Carbenicillin

C₁₇H₁₈N₂O₆S — CID 20824

About Carbenicillin

Carbenicillin (PubChem CID 20824) has the molecular formula C₁₇H₁₈N₂O₆S and a molecular weight of 378.41 g/mol. Its IUPAC name is (2S,5R,6R)-6-[(2-carboxy-2-phenylacetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid.

Molecular Properties

• Compound Name: Carbenicillin
• PubChem CID: 20824
• Molecular Formula: C₁₇H₁₈N₂O₆S
• Molecular Weight: 378.41 g/mol
• Exact Mass: 378.09
• IUPAC Name: (2S,5R,6R)-6-[(2-carboxy-2-phenylacetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• SMILES: CC1(C)S[C@@H]2[C@H](NC(=O)C(C(=O)O)c3ccccc3)C(=O)N2[C@H]1C(=O)O
• InChI: InChI=1S/C17H18N2O6S/c1-17(2)11(16(24)25)19-13(21)10(14(19)26-17)18-12(20)9(15(22)23)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,18,20)(H,22,23)(H,24,25)/t9?,10-,11+,14-/m1/s1
• InChIKey: FPPNZSSZRUTDAP-UWFZAAFLSA-N
• XLogP: 0.49
• TPSA: 124.01 Ų
• H-Bond Donors: 3
• H-Bond Acceptors: 5
• Rotatable Bonds: 5
• Heavy Atoms: 26
• Complexity: —

Lipinski Rule of Five

Passes Rule of Five

Rule	Value
MW ≤ 500	378.41
LogP ≤ 5	0.49
H-Bond Donors ≤ 5	3
H-Bond Acceptors ≤ 10	5

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'beta-keto/anhydride', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of Carbenicillin?

The IUPAC name of Carbenicillin (CID 20824) is (2S,5R,6R)-6-[(2-carboxy-2-phenylacetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid.

What is the SMILES notation for Carbenicillin?

The canonical SMILES for Carbenicillin is CC1(C)S[C@@H]2[C@H](NC(=O)C(C(=O)O)c3ccccc3)C(=O)N2[C@H]1C(=O)O.

What is the InChIKey of Carbenicillin?

The InChIKey is FPPNZSSZRUTDAP-UWFZAAFLSA-N. The full InChI is InChI=1S/C17H18N2O6S/c1-17(2)11(16(24)25)19-13(21)10(14(19)26-17)18-12(20)9(15(22)23)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,18,20)(H,22,23)(H,24,25)/t9?,10-,11+,14-/m1/s1.

What are the key properties of Carbenicillin?

Carbenicillin has a molecular weight of 378.41 g/mol, XLogP of 0.49, 5 rotatable bonds, 3 hydrogen bond donors, and 5 hydrogen bond acceptors.

Where does this data come from?

All data for Carbenicillin is sourced from PubChem (CID 20824), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).

Sources

• PubChem CID 20824 — identifiers, structure, computed properties (public domain)
• DrugCentral drug card 492 — approved-drug record (CC BY-SA 4.0)

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