NV-5440

NV-5440
Identifiers
	IUPAC name 2-[4-[5-[[4-(2-cyanophenyl)piperazin-1-yl]methyl]-2,4-dimethylbenzoyl]piperazin-1-yl]benzenesulfonamide;
CAS Number	2226614-88-4;
PubChem CID	134500648;
ChemSpider	98644474;
CompTox Dashboard (EPA)	DTXSID201336668 ;
Chemical and physical data
Formula	C31H36N6O3S
Molar mass	572.73 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC1=CC(=C(C=C1CN2CCN(CC2)C3=CC=CC=C3C#N)C(=O)N4CCN(CC4)C5=CC=CC=C5S(=O)(=O)N)C;
	InChI InChI=1S/C31H36N6O3S/c1-23-19-24(2)27(20-26(23)22-34-11-13-35(14-12-34)28-8-4-3-7-25(28)21-32)31(38)37-17-15-36(16-18-37)29-9-5-6-10-30(29)41(33,39)40/h3-10,19-20H,11-18,22H2,1-2H3,(H2,33,39,40); Key:BREWSTIKWAQLCH-UHFFFAOYSA-N;

NV-5440 is a drug which acts as both a non-specific inhibitor of the glucose transporters and also a selective inhibitor of mTORC1, with no significant action at the related mTORC2 subtype. Compounds of this type have potential application in the treatment of cancer, and it is also used for research into the links between calorie restriction and longevity.^[1]^[2]^[3]

References

^ Kang SA, O'Neill DJ, Machl AW, Lumpkin CJ, Galda SN, Sengupta S, et al. (September 2019). "Discovery of Small-Molecule Selective mTORC1 Inhibitors via Direct Inhibition of Glucose Transporters". Cell Chemical Biology. 26 (9): 1203–1213.e13. doi:10.1016/j.chembiol.2019.05.009. PMID 31231029.
^ Reckzeh ES, Waldmann H (May 2020). "Development of Glucose Transporter (GLUT) Inhibitors". European Journal of Organic Chemistry. 2020 (16): 2321–2329. doi:10.1002/ejoc.201901353. PMC 7217229. PMID 32421048.
^ Reckzeh ES, Waldmann H (January 2020). "Small-Molecule Inhibition of Glucose Transporters GLUT-1-4". ChemBioChem. 21 (1–2): 45–52. doi:10.1002/cbic.201900544. PMC 7004114. PMID 31553512.

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[1] Kang SA, O'Neill DJ, Machl AW, Lumpkin CJ, Galda SN, Sengupta S, et al. (September 2019). "Discovery of Small-Molecule Selective mTORC1 Inhibitors via Direct Inhibition of Glucose Transporters". Cell Chemical Biology. 26 (9): 1203–1213.e13. doi:10.1016/j.chembiol.2019.05.009. PMID 31231029.

[2] Reckzeh ES, Waldmann H (May 2020). "Development of Glucose Transporter (GLUT) Inhibitors". European Journal of Organic Chemistry. 2020 (16): 2321–2329. doi:10.1002/ejoc.201901353. PMC 7217229. PMID 32421048.

[3] Reckzeh ES, Waldmann H (January 2020). "Small-Molecule Inhibition of Glucose Transporters GLUT-1-4". ChemBioChem. 21 (1–2): 45–52. doi:10.1002/cbic.201900544. PMC 7004114. PMID 31553512.

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Identifiers

IUPAC name 2-[4-[5-[[4-(2-cyanophenyl)piperazin-1-yl]methyl]-2,4-dimethylbenzoyl]piperazin-1-yl]benzenesulfonamide
CAS Number	2226614-88-4
PubChem CID	134500648
ChemSpider	98644474
CompTox Dashboard (EPA)	DTXSID201336668
Chemical and physical data
Formula	C₃₁H₃₆N₆O₃S
Molar mass	572.73 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CC1=CC(=C(C=C1CN2CCN(CC2)C3=CC=CC=C3C#N)C(=O)N4CCN(CC4)C5=CC=CC=C5S(=O)(=O)N)C
InChI InChI=1S/C31H36N6O3S/c1-23-19-24(2)27(20-26(23)22-34-11-13-35(14-12-34)28-8-4-3-7-25(28)21-32)31(38)37-17-15-36(16-18-37)29-9-5-6-10-30(29)41(33,39)40/h3-10,19-20H,11-18,22H2,1-2H3,(H2,33,39,40) Key:BREWSTIKWAQLCH-UHFFFAOYSA-N