thalidomide

Ligand id: 7327

Name: thalidomide

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 87.04
Molecular weight 258.06
XLogP 1.36
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

References
1. Eichner R, Heider M, Fernández-Sáiz V, van Bebber F, Garz AK, Lemeer S, Rudelius M, Targosz BS, Jacobs L, Knorn AM et al.. (2016)
Immunomodulatory drugs disrupt the cereblon-CD147-MCT1 axis to exert antitumor activity and teratogenicity.
Nat. Med.,  [Epub ahead of print]. [PMID:27294876]
2. 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.
Science327 (5971): 1345-50. [PMID:20223979]
3. 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]
4. 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.
Leukemia26 (11): 2326-35. [PMID:22552008]
5. Mazzoccoli L, Cadoso SH, Amarante GW, de Souza MV, Domingues R, Machado MA, de Almeida MV, Teixeira HC. (2012)
Novel thalidomide analogues from diamines inhibit pro-inflammatory cytokine production and CD80 expression while enhancing IL-10.
Biomed. Pharmacother.66 (5): 323-9. [PMID:22770990]
6. 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]