40106-12-5
Chemical Structure
NSC727447
- CAS No.: 40106-12-5
- Formula:C10H14N2OS
- Molecular Weight:210.30
IUPAC Name: 2-amino-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophene-3-carboxamide
InChIKey: LULYZYNTDPUEKK-UHFFFAOYSA-N
SMILES: O=C(C1=C(N)SC2=C1CCCCC2)N
Biological Activity: NSC727447 is a vinyl urea-based allosteric inhibitor of HIV reverse transcriptase-associated RNase H with IC50 values of 2.0 μM and 2.5 μM against HIV-1 and HIV-2 RNase H, respectively, and IC50 values of 100 μM and 10.6 μM against Escherichia coli and human RNase H, respectively. NSC727447 exerts allosteric inhibitory effects mainly by interacting with the region adjacent to α-helix I in the thumb subdomain of the p51 subunit of HIV-1 reverse transcriptase. Cys280, Lys281 and the RNase H primer grip region are involved in its action, and it may inhibit the catalytic activity of RNase H by altering the positioning of nucleic acid substrates or the geometry of the RNase H active site. NSC727447 can be used in studies related to HIV infection, the function of HIV reverse transcriptase RNase H, and allosteric inhibition mechanisms[1][2].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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NSC727447 | 95.0% | NSC727447 is a vinyl urea-based allosteric inhibitor of HIV reverse transcriptase-associated RNase H with IC50 values of 2.0 μM and 2.5 μM against HIV-1 and HIV-2 RNase H, respectively, and IC50 values of 100 μM and 10.6 μM against Escherichia coli and human RNase H, respectively. NSC727447 exerts allosteric inhibitory effects mainly by interacting with the region adjacent to α-helix I in the thumb subdomain of the p51 subunit of HIV-1 reverse transcriptase. Cys280, Lys281 and the RNase H primer grip region are involved in its action, and it may inhibit the catalytic activity of RNase H by altering the positioning of nucleic acid substrates or the geometry of the RNase H active site. NSC727447 can be used in studies related to HIV infection, the function of HIV reverse transcriptase RNase H, and allosteric inhibition mechanisms. | ||||||||||||||||||||
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Similarity Score 0.72
HY-W1591028CN -
Similarity Score 0.61
HY-W043170PRL3-CNNM4 PPI-IN-1 -
Similarity Score 0.61
HY-1364583-ANOT -
Similarity Score 0.60
HY-W105131Rivaroxaban impurity 70 -
Similarity Score 0.60
HY-120223-Aminobenzamide -
Similarity Score 0.60
HY-W0170414-Aminobenzamide -
Similarity Score 0.60
HY-Z4461RArolol impurity 4 (Standard) -
Similarity Score 0.60
HY-W1424462,6-Dichlorobenzamide -
Similarity Score 0.58
HY-Z0853Baroxavir impurity 17 -
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References
- [1]. Wendeler M, et al. Vinylogous ureas as a novel class of inhibitors of reverse transcriptase-associated ribonuclease H activity. ACS chemical biology. 2008 Oct 17;3(10):635-44. [Content Brief]
- [2]. Chung S, et al. Mutagenesis of human immunodeficiency virus reverse transcriptase p51 subunit defines residues contributing to vinylogous urea inhibition of ribonuclease H activity. The Journal of biological chemistry. 2012 Feb 03;287(6):4066-75.
