(2-​methoxyphenyl)​-​2-​[(tetrahydro-​2H-​pyran-​4-​yl)​oxy]​ethyl]​-​α, ​α, ​5-​trimethyl-​6-​(2-​oxazolyl)​-​2, ​4-​dioxo- | ND-646 | (R)-2-(1-(2-(2-Methoxyphenyl)-2-((tetrahydro-2H

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

ND-646 is an allosteric inhibitor of the ACC (Acetyl-coA carboxylase) enzymes that prevents ACC subunit dimerization to suppress fatty acid synthesis with IC50 of 3.5 nM and 4.1 nM for hACC1 and hACC2, respectively.

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%

Names and Identifiers

• Canonical Smiles: CC1=C(SC2=C1C(=O)N(C(=O)N2CC(C3=CC=CC=C3OC)OC4CCOCC4)C(C)(C)C(=O)N)C5=NC=CO5
• IUPAC Name: 2-[1-[(2R)-2-(2-methoxyphenyl)-2-(oxan-4-yloxy)ethyl]-5-methyl-6-(1,3-oxazol-2-yl)-2,4-dioxothieno[2,3-d]pyrimidin-3-yl]-2-methylpropanamide
• InChIKey: HSRWXLIYNCKHRZ-FQEVSTJZSA-N
• INCHI: 1S/C28H32N4O7S/c1-16-21-24(33)32(28(2,3)26(29)34)27(35)31(25(21)40-22(16)23-30-11-14-38-23)15-20(39-17-9-12-37-13-10-17)18-7-5-6-8-19(18)36-4/h5-8,11,14,17,20H,9-10,12-13,15H2,1-4H3,(H2,29,34)/t20-/m0/s1
• Isomeric SMILES: CC1=C(SC2=C1C(=O)N(C(=O)N2C[C@@H](C3=CC=CC=C3OC)OC4CCOCC4)C(C)(C)C(=O)N)C5=NC=CO5
• Molecular Weight: 568.64
• Reaxy-Rn: 34820701
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=34820701&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Thienopyrimidines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Thienopyrimidines
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Thienopyrimidines
• Alternative Parents: Benzylethers Phenoxy compounds Anisoles Methoxybenzenes Pyrimidones Alkyl aryl ethers Oxanes Vinylogous amides Thiophenes Oxazoles Heteroaromatic compounds Ureas Primary carboxylic acid amides Lactams Oxacyclic compounds Azacyclic compounds Dialkyl ethers Organic oxides Carbonyl compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Thienopyrimidine - Benzylether - Phenoxy compound - Anisole - Phenol ether - Methoxybenzene - Alkyl aryl ether - Pyrimidone - Pyrimidine - Monocyclic benzene moiety - Benzenoid - Oxane - Thiophene - Oxazole - Azole - Vinylogous amide - Heteroaromatic compound - Carboxamide group - Lactam - Urea - Primary carboxylic acid amide - Ether - Dialkyl ether - Carboxylic acid derivative - Oxacycle - Azacycle - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Hydrocarbon derivative - Organooxygen compound - Organic oxide - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as thienopyrimidines. These are heterocyclic compounds containing a thiophene ring fused to a pyrimidine ring. Thiophene is 5-membered ring consisting of four carbon atoms and one sulfur atom. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.
• 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

Chemical and Physical Properties

• Solubility: Solubility (25°C) In vitro DMSO: 100 mg/mL (175.85 mM); Ethanol: 100 mg/mL (175.85 mM); Water: Insoluble
• Molecular Weight: 568.600 g/mol
• XLogP3: 2.600
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 9
• Exact Mass: 568.199 Da
• Monoisotopic Mass: 568.199 Da
• Topological Polar Surface Area: 166.000 Ų
• Heavy Atom Count: 40
• Formal Charge: 0
• Complexity: 948.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• 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