pomalidomide   Click here for help

GtoPdb Ligand ID: 7348

Synonyms: CC-4047 | IMID-3 | Imnovid® | Pomalyst®
Approved drug Immunopharmacology Ligand
pomalidomide is an approved drug (FDA and EMA (2013))
Compound class: Synthetic organic
Comment: Pomalidomide is an analogue of thalidomide with similar immunomodulatory antineoplastic activity.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 1
Topological polar surface area 109.57
Molecular weight 273.07
XLogP -0.56
No. Lipinski's rules broken 0
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Canonical SMILES O=C1CCC(C(=O)N1)N1C(=O)c2c(C1=O)c(N)ccc2
Isomeric SMILES O=C1CCC(C(=O)N1)N1C(=O)c2c(C1=O)c(N)ccc2
InChI InChI=1S/C13H11N3O4/c14-7-3-1-2-6-10(7)13(20)16(12(6)19)8-4-5-9(17)15-11(8)18/h1-3,8H,4-5,14H2,(H,15,17,18)
1. Ito T, Ando H, Suzuki T, Ogura T, Hotta K, Imamura Y, Yamaguchi Y, Handa H. (2010)
Identification of a primary target of thalidomide teratogenicity.
Science, 327 (5971): 1345-50. [PMID:20223979]
2. Jo S, Lee KH, Song S, Jung YK, Park CS. (2005)
Identification and functional characterization of cereblon as a binding protein for large-conductance calcium-activated potassium channel in rat brain.
J Neurochem, 94 (5): 1212-24. [PMID:16045448]
3. Lopez-Girona A, Mendy D, Ito T, Miller K, Gandhi AK, Kang J, Karasawa S, Carmel G, Jackson P, Abbasian M et al.. (2012)
Cereblon is a direct protein target for immunomodulatory and antiproliferative activities of lenalidomide and pomalidomide.
Leukemia, 26 (11): 2326-35. [PMID:22552008]
4. Matyskiela ME, Zhang W, Man HW, Muller G, Khambatta G, Baculi F, Hickman M, LeBrun L, Pagarigan B, Carmel G et al.. (2018)
A Cereblon Modulator (CC-220) with Improved Degradation of Ikaros and Aiolos.
J Med Chem, 61 (2): 535-542. [PMID:28425720]
5. Xin W, Xiaohua N, Peilin C, Xin C, Yaqiong S, Qihan W. (2008)
Primary function analysis of human mental retardation related gene CRBN.
Mol Biol Rep, 35 (2): 251-6. [PMID:17380424]
6. Zhu YX, Kortuem KM, Stewart AK. (2013)
Molecular mechanism of action of immune-modulatory drugs thalidomide, lenalidomide and pomalidomide in multiple myeloma.
Leuk Lymphoma, 54 (4): 683-7. [PMID:22966948]