Bictegravir - Moligand™, 10mM in DMSO , Human immunodeficiency virus type 1 integrase inhibitor, CAS No.1611493-60-7, Human immunodeficiency virus type 1 integrase inhibitor

CAS: 1611493-60-7 Cat. No.: B421941 Molecular Weight: 449.38

GRADE & PURITY Moligand™, 10mM in DMSO

Synonyms

F0921-1055 | 1611493-60-7 | D10909 | 8GB79LOJ07 | BCP25703 | GS 9883 | J-517791 | SOLUWJRYJLAZCX-LYOVBCGYSA-N | Bictegravir [INN] | BICTEGRAVIR [USAN] | bictegravirum | BICTEGRAVIR [WHO-DD] | (2R,5S,13aR)-8-hydroxy-7,9-dioxo-N-(2,4,6-trifluorobenzyl)-2,3,

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Information

Bictegravir (GS-9883) is a novel, potent, once-daily, unboosted inhibitor ofHIV-1 integrase.

Targets

HIV-1 integrase

In vitro

Bictegravir exhibits potent and selective in vitro antiretroviral activity in both T-cell lines and primary human T lymphocytes, with 50% effective concentrations ranging from 1.5 to 2.4 nM and selectivity indices up to 8,700 relative to cytotoxicity. Bictegravir inhibits the strand transfer activity with an IC50 of 7.5 ± 0.3 nM. Relative to its inhibition of strand transfer activity, Bictegravir is a much weaker inhibitor of 3\'-processing activity of HIV-1 integrase, with an IC50 of 241 ± 51 nM. Bictegravir potently inhibits HIV-1 replication in both MT-2 and MT-4 cells with EC50s of 1.5 and 2.4 nM, respectively, and selectivity indices (50% cytotoxic concentration [CC50]/EC50) of ∼6,800 in MT-2 cells and ∼1,500 in MT-4 cells.

Specifications

Synonyms

F0921-1055 | 1611493-60-7 | D10909 | 8GB79LOJ07 | BCP25703 | GS 9883 | J-517791 | SOLUWJRYJLAZCX-LYOVBCGYSA-N | Bictegravir [INN] | BICTEGRAVIR [USAN] | bictegravirum | BICTEGRAVIR [WHO-DD] | (2R, 5S, 13aR)-8-hydroxy-7, 9-dioxo-N-(2, 4, 6-trifluorobenzyl)-2, 3,

Specifications & Purity

Moligand™, 10mM in DMSO

Biochemical and Physiological Mechanisms

Bictegravir (GS-9883) is a novel, potent, once-daily, unboosted inhibitor of HIV-1 integrase.

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

Human immunodeficiency virus type 1 integrase inhibitor

Product Properties

• ALogP: 2.7

Names and Identifiers

• Canonical Smiles: C1CC2CC1N3C(O2)CN4C=C(C(=O)C(=C4C3=O)O)C(=O)NCC5=C(C=C(C=C5F)F)F
• IUPAC Name: (1S,11R,13R)-5-hydroxy-3,6-dioxo-N-[(2,4,6-trifluorophenyl)methyl]-12-oxa-2,9-diazatetracyclo[11.2.1.02,11.04,9]hexadeca-4,7-diene-7-carboxamide
• InChIKey: SOLUWJRYJLAZCX-LYOVBCGYSA-N
• INCHI: 1S/C21H18F3N3O5/c22-9-3-14(23)12(15(24)4-9)6-25-20(30)13-7-26-8-16-27(10-1-2-11(5-10)32-16)21(31)17(26)19(29)18(13)28/h3-4,7,10-11,16,29H,1-2,5-6,8H2,(H,25,30)/t10-,11+,16+/m0/s1
• Isomeric SMILES: C1C[C@@H]2C[C@H]1N3[C@H](O2)CN4C=C(C(=O)C(=C4C3=O)O)C(=O)NCC5=C(C=C(C=C5F)F)F
• Molecular Weight: 449.38
• Reaxy-Rn: 41272671
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=41272671&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyridines and derivatives
      • Subclass Pyridinecarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyridines and derivatives
• Subclass: Pyridinecarboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyridinecarboxylic acids and derivatives
• Alternative Parents: 2-heteroaryl carboxamides 1,3-oxazepines Hydroxypyridines Fluorobenzenes 1,3-oxazinanes Aryl fluorides Vinylogous amides Vinylogous acids Tertiary carboxylic acid amides Heteroaromatic compounds Secondary carboxylic acid amides Lactams Cyclic ketones Oxacyclic compounds Azacyclic compounds Organic oxides Organofluorides Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Pyridine carboxylic acid or derivatives - 2-heteroaryl carboxamide - Meta-oxazepine - Fluorobenzene - Halobenzene - Hydroxypyridine - Aryl fluoride - Aryl halide - Benzenoid - Monocyclic benzene moiety - 1,3-oxazinane - Oxazinane - Heteroaromatic compound - Vinylogous amide - Vinylogous acid - Tertiary carboxylic acid amide - Cyclic ketone - Carboxamide group - Secondary carboxylic acid amide - Lactam - Oxacycle - Carboxylic acid derivative - Azacycle - Organohalogen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Organofluoride - Organonitrogen compound - Organooxygen compound - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as pyridinecarboxylic acids and derivatives. These are compounds containing a pyridine ring bearing a carboxylic acid group or a derivative thereof.
• 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)

NR1I2 Tchem Pregnane X receptor (6667 Activities)

Discover Target: NR1I2

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

Associated Targets(non-human)

pol Human immunodeficiency virus type 1 integrase (9041 Activities)

Discover Target: pol

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

Human immunodeficiency virus 1 (70413 Activities)

Explore this target

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

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: light & moisture sensitive
• Molecular Weight: 449.400 g/mol
• XLogP3: 2.700
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 3
• Exact Mass: 449.12 Da
• Monoisotopic Mass: 449.12 Da
• Topological Polar Surface Area: 99.200 Ų
• Heavy Atom Count: 32
• Formal Charge: 0
• Complexity: 912.000
• 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