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Nelfinavir-d3

CAT: 0804-HY-15287S-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-15287S-01Size:1 mg
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Description
Nelfinavir-d3 (AG1341-d3) is the deuterium labeled Nelfinavir. Nelfinavir (AG-1341) is a potent and orally bioavailable HIV-1 protease inhibitor (Ki=2 nM) for HIV infection. Nelfinavir is a broad-spectrum, anticancer agent[1][2][3].
CAS Number
1217629-70-3
UNSPSC
12352005
Target
HIV; HIV Protease; Isotope-Labeled Compounds
Type
Isotope-Labeled Compounds
Related Pathways
Anti-infection; Metabolic Enzyme/Protease; Others
Applications
COVID-19-anti-virus
Field of Research
Infection; Cancer
Solubility
10 mM in DMSO
Smiles
C(NC(C)(C)C)(=O)[C@H]1N(C[C@H]([C@@H](NC(=O)C2=C(C([2H])([2H])[2H])C(O)=CC=C2)CSC3=CC=CC=C3)O)C[C@@]4([C@](C1)(CCCC4)[H])[H]
Molecular Formula
C32H42D3N3O4S
Molecular Weight
570.80
References & Citations
[1]Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019;53 (2) :211-216.|[2]Mondal D, et al. Nelfinavir suppresses signaling and nitric oxide production by human aortic endothelial cells: protective effects of thiazolidinediones. Ochsner J. 2013 Spring;13 (1) :76-90.|[3]Kaldor SW, et al. Nelfinavir mesylate (AG1343) : a potent, orally bioavailable inhibitor of HIV-1 protease. J Med Chem. 1997 Nov 21;40 (24) :3979-85.|[4]Gills JJ, et al. Nelfinavir, A lead HIV protease inhibitor, is a broad-spectrum, anticancer agent that inducesendoplasmic reticulum stress, autophagy, and apoptosis in vitro and in vivo. Clin Cancer Res. 2007 Sep 1;13 (17) :5183-94.|[5]Bono C, et al. The human immunodeficiency virus-1 protease inhibitor nelfinavir impairs proteasome activity and inhibits the proliferation of multiple myeloma cells in vitro and in vivo. Haematologica. 2012;97 (7) :1101‐1109.|[6]Qi Sun, et al. Bardoxolone and bardoxolone methyl, two Nrf2 activators in clinical trials, inhibit SARS-CoV-2 replication and its 3C-like protease. Signal Transduct Target Ther. 2021 May 29;6 (1) :212.
Shipping Conditions
Room temperature
Scientific Category
Isotope-Labeled Compounds
Clinical Information
No Development Reported

Chemical Information

Nelfinavir-d3
CAS Number1217629-70-3
PubChem CID45040007
IUPAC Name(3S,4aS,8aS)-N-tert-butyl-2-[(2R,3R)-2-hydroxy-3-[[3-hydroxy-2-(trideuteriomethyl)benzoyl]amino]-4-phenylsulfanylbutyl]-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinoline-3-carboxamide
Molecular FormulaC32H45N3O4S
Molecular Weight570.8
XLogP5.7
Topological Polar Surface Area127
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count10
Heavy Atom Count40
Formal Charge0
Complexity829
SMILES
[2H]C([2H])([2H])C1=C(C=CC=C1O)C(=O)N[C@@H](CSC2=CC=CC=C2)[C@@H](CN3C[C@H]4CCCC[C@H]4C[C@H]3C(=O)NC(C)(C)C)O
InChI
InChI=1S/C32H45N3O4S/c1-21-25(15-10-16-28(21)36)30(38)33-26(20-40-24-13-6-5-7-14-24)29(37)19-35-18-23-12-9-8-11-22(23)17-27(35)31(39)34-32(2,3)4/h5-7,10,13-16,22-23,26-27,29,36-37H,8-9,11-12,17-20H2,1-4H3,(H,33,38)(H,34,39)/t22-,23+,26-,27-,29+/m0/s1/i1D3
InChIKey
QAGYKUNXZHXKMR-VWGNXJLPSA-N
Chemical Structure
2D Structure
2D structure of Nelfinavir-d3
CAS: 1217629-70-3
CID: 45040007
Formula: C32H45N3O4S
MW: 570.8
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight570.8
XLogP35.7
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count10
Exact Mass570.33190834
Monoisotopic Mass570.33190834
Topological Polar Surface Area127 Ų
Heavy Atom Count40
Formal Charge0
Complexity829
Isotope Atom Count3
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes