Nitrofurantoin

C₈H₆N₄O₅ — CID 6604200

About Nitrofurantoin

Nitrofurantoin (PubChem CID 6604200) has the molecular formula C₈H₆N₄O₅ and a molecular weight of 238.16 g/mol. Its IUPAC name is 1-[(E)-(5-nitrofuran-2-yl)methylideneamino]imidazolidine-2,4-dione.

Molecular Properties

• Compound Name: Nitrofurantoin
• PubChem CID: 6604200
• Molecular Formula: C₈H₆N₄O₅
• Molecular Weight: 238.16 g/mol
• Exact Mass: 238.03
• IUPAC Name: 1-[(E)-(5-nitrofuran-2-yl)methylideneamino]imidazolidine-2,4-dione
• SMILES: O=C1CN(/N=C/c2ccc([N+](=O)[O-])o2)C(=O)N1
• InChI: InChI=1S/C8H6N4O5/c13-6-4-11(8(14)10-6)9-3-5-1-2-7(17-5)12(15)16/h1-3H,4H2,(H,10,13,14)/b9-3+
• InChIKey: NXFQHRVNIOXGAQ-YCRREMRBSA-N
• XLogP: 0.07
• TPSA: 118.05 Ų
• H-Bond Donors: 1
• H-Bond Acceptors: 6
• Rotatable Bonds: 3
• Heavy Atoms: 17
• Complexity: —

Lipinski Rule of Five

Passes Rule of Five

Rule	Value
MW ≤ 500	238.16
LogP ≤ 5	0.07
H-Bond Donors ≤ 5	1
H-Bond Acceptors ≤ 10	6

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'hydantoin', 'substructure': 'N/A'}, {'alert_name': 'imine_1', 'substructure': 'N/A'}, {'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 Nitrofurantoin?

The IUPAC name of Nitrofurantoin (CID 6604200) is 1-[(E)-(5-nitrofuran-2-yl)methylideneamino]imidazolidine-2,4-dione.

What is the SMILES notation for Nitrofurantoin?

The canonical SMILES for Nitrofurantoin is O=C1CN(/N=C/c2ccc([N+](=O)[O-])o2)C(=O)N1.

What is the InChIKey of Nitrofurantoin?

The InChIKey is NXFQHRVNIOXGAQ-YCRREMRBSA-N. The full InChI is InChI=1S/C8H6N4O5/c13-6-4-11(8(14)10-6)9-3-5-1-2-7(17-5)12(15)16/h1-3H,4H2,(H,10,13,14)/b9-3+.

What are the key properties of Nitrofurantoin?

Nitrofurantoin has a molecular weight of 238.16 g/mol, XLogP of 0.07, 3 rotatable bonds, 1 hydrogen bond donors, and 6 hydrogen bond acceptors.

Where does this data come from?

All data for Nitrofurantoin is sourced from PubChem (CID 6604200), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).

Sources

• PubChem CID 6604200 — identifiers, structure, computed properties (public domain)
• DrugCentral drug card 1949 — approved-drug record (CC BY-SA 4.0)

How this page is built: methodology · editorial policy & corrections.