Lenalidomide

An orally administered immunomodulatory and antineoplastic drug used in the treatment of multiple myeloma, certain myelodysplastic syndromes (particularly those with deletion 5q), and selected B-cell lymphomas. Lenalidomide binds to cereblon, a substrate receptor of the CRL4 E3 ubiquitin ligase complex, promoting ubiquitination and proteasomal degradation of IKZF1 and IKZF3. It exhibits antitumor, immunomodulatory, and antiangiogenic effects. Lenalidomide is highly teratogenic and requires strict pregnancy-prevention measures

Compound Structure

CAS Number: 191732-72-6

Molecular Mass: 259.26 g/mol

Formula: C13H13N3O3

Smiles: Nc1cccc2c1CN(C1CCC(=O)NC1=O)C2=O

Synonymes:

Bioactivity: Immunomodulatory antineoplastic agent (IMiD); cereblon (CRBN) E3 ubiquitin ligase modulator; promotes degradation of IKZF1 and IKZF3 transcription factors

Solubility in Different Solvents

Solvent Temperature [K] Crystal form Solubility [mg/mL] Reference
Acetonitrile 273.15 - 2.256 [106]
Acetonitrile 278.15 - 2.312 [106]
Acetonitrile 283.15 - 2.386 [106]
Acetonitrile 288.15 - 2.469 [106]
Acetonitrile 293.15 - 2.664 [105]
Acetonitrile 293.15 - 2.551 [106]
Acetonitrile 298.15 - 2.694 [105]
Acetonitrile 298.15 - 2.631 [106]
Acetonitrile 303.15 - 2.732 [105]
Acetonitrile 303.15 - 2.72 [106]
Acetonitrile 308.15 - 2.775 [105]
Acetonitrile 308.15 - 2.802 [106]
Acetonitrile 313.15 - 2.824 [105]
Acetonitrile 313.15 - 2.888 [106]
Acetonitrile 318.15 - 2.875 [105]
Acetonitrile 318.15 - 2.971 [106]
Acetonitrile 323.15 - 2.926 [105]
Acetonitrile 328.15 - 2.982 [105]
Acetonitrile 333.15 - 3.042 [105]
Ethanol 293.15 - 0.7302 [105]
Ethanol 298.15 - 0.8082 [105]
Ethanol 303.15 - 0.9173 [105]
Ethanol 308.15 - 1.042 [105]
Ethanol 313.15 - 1.175 [105]
Ethanol 318.15 - 1.334 [105]
Ethanol 323.15 - 1.534 [105]
Ethanol 328.15 - 1.724 [105]
Ethanol 333.15 - 1.952 [105]
Ethyl acetate 273.15 - 0.22 [106]
Ethyl acetate 278.15 - 0.249 [106]
Ethyl acetate 283.15 - 0.2821 [106]
Ethyl acetate 288.15 - 0.32 [106]
Ethyl acetate 293.15 - 0.3371 [105]
Ethyl acetate 293.15 - 0.3604 [106]
Ethyl acetate 298.15 - 0.3788 [105]
Ethyl acetate 298.15 - 0.4001 [106]
Ethyl acetate 303.15 - 0.4285 [105]
Ethyl acetate 303.15 - 0.4392 [106]
Ethyl acetate 308.15 - 0.4775 [105]
Ethyl acetate 308.15 - 0.4829 [106]
Ethyl acetate 313.15 - 0.5416 [105]
Ethyl acetate 313.15 - 0.531 [106]
Ethyl acetate 318.15 - 0.6114 [105]
Ethyl acetate 318.15 - 0.5784 [106]
Ethyl acetate 323.15 - 0.7034 [105]
Ethyl acetate 328.15 - 0.8041 [105]
Ethyl acetate 333.15 - 0.9198 [105]
Isopropanol 273.15 - 0.0866 [106]
Isopropanol 278.15 - 0.11 [106]
Isopropanol 283.15 - 0.141 [106]
Isopropanol 288.15 - 0.177 [106]
Isopropanol 293.15 - 0.2159 [105]
Isopropanol 293.15 - 0.224 [106]
Isopropanol 298.15 - 0.2625 [105]
Isopropanol 298.15 - 0.27 [106]
Isopropanol 303.15 - 0.318 [105]
Isopropanol 303.15 - 0.318 [106]
Isopropanol 308.15 - 0.3868 [105]
Isopropanol 308.15 - 0.3801 [106]
Isopropanol 313.15 - 0.469 [105]
Isopropanol 313.15 - 0.4507 [106]
Isopropanol 318.15 - 0.5533 [105]
Isopropanol 318.15 - 0.527 [106]
Isopropanol 323.15 - 0.6395 [105]
Isopropanol 328.15 - 0.7526 [105]
Isopropanol 333.15 - 0.8775 [105]
Methanol 273.15 - 1.25 [106]
Methanol 278.15 - 1.329 [106]
Methanol 283.15 - 1.43 [106]
Methanol 288.15 - 1.526 [106]
Methanol 293.15 - 1.616 [105]
Methanol 293.15 - 1.639 [106]
Methanol 298.15 - 1.712 [105]
Methanol 298.15 - 1.757 [106]
Methanol 303.15 - 1.822 [105]
Methanol 303.15 - 1.904 [106]
Methanol 308.15 - 1.943 [105]
Methanol 308.15 - 2.05 [106]
Methanol 313.15 - 2.074 [105]
Methanol 313.15 - 2.194 [106]
Methanol 318.15 - 2.229 [105]
Methanol 318.15 - 2.379 [106]
Methanol 323.15 - 2.433 [105]
Methanol 328.15 - 2.661 [105]
Methanol 333.15 - 2.93 [105]

Molecule 3D descriptors

Descriptor Value
PMI1 491.0998
PMI2 2553.3988
PMI3 2733.7334
NPR1 0.1796
NPR2 0.9340
RadiusOfGyration 3.3382
InertialShapeFactor 0.0019
Eccentricity 0.9837
Asphericity 0.5580
SpherocityIndex 0.2022
PBF 0.6719