Orlistat

C₂₉H₅₃NO₅ — CID 3034010

About Orlistat

Orlistat (PubChem CID 3034010) has the molecular formula C₂₉H₅₃NO₅ and a molecular weight of 495.75 g/mol. Its IUPAC name is [(2S)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]tridecan-2-yl] (2S)-2-formamido-4-methylpentanoate.

Molecular Properties

• Compound Name: Orlistat
• PubChem CID: 3034010
• Molecular Formula: C₂₉H₅₃NO₅
• Molecular Weight: 495.75 g/mol
• Exact Mass: 495.39
• IUPAC Name: [(2S)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]tridecan-2-yl] (2S)-2-formamido-4-methylpentanoate
• SMILES: CCCCCCCCCCC[C@@H](C[C@@H]1OC(=O)[C@H]1CCCCCC)OC(=O)[C@H](CC(C)C)NC=O
• InChI: InChI=1S/C29H53NO5/c1-5-7-9-11-12-13-14-15-16-18-24(34-29(33)26(30-22-31)20-23(3)4)21-27-25(28(32)35-27)19-17-10-8-6-2/h22-27H,5-21H2,1-4H3,(H,30,31)/t24-,25-,26-,27-/m0/s1
• InChIKey: AHLBNYSZXLDEJQ-FWEHEUNISA-N
• XLogP: 6.88
• TPSA: 81.70 Ų
• H-Bond Donors: 1
• H-Bond Acceptors: 5
• Rotatable Bonds: 23
• Heavy Atoms: 35
• Complexity: —

Lipinski Rule of Five

1 violation

Rule	Value
MW ≤ 500	495.75
LogP ≤ 5	6.88
H-Bond Donors ≤ 5	1
H-Bond Acceptors ≤ 10	5

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'aldehyde', 'substructure': 'N/A'}, {'alert_name': 'Aliphatic_long_chain', 'substructure': 'N/A'}, {'alert_name': 'four_member_lactones', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of Orlistat?

The IUPAC name of Orlistat (CID 3034010) is [(2S)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]tridecan-2-yl] (2S)-2-formamido-4-methylpentanoate.

What is the SMILES notation for Orlistat?

The canonical SMILES for Orlistat is CCCCCCCCCCC[C@@H](C[C@@H]1OC(=O)[C@H]1CCCCCC)OC(=O)[C@H](CC(C)C)NC=O.

What is the InChIKey of Orlistat?

The InChIKey is AHLBNYSZXLDEJQ-FWEHEUNISA-N. The full InChI is InChI=1S/C29H53NO5/c1-5-7-9-11-12-13-14-15-16-18-24(34-29(33)26(30-22-31)20-23(3)4)21-27-25(28(32)35-27)19-17-10-8-6-2/h22-27H,5-21H2,1-4H3,(H,30,31)/t24-,25-,26-,27-/m0/s1.

What are the key properties of Orlistat?

Orlistat has a molecular weight of 495.75 g/mol, XLogP of 6.88, 23 rotatable bonds, 1 hydrogen bond donors, and 5 hydrogen bond acceptors.

Where does this data come from?

All data for Orlistat is sourced from PubChem (CID 3034010), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).

Sources

• PubChem CID 3034010 — identifiers, structure, computed properties (public domain)
• DrugCentral drug card 1996 — approved-drug record (CC BY-SA 4.0)

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