PF74
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MedKoo CAT#: 555391

CAS#: 1352879-65-2

Description: PF-3450074, also known as PF74, is a HIV-1 inhibitor that targets HIV capsid protein. PF74 binds specifically to HIV-1 particles and triggers premature HIV-1 uncoating in target cells.


Price and Availability

Size
Price

50mg
USD 250
500mg
USD 1650
5g
USD 6850
Size
Price

100mg
USD 450
1g
USD 2650
Size
Price

200mg
USD 850
2g
USD 4650

PF-74, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 555391
Name: PF74
CAS#: 1352879-65-2
Chemical Formula: C27H27N3O2
Exact Mass: 425.2103
Molecular Weight: 425.532
Elemental Analysis: C, 76.21; H, 6.40; N, 9.87; O, 7.52


Synonym: PF74; PF-74; PF 74; PF-3450074; PF 3450074; PF3450074;

IUPAC/Chemical Name: 2-Methyl-N-[(1S)-2-(methylphenylamino)-2-oxo-1-(phenylmethyl)ethyl]- 1H-indole-3-acetamide

InChi Key: ACDFWSNAQWFRRF-VWLOTQADSA-N

InChi Code: InChI=1S/C27H27N3O2/c1-19-23(22-15-9-10-16-24(22)28-19)18-26(31)29-25(17-20-11-5-3-6-12-20)27(32)30(2)21-13-7-4-8-14-21/h3-16,25,28H,17-18H2,1-2H3,(H,29,31)/t25-/m0/s1

SMILES Code: O=C(N[C@@H](CC1=CC=CC=C1)C(N(C)C2=CC=CC=C2)=O)CC3=C(C)NC4=C3C=CC=C4


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>3 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
2934990300


References

1: Xu JP, Francis AC, Meuser ME, Mankowski M, Ptak RG, Rashad AA, Melikyan GB, Cocklin S. Exploring Modifications of an HIV-1 Capsid Inhibitor: Design, Synthesis, and Mechanism of Action. J Drug Des Res. 2018;5(2). pii: 1070. Epub 2018 Aug 13. PubMed PMID: 30393786; PubMed Central PMCID: PMC6214487.

2: Saito A, Ferhadian D, Sowd GA, Serrao E, Shi J, Halambage UD, Teng S, Soto J, Siddiqui MA, Engelman AN, Aiken C, Yamashita M. Roles of Capsid-Interacting Host Factors in Multimodal Inhibition of HIV-1 by PF74. J Virol. 2016 May 27;90(12):5808-5823. doi: 10.1128/JVI.03116-15. Print 2016 Jun 15. PubMed PMID: 27076642; PubMed Central PMCID: PMC4886767.

3: Zhou J, Price AJ, Halambage UD, James LC, Aiken C. HIV-1 Resistance to the Capsid-Targeting Inhibitor PF74 Results in Altered Dependence on Host Factors Required for Virus Nuclear Entry. J Virol. 2015 Sep;89(17):9068-79. doi: 10.1128/JVI.00340-15. Epub 2015 Jun 24. PubMed PMID: 26109731; PubMed Central PMCID: PMC4524096.

4: Lad L, Clancy S, Koditek D, Wong MH, Jin D, Niedziela-Majka A, Papalia GA, Hung M, Yant S, Somoza JR, Hu E, Chou C, Tse W, Halcomb R, Sakowicz R, Pagratis N. Functional label-free assays for characterizing the in vitro mechanism of action of small molecule modulators of capsid assembly. Biochemistry. 2015 Apr 7;54(13):2240-8. doi: 10.1021/acs.biochem.5b00151. Epub 2015 Mar 24. PubMed PMID: 25774576.

5: Hulme AE, Kelley Z, Foley D, Hope TJ. Complementary Assays Reveal a Low Level of CA Associated with Viral Complexes in the Nuclei of HIV-1-Infected Cells. J Virol. 2015 May;89(10):5350-61. doi: 10.1128/JVI.00476-15. Epub 2015 Mar 4. PubMed PMID: 25741002; PubMed Central PMCID: PMC4442523.

6: Bhattacharya A, Alam SL, Fricke T, Zadrozny K, Sedzicki J, Taylor AB, Demeler B, Pornillos O, Ganser-Pornillos BK, Diaz-Griffero F, Ivanov DN, Yeager M. Structural basis of HIV-1 capsid recognition by PF74 and CPSF6. Proc Natl Acad Sci U S A. 2014 Dec 30;111(52):18625-30. doi: 10.1073/pnas.1419945112. Epub 2014 Dec 17. PubMed PMID: 25518861; PubMed Central PMCID: PMC4284599.

7: Peng K, Muranyi W, Glass B, Laketa V, Yant SR, Tsai L, Cihlar T, Müller B, Kräusslich HG. Quantitative microscopy of functional HIV post-entry complexes reveals association of replication with the viral capsid. Elife. 2014 Dec 17;3:e04114. doi: 10.7554/eLife.04114. PubMed PMID: 25517934; PubMed Central PMCID: PMC4293571.

8: Price AJ, Jacques DA, McEwan WA, Fletcher AJ, Essig S, Chin JW, Halambage UD, Aiken C, James LC. Host cofactors and pharmacologic ligands share an essential interface in HIV-1 capsid that is lost upon disassembly. PLoS Pathog. 2014 Oct 30;10(10):e1004459. doi: 10.1371/journal.ppat.1004459. eCollection 2014 Oct. PubMed PMID: 25356722; PubMed Central PMCID: PMC4214760.

9: Shi J, Zhou J, Halambage UD, Shah VB, Burse MJ, Wu H, Blair WS, Butler SL, Aiken C. Compensatory substitutions in the HIV-1 capsid reduce the fitness cost associated with resistance to a capsid-targeting small-molecule inhibitor. J Virol. 2015 Jan;89(1):208-19. doi: 10.1128/JVI.01411-14. Epub 2014 Oct 15. PubMed PMID: 25320302; PubMed Central PMCID: PMC4301104.

10: Matreyek KA, Yücel SS, Li X, Engelman A. Nucleoporin NUP153 phenylalanine-glycine motifs engage a common binding pocket within the HIV-1 capsid protein to mediate lentiviral infectivity. PLoS Pathog. 2013;9(10):e1003693. doi: 10.1371/journal.ppat.1003693. Epub 2013 Oct 10. PubMed PMID: 24130490; PubMed Central PMCID: PMC3795039.

11: Price AJ, Fletcher AJ, Schaller T, Elliott T, Lee K, KewalRamani VN, Chin JW, Towers GJ, James LC. CPSF6 defines a conserved capsid interface that modulates HIV-1 replication. PLoS Pathog. 2012;8(8):e1002896. doi: 10.1371/journal.ppat.1002896. Epub 2012 Aug 30. PubMed PMID: 22956906; PubMed Central PMCID: PMC3431306.

12: Shi J, Zhou J, Shah VB, Aiken C, Whitby K. Small-molecule inhibition of human immunodeficiency virus type 1 infection by virus capsid destabilization. J Virol. 2011 Jan;85(1):542-9. doi: 10.1128/JVI.01406-10. Epub 2010 Oct 20. PubMed PMID: 20962083; PubMed Central PMCID: PMC3014163.