Azathioprine

C₉H₇N₇O₂S — CID 2265

About Azathioprine

Azathioprine (PubChem CID 2265) has the molecular formula C₉H₇N₇O₂S and a molecular weight of 277.27 g/mol. Its IUPAC name is 6-(3-methyl-5-nitroimidazol-4-yl)sulfanyl-7H-purine.

Molecular Properties

• Compound Name: Azathioprine
• PubChem CID: 2265
• Molecular Formula: C₉H₇N₇O₂S
• Molecular Weight: 277.27 g/mol
• Exact Mass: 277.04
• IUPAC Name: 6-(3-methyl-5-nitroimidazol-4-yl)sulfanyl-7H-purine
• SMILES: Cn1cnc([N+](=O)[O-])c1Sc1ncnc2nc[nH]c12
• InChI: InChI=1S/C9H7N7O2S/c1-15-4-14-7(16(17)18)9(15)19-8-5-6(11-2-10-5)12-3-13-8/h2-4H,1H3,(H,10,11,12,13)
• InChIKey: LMEKQMALGUDUQG-UHFFFAOYSA-N
• XLogP: 1.15
• TPSA: 115.42 Ų
• H-Bond Donors: 1
• H-Bond Acceptors: 8
• Rotatable Bonds: 3
• Heavy Atoms: 19
• Complexity: —

Lipinski Rule of Five

Passes Rule of Five

Rule	Value
MW ≤ 500	277.27
LogP ≤ 5	1.15
H-Bond Donors ≤ 5	1
H-Bond Acceptors ≤ 10	8

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'nitro_group', 'substructure': 'N/A'}, {'alert_name': 'Oxygen-nitrogen_single_bond', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of Azathioprine?

The IUPAC name of Azathioprine (CID 2265) is 6-(3-methyl-5-nitroimidazol-4-yl)sulfanyl-7H-purine.

What is the SMILES notation for Azathioprine?

The canonical SMILES for Azathioprine is Cn1cnc([N+](=O)[O-])c1Sc1ncnc2nc[nH]c12.

What is the InChIKey of Azathioprine?

The InChIKey is LMEKQMALGUDUQG-UHFFFAOYSA-N. The full InChI is InChI=1S/C9H7N7O2S/c1-15-4-14-7(16(17)18)9(15)19-8-5-6(11-2-10-5)12-3-13-8/h2-4H,1H3,(H,10,11,12,13).

What are the key properties of Azathioprine?

Azathioprine has a molecular weight of 277.27 g/mol, XLogP of 1.15, 3 rotatable bonds, 1 hydrogen bond donors, and 8 hydrogen bond acceptors.

Where does this data come from?

All data for Azathioprine is sourced from PubChem (CID 2265), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).

Sources

• PubChem CID 2265 — identifiers, structure, computed properties (public domain)
• DrugCentral drug card 269 — approved-drug record (CC BY-SA 4.0)

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