Islatravir - ≥98% , Human immunodeficiency virus type 1 reverse transcriptase inhibitor, CAS No.865363-93-5, Human immunodeficiency virus type 1 reverse transcriptase inhibitor

CAS: 865363-93-5 Cat. No.: I651561 Molecular Weight: 293.25 EC Number: 858-586-6 PubChem CID: 6483431

GRADE & PURITY ≥98%

Synonyms

EFdA | MFCD00037190 | MS-24188 | 4'-E-d2-FA | (2R,3S,5R)-5-(6-amino-2-fluoropurin-9-yl)-2-ethynyl-2-(hydroxymethyl)oxolan-3-ol | Adenosine, 2'-deoxy-4'-C-ethynyl-2-fluoro- | 1,4-Bis-aminomethylbenzen [Czech] | Islatravir [USAN] | SCHEMBL2528556 | MK8591 |

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

EFdA | MFCD00037190 | MS-24188 | 4'-E-d2-FA | (2R, 3S, 5R)-5-(6-amino-2-fluoropurin-9-yl)-2-ethynyl-2-(hydroxymethyl)oxolan-3-ol | Adenosine, 2'-deoxy-4'-C-ethynyl-2-fluoro- | 1, 4-Bis-aminomethylbenzen [Czech] | Islatravir [USAN] | SCHEMBL2528556 | MK8591 |

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Islatravir (MK-8591) is a potent anti- HIV-1 agent, acting as a nucleoside reverse transcriptase inhibitor, with EC 50 s of 0.068 nM, 3.1 nM and 0.15 nM for HIV-1 (WT), HIV-1 (M184V), HIV-1 (MDR), 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

Mechanism of action

Human immunodeficiency virus type 1 reverse transcriptase inhibitor

Purity

≥98%

Product Properties

• ALogP: -0.6

Names and Identifiers

• Pubchem Sid: 528764964
• Canonical Smiles: C#CC1(C(CC(O1)N2C=NC3=C(N=C(N=C32)F)N)O)CO
• IUPAC Name: (2R,3S,5R)-5-(6-amino-2-fluoropurin-9-yl)-2-ethynyl-2-(hydroxymethyl)oxolan-3-ol
• InChIKey: IKKXOSBHLYMWAE-QRPMWFLTSA-N
• INCHI: 1S/C12H12FN5O3/c1-2-12(4-19)6(20)3-7(21-12)18-5-15-8-9(14)16-11(13)17-10(8)18/h1,5-7,19-20H,3-4H2,(H2,14,16,17)/t6-,7+,12+/m0/s1
• Isomeric SMILES: C#C[C@]1([C@H](C[C@@H](O1)N2C=NC3=C(N=C(N=C32)F)N)O)CO
• Alternate CAS: 865363-93-5
• PubChem CID: 6483431
• MeSH Entry Terms: 2'-deoxy-4'-ethynyl-2-fluoroadenosine;4'-ethynyl-2-fluoro-2'-deoxyadenosine;islatravir;MK-8591;MK8591
• Molecular Weight: 293.25

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Imidazopyrimidines
      • Subclass Purines and purine derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Imidazopyrimidines
• Subclass: Purines and purine derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: 6-aminopurines
• Alternative Parents: 2-halopyrimidines Aminopyrimidines and derivatives Ynones Aryl fluorides Imidolactams N-substituted imidazoles Tetrahydrofurans Heteroaromatic compounds Secondary alcohols Acetylides Oxacyclic compounds Azacyclic compounds Primary alcohols Primary amines Organopnictogen compounds Hydrocarbon derivatives Organofluorides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 6-aminopurine - Aminopyrimidine - 2-halopyrimidine - Halopyrimidine - Aryl fluoride - Aryl halide - Imidolactam - Ynone - Pyrimidine - N-substituted imidazole - Azole - Heteroaromatic compound - Imidazole - Tetrahydrofuran - Secondary alcohol - Acetylide - Oxacycle - Azacycle - Organofluoride - Organohalogen compound - Primary amine - Amine - Alcohol - Hydrocarbon derivative - Organic nitrogen compound - Organopnictogen compound - Organic oxygen compound - Organonitrogen compound - Organooxygen compound - Primary alcohol - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 6-aminopurines. These are purines that carry an amino group at position 6. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring.
• 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)

CCRF-CEM (65223 Activities)

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MT4 (17854 Activities)

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Associated Targets(non-human)

Mus musculus (284745 Activities)

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Rattus norvegicus (775804 Activities)

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Human immunodeficiency virus 1 (70413 Activities)

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Blood (6 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO : 100 mg/mL (341.01 mM; Need ultrasonic) H2O : 3.57 mg/mL (12.17 mM; ultrasonic and warming and heat to 60°C)
• Molecular Weight: 293.250 g/mol
• XLogP3: -0.600
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 293.092 Da
• Monoisotopic Mass: 293.092 Da
• Topological Polar Surface Area: 119.000 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 459.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• 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