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Lamivudine triphosphate

CAT: 0804-HY-131603Size: 1 EachDry Ice: NoHazardous: No
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Description
Lamivudine triphosphate (3TCTP) is a phosphorylated Lamivudine (a nucleoside analogue). Lamivudine triphosphate inhibits the reverse transcriptase of HIV or HBV viruses to block viral replication by chain termination. Lamivudine triphosphate is also an inhibitor of the RdRp activity of the NS5B subunit of the HCV. Lamivudine triphosphate can be incorporated into the nascent RNA by the SARS-CoV-2 RdRp, thus halting mutations in the nascent SARS-CoV-2 RNA[1].
CAS Number
143188-53-8
Product Name Alternative
3TCTP
UNSPSC
12352005
Target
Drug Derivative; HBV; HCV; Reverse Transcriptase; SARS-CoV
Type
Reference compound
Related Pathways
Anti-infection; Others
Applications
COVID-19-anti-virus
Field of Research
Infection
Assay Protocol
https://www.medchemexpress.com/lamivudine-triphosphate.html
Smiles
NC(C=CN1[C@@H]2CS[C@H](COP(OP(OP(O)(O)=O)(O)=O)(O)=O)O2)=NC1=O
Molecular Formula
C8H14N3O12P3S
Molecular Weight
469.20
References & Citations
[1]García-Trejo JJ, et al. Putative Repurposing of Lamivudine, a Nucleoside/Nucleotide Analogue and Antiretroviral to Improve the Outcome of Cancer and COVID-19 Patients. Front Oncol. 2021 Jul 21;11:664794.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

Lamivudine triphosphate
CAS Number143188-53-8
PubChem CID454110
IUPAC Name[[(2R,5S)-5-(4-amino-2-oxopyrimidin-1-yl)-1,3-oxathiolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
Molecular FormulaC8H14N3O12P3S
Molecular Weight469.20
XLogP-4.2
Topological Polar Surface Area253
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count13
Rotatable Bond Count8
Heavy Atom Count27
Formal Charge0
Complexity797
SMILES
C1[C@H](O[C@H](S1)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)N2C=CC(=NC2=O)N
InChI
InChI=1S/C8H14N3O12P3S/c9-5-1-2-11(8(12)10-5)6-4-27-7(21-6)3-20-25(16,17)23-26(18,19)22-24(13,14)15/h1-2,6-7H,3-4H2,(H,16,17)(H,18,19)(H2,9,10,12)(H2,13,14,15)/t6-,7+/m0/s1
InChIKey
YLEQMGZZMCJKCN-NKWVEPMBSA-N
Chemical Structure
2D Structure
2D structure of Lamivudine triphosphate
CAS: 143188-53-8
CID: 454110
Formula: C8H14N3O12P3S
MW: 469.20
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight469.20
XLogP3-4.2
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count13
Rotatable Bond Count8
Exact Mass468.95110506
Monoisotopic Mass468.95110506
Topological Polar Surface Area253 Ų
Heavy Atom Count27
Formal Charge0
Complexity797
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes