Elvitegravir (GS-9137, JTK-303) - Moligand™, ≥99% , Human immunodeficiency virus type 1 integrase inhibitor, CAS No.697761-98-1, Human immunodeficiency virus type 1 integrase inhibitor

CAS: 697761-98-1 Cat. No.: E126129 Molecular Weight: 447.88 EC Number: 691-248-4

GRADE & PURITY Moligand™, ≥99%

Synonyms

6-[(3-chloro-2-fluoro-phenyl)methyl]-1-[(1S)-1-(hydroxymethyl)-2-methyl-propyl]-7-methoxy-4-oxo-quinoline-3-carboxylic acid | 6-(3-chloro-2-fluorobenzyl)-1-[(1S)-1-(hydroxymethyl)-2-methylpropyl]-7-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid | BD

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

Elvitegravir (GS-9137, JTK-303) is an HIV integrase inhibitor for HIV-1 IIIB, HIV-2 EHO and HIV-2 ROD with IC50 of 0.7 nM, 2.8 nM and 1.4 nM, respectively.
An HIV-1 integrase inhibitor

Specifications

Synonyms

6-[(3-chloro-2-fluoro-phenyl)methyl]-1-[(1S)-1-(hydroxymethyl)-2-methyl-propyl]-7-methoxy-4-oxo-quinoline-3-carboxylic acid | 6-(3-chloro-2-fluorobenzyl)-1-[(1S)-1-(hydroxymethyl)-2-methylpropyl]-7-methoxy-4-oxo-1, 4-dihydroquinoline-3-carboxylic acid | BD

Specifications & Purity

Moligand™, ≥99%

Biochemical and Physiological Mechanisms

Elvitegravir is an inhibitor of HIV-1 integrase which is responsible for the strand-transfer step of integration. Studies indicate that Elvitegravir is effective against HIV-1 strains that are resistant to other agents such as nucleotide reverse-transcrip

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

INHIBITOR

Mechanism of action

Human immunodeficiency virus type 1 integrase inhibitor

Purity

≥99%

Product Properties

• ALogP: 5.3

Names and Identifiers

• Pubchem Sid: 504763292
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504763292
• Canonical Smiles: CC(C)C(CO)N1C=C(C(=O)C2=C1C=C(C(=C2)CC3=C(C(=CC=C3)Cl)F)OC)C(=O)O
• IUPAC Name: 6-[(3-chloro-2-fluorophenyl)methyl]-1-[(2S)-1-hydroxy-3-methylbutan-2-yl]-7-methoxy-4-oxoquinoline-3-carboxylic acid
• InChIKey: JUZYLCPPVHEVSV-LJQANCHMSA-N
• INCHI: 1S/C23H23ClFNO5/c1-12(2)19(11-27)26-10-16(23(29)30)22(28)15-8-14(20(31-3)9-18(15)26)7-13-5-4-6-17(24)21(13)25/h4-6,8-10,12,19,27H,7,11H2,1-3H3,(H,29,30)/t19-/m1/s1
• Isomeric SMILES: CC(C)[C@@H](CO)N1C=C(C(=O)C2=C1C=C(C(=C2)CC3=C(C(=CC=C3)Cl)F)OC)C(=O)O
• Molecular Weight: 447.88
• Reaxy-Rn: 25499207
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25499207&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Quinolines and derivatives
      • Subclass Quinoline carboxylic acids

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Quinolines and derivatives
• Subclass: Quinoline carboxylic acids
• Intermediate Tree Nodes: Not available
• Direct Parent: Quinoline carboxylic acids
• Alternative Parents: Hydroquinolones Hydroquinolines Pyridinecarboxylic acids Anisoles Alkyl aryl ethers Chlorobenzenes Fluorobenzenes Aryl chlorides Aryl fluorides Vinylogous amides Heteroaromatic compounds Azacyclic compounds Carboxylic acids Monocarboxylic acids and derivatives Organochlorides Organopnictogen compounds Primary alcohols Organofluorides Organic oxides Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Quinoline-3-carboxylic acid - Dihydroquinolone - Dihydroquinoline - Pyridine carboxylic acid - Pyridine carboxylic acid or derivatives - Anisole - Alkyl aryl ether - Halobenzene - Fluorobenzene - Chlorobenzene - Aryl chloride - Aryl fluoride - Pyridine - Benzenoid - Monocyclic benzene moiety - Aryl halide - Heteroaromatic compound - Vinylogous amide - Azacycle - Carboxylic acid derivative - Carboxylic acid - Ether - Monocarboxylic acid or derivatives - Organooxygen compound - Primary alcohol - Organic oxygen compound - Organic nitrogen compound - Alcohol - Hydrocarbon derivative - Organic oxide - Organonitrogen compound - Organofluoride - Organochloride - Organopnictogen compound - Organohalogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions.
• External Descriptors: organofluorine compound - aromatic ether - monochlorobenzenes - quinolone - quinolinemonocarboxylic acid

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)

C8166 (1658 Activities)

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MT4 (17854 Activities)

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HepG2 (196354 Activities)

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HeLa (62764 Activities)

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Liver microsomes (16955 Activities)

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HEK-293T (167025 Activities)

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Associated Targets(non-human)

pol Human immunodeficiency virus type 1 reverse transcriptase (18245 Activities)

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Hdac6 Histone deacetylase 6 (222 Activities)

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pol Human immunodeficiency virus type 1 integrase (9041 Activities)

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Canis familiaris (36305 Activities)

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Rattus norvegicus (775804 Activities)

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Human immunodeficiency virus 1 (70413 Activities)

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Human immunodeficiency virus 2 (5592 Activities)

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Human immunodeficiency virus (3636 Activities)

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Rhesus monkey (3147 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO ≥86mg/mL Water <1.2mg/mL Ethanol ≥85mg/mL
• Molecular Weight: 447.900 g/mol
• XLogP3: 5.300
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 7
• Exact Mass: 447.125 Da
• Monoisotopic Mass: 447.125 Da
• Topological Polar Surface Area: 87.100 Ų
• Heavy Atom Count: 31
• Formal Charge: 0
• Complexity: 701.000
• 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

References

1. Zhaohong Su, Shiyu Hu, Yanqun Xu, Ju Liu, Pengcheng Liang, Jiaqi Wang, Qinyi Cao, Yi Peng, Wei Zhang, Duoqing Fan.  (2024)  A smart portable electrochemical sensor based on electrodeposited ferrocene-functionalized multiwalled carbon nanotubes for in vitro and in vivo detection of nicotine in tobacco samples.  NEW JOURNAL OF CHEMISTRY,  48  (8): (3370-3380).  [PMID:] [10.1039/D3NJ05035A]