Chloramphenicol

C₁₁H₁₂Cl₂N₂O₅ — CID 5959

About Chloramphenicol

Chloramphenicol (PubChem CID 5959) has the molecular formula C₁₁H₁₂Cl₂N₂O₅ and a molecular weight of 323.13 g/mol. Its IUPAC name is 2,2-dichloro-N-[(1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide.

Molecular Properties

• Compound Name: Chloramphenicol
• PubChem CID: 5959
• Molecular Formula: C₁₁H₁₂Cl₂N₂O₅
• Molecular Weight: 323.13 g/mol
• Exact Mass: 322.01
• IUPAC Name: 2,2-dichloro-N-[(1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide
• SMILES: O=C(N[C@H](CO)[C@H](O)c1ccc([N+](=O)[O-])cc1)C(Cl)Cl
• InChI: InChI=1S/C11H12Cl2N2O5/c12-10(13)11(18)14-8(5-16)9(17)6-1-3-7(4-2-6)15(19)20/h1-4,8-10,16-17H,5H2,(H,14,18)/t8-,9-/m1/s1
• InChIKey: WIIZWVCIJKGZOK-RKDXNWHRSA-N
• XLogP: 0.91
• TPSA: 112.70 Ų
• H-Bond Donors: 3
• H-Bond Acceptors: 5
• Rotatable Bonds: 6
• Heavy Atoms: 20
• Complexity: —

Lipinski Rule of Five

Passes Rule of Five

Rule	Value
MW ≤ 500	323.13
LogP ≤ 5	0.91
H-Bond Donors ≤ 5	3
H-Bond Acceptors ≤ 10	5

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'alkyl_halide', '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 Chloramphenicol?

The IUPAC name of Chloramphenicol (CID 5959) is 2,2-dichloro-N-[(1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide.

What is the SMILES notation for Chloramphenicol?

The canonical SMILES for Chloramphenicol is O=C(N[C@H](CO)[C@H](O)c1ccc([N+](=O)[O-])cc1)C(Cl)Cl.

What is the InChIKey of Chloramphenicol?

The InChIKey is WIIZWVCIJKGZOK-RKDXNWHRSA-N. The full InChI is InChI=1S/C11H12Cl2N2O5/c12-10(13)11(18)14-8(5-16)9(17)6-1-3-7(4-2-6)15(19)20/h1-4,8-10,16-17H,5H2,(H,14,18)/t8-,9-/m1/s1.

What are the key properties of Chloramphenicol?

Chloramphenicol has a molecular weight of 323.13 g/mol, XLogP of 0.91, 6 rotatable bonds, 3 hydrogen bond donors, and 5 hydrogen bond acceptors.

Where does this data come from?

All data for Chloramphenicol is sourced from PubChem (CID 5959), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).

Sources

• PubChem CID 5959 — identifiers, structure, computed properties (public domain)
• DrugCentral drug card 589 — approved-drug record (CC BY-SA 4.0)

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