Apremilast

C₂₂H₂₄N₂O₇S — CID 11561674

About Apremilast

Apremilast (PubChem CID 11561674) has the molecular formula C₂₂H₂₄N₂O₇S and a molecular weight of 460.51 g/mol. Its IUPAC name is N-[2-[(1S)-1-(3-ethoxy-4-methoxyphenyl)-2-methylsulfonylethyl]-1,3-dioxoisoindol-4-yl]acetamide.

Molecular Properties

• Compound Name: Apremilast
• PubChem CID: 11561674
• Molecular Formula: C₂₂H₂₄N₂O₇S
• Molecular Weight: 460.51 g/mol
• Exact Mass: 460.13
• IUPAC Name: N-[2-[(1S)-1-(3-ethoxy-4-methoxyphenyl)-2-methylsulfonylethyl]-1,3-dioxoisoindol-4-yl]acetamide
• SMILES: CCOc1cc([C@@H](CS(C)(=O)=O)N2C(=O)c3cccc(NC(C)=O)c3C2=O)ccc1OC
• InChI: InChI=1S/C22H24N2O7S/c1-5-31-19-11-14(9-10-18(19)30-3)17(12-32(4,28)29)24-21(26)15-7-6-8-16(23-13(2)25)20(15)22(24)27/h6-11,17H,5,12H2,1-4H3,(H,23,25)/t17-/m1/s1
• InChIKey: IMOZEMNVLZVGJZ-QGZVFWFLSA-N
• XLogP: 2.43
• TPSA: 119.08 Ų
• H-Bond Donors: 1
• H-Bond Acceptors: 7
• Rotatable Bonds: 8
• Heavy Atoms: 32
• Complexity: —

Lipinski Rule of Five

Passes Rule of Five

Rule	Value
MW ≤ 500	460.51
LogP ≤ 5	2.43
H-Bond Donors ≤ 5	1
H-Bond Acceptors ≤ 10	7

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'phthalimide', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of Apremilast?

The IUPAC name of Apremilast (CID 11561674) is N-[2-[(1S)-1-(3-ethoxy-4-methoxyphenyl)-2-methylsulfonylethyl]-1,3-dioxoisoindol-4-yl]acetamide.

What is the SMILES notation for Apremilast?

The canonical SMILES for Apremilast is CCOc1cc([C@@H](CS(C)(=O)=O)N2C(=O)c3cccc(NC(C)=O)c3C2=O)ccc1OC.

What is the InChIKey of Apremilast?

The InChIKey is IMOZEMNVLZVGJZ-QGZVFWFLSA-N. The full InChI is InChI=1S/C22H24N2O7S/c1-5-31-19-11-14(9-10-18(19)30-3)17(12-32(4,28)29)24-21(26)15-7-6-8-16(23-13(2)25)20(15)22(24)27/h6-11,17H,5,12H2,1-4H3,(H,23,25)/t17-/m1/s1.

What are the key properties of Apremilast?

Apremilast has a molecular weight of 460.51 g/mol, XLogP of 2.43, 8 rotatable bonds, 1 hydrogen bond donors, and 7 hydrogen bond acceptors.

Where does this data come from?

All data for Apremilast is sourced from PubChem (CID 11561674), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).

Sources

• PubChem CID 11561674 — identifiers, structure, computed properties (public domain)
• DrugCentral drug card 4829 — approved-drug record (CC BY-SA 4.0)

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