SP4206

SP4206
Identifiers
	IUPAC name 5-[[2,3-dichloro-4-[5-[1-[2-[[(2R)-2-(diaminomethylideneamino)-4-methylpentanoyl]amino]acetyl]piperidin-4-yl]-1-methylpyrazol-3-yl]phenoxy]methyl]furan-2-carboxylic acid;
CAS Number	515846-21-6;
PubChem CID	5288251;
IUPHAR/BPS	9037;
DrugBank	DB02581;
ChemSpider	4450452;
ChEBI	CHEBI:47417;
ChEMBL	ChEMBL429852;
Chemical and physical data
Formula	C30H37Cl2N7O6
Molar mass	662.57 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC(C)C[C@H](C(=O)NCC(=O)N1CCC(CC1)C2=CC(=NN2C)C3=C(C(=C(C=C3)OCC4=CC=C(O4)C(=O)O)Cl)Cl)N=C(N)N;
	InChI InChI=1S/C30H37Cl2N7O6/c1-16(2)12-21(36-30(33)34)28(41)35-14-25(40)39-10-8-17(9-11-39)22-13-20(37-38(22)3)19-5-7-23(27(32)26(19)31)44-15-18-4-6-24(45-18)29(42)43/h4-7,13,16-17,21H,8-12,14-15H2,1-3H3,(H,35,41)(H,42,43)(H4,33,34,36)/t21-/m1/s1; Key:VNZHOIDQBPFEJU-OAQYLSRUSA-N;

SP4206 is an experimental drug which is described as a small molecule protein-protein interaction inhibitor. It binds with high affinity to interleukin-2 at the precise residues which usually mediate binding between interleukin-2 and the IL-2 receptor, thereby preventing binding and blocking the action of interleukin-2 in the body. Interleukin-2 is a cytokine signalling molecule with an important role in the function of the immune system, and most medical interest has been in enhancing interleukin-2 activity for the treatment of cancer. However, it is also involved in some autoimmune disease processes, and blocking interleukin-2 activity with SP4206 has been researched for the treatment of atopic asthma, which is commonly associated with elevated interleukin-2 levels.^[1]^[2]^[3]^[4]^[5]

References

↑ Thanos CD, DeLano WL, Wells JA (October 2006). "Hot-spot mimicry of a cytokine receptor by a small molecule". Proceedings of the National Academy of Sciences of the United States of America. 103 (42): 15422–15427. Bibcode:2006PNAS..10315422T. doi:10.1073/pnas.0607058103. PMC 1592646. PMID 17032757.
↑ Pieraccini S, De Gonda R, Sironi M (2011). "Molecular modeling of the inhibition of protein–protein interactions with small molecules: The IL2–IL2Rα case". Chemical Physics Letters. 517 (4–6): 217–222. Bibcode:2011CPL...517..217P. doi:10.1016/j.cplett.2011.10.044.
↑ Accordino SR, Morini MA, Sierra MB, Fris JA, Appignanesi GA, Fernández A (July 2012). "Wrapping mimicking in drug-like small molecules disruptive of protein-protein interfaces". Proteins. 80 (7): 1755–1765. doi:10.1002/prot.24069. hdl:11336/64004. PMID 22422633.
↑ Majumdar S, Ghosh A, Saha S (2018). "Modulating Interleukins and their Receptors Interactions with Small Chemicals Using In Silico Approach for Asthma". Current Topics in Medicinal Chemistry. 18 (13): 1123–1134. doi:10.2174/1568026618666180801092839. PMID 30068279.
↑ Shan Y, Mysore VP, Leffler AE, Kim ET, Sagawa S, Shaw DE (March 2022). "How does a small molecule bind at a cryptic binding site?". PLOS Computational Biology. 18 (3) e1009817. Bibcode:2022PLSCB..18E9817S. doi:10.1371/journal.pcbi.1009817. PMC 8893328. PMID 35239648.

[1] Thanos CD, DeLano WL, Wells JA (October 2006). "Hot-spot mimicry of a cytokine receptor by a small molecule". Proceedings of the National Academy of Sciences of the United States of America. 103 (42): 15422–15427. Bibcode:2006PNAS..10315422T. doi:10.1073/pnas.0607058103. PMC 1592646. PMID 17032757.

[2] Pieraccini S, De Gonda R, Sironi M (2011). "Molecular modeling of the inhibition of protein–protein interactions with small molecules: The IL2–IL2Rα case". Chemical Physics Letters. 517 (4–6): 217–222. Bibcode:2011CPL...517..217P. doi:10.1016/j.cplett.2011.10.044.

[3] Accordino SR, Morini MA, Sierra MB, Fris JA, Appignanesi GA, Fernández A (July 2012). "Wrapping mimicking in drug-like small molecules disruptive of protein-protein interfaces". Proteins. 80 (7): 1755–1765. doi:10.1002/prot.24069. hdl:11336/64004. PMID 22422633.

[4] Majumdar S, Ghosh A, Saha S (2018). "Modulating Interleukins and their Receptors Interactions with Small Chemicals Using In Silico Approach for Asthma". Current Topics in Medicinal Chemistry. 18 (13): 1123–1134. doi:10.2174/1568026618666180801092839. PMID 30068279.

[5] Shan Y, Mysore VP, Leffler AE, Kim ET, Sagawa S, Shaw DE (March 2022). "How does a small molecule bind at a cryptic binding site?". PLOS Computational Biology. 18 (3) e1009817. Bibcode:2022PLSCB..18E9817S. doi:10.1371/journal.pcbi.1009817. PMC 8893328. PMID 35239648.

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References