Topiramate

Name: Topiramate — Molecular Data
Creator: MolForge
License: https://creativecommons.org/publicdomain/zero/1.0/

C₁₂H₂₁NO₈S — CID 5284627

💊View drug profile → topiramate

Data last refreshed: 2026-04-15 (MolForge compound catalog, from PubChem)

IUPAC[(1R,2S,6S,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-6-yl]methyl sulfamate

SMILESCC1(C)O[C@@H]2[C@@H](CO[C@@]3(COS(N)(=O)=O)OC(C)(C)O[C@@H]23)O1

InChIInChI=1S/C12H21NO8S/c1-10(2)18-7-5-16-12(6-17-22(13,14)15)9(8(7)19-10)20-11(3,4)21-12/h7-9H,5-6H2,1-4H3,(H2,13,14,15)/t7-,8-,9+,12+/m1/s1

InChIKeyKJADKKWYZYXHBB-XBWDGYHZSA-N

MW339.37 g/mol

LogP-0.40

Rot. Bonds3

About Topiramate

Topiramate (PubChem CID 5284627) has the molecular formula C₁₂H₂₁NO₈S and a molecular weight of 339.37 g/mol. Its IUPAC name is [(1R,2S,6S,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-6-yl]methyl sulfamate.

Molecular Properties

Compound Name	Topiramate
PubChem CID	5284627
Molecular Formula	C₁₂H₂₁NO₈S
Molecular Weight	339.37 g/mol
Exact Mass	339.10
IUPAC Name	[(1R,2S,6S,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-6-yl]methyl sulfamate
SMILES	CC1(C)O[C@@H]2[C@@H](CO[C@@]3(COS(N)(=O)=O)OC(C)(C)O[C@@H]23)O1
InChI	InChI=1S/C12H21NO8S/c1-10(2)18-7-5-16-12(6-17-22(13,14)15)9(8(7)19-10)20-11(3,4)21-12/h7-9H,5-6H2,1-4H3,(H2,13,14,15)/t7-,8-,9+,12+/m1/s1
InChIKey	KJADKKWYZYXHBB-XBWDGYHZSA-N
XLogP	-0.40
TPSA	115.54 Å²
H-Bond Donors	1
H-Bond Acceptors	8
Rotatable Bonds	3
Heavy Atoms	22
Complexity	—

Lipinski Rule of Five

Passes Rule of Five

Rule	Value
MW ≤ 500	339.37
LogP ≤ 5	-0.40
H-Bond Donors ≤ 5	1
H-Bond Acceptors ≤ 10	8

Related Compounds

Frequently Asked Questions

What is the IUPAC name of Topiramate?

The IUPAC name of Topiramate (CID 5284627) is [(1R,2S,6S,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-6-yl]methyl sulfamate.

What is the SMILES notation for Topiramate?

The canonical SMILES for Topiramate is CC1(C)O[C@@H]2[C@@H](CO[C@@]3(COS(N)(=O)=O)OC(C)(C)O[C@@H]23)O1.

What is the InChIKey of Topiramate?

The InChIKey is KJADKKWYZYXHBB-XBWDGYHZSA-N. The full InChI is InChI=1S/C12H21NO8S/c1-10(2)18-7-5-16-12(6-17-22(13,14)15)9(8(7)19-10)20-11(3,4)21-12/h7-9H,5-6H2,1-4H3,(H2,13,14,15)/t7-,8-,9+,12+/m1/s1.

What are the key properties of Topiramate?

Topiramate has a molecular weight of 339.37 g/mol, XLogP of -0.40, 3 rotatable bonds, 1 hydrogen bond donors, and 8 hydrogen bond acceptors.

Where does this data come from?

All data for Topiramate is sourced from PubChem (CID 5284627), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).

Browse: Molecules: T · all molecules A–Z · drugs A–Z · protein targets A–Z.

Sources

PubChem CID 5284627 — identifiers, structure, computed properties (public domain)
DrugCentral drug card 2706 — approved-drug record (CC BY-SA 4.0)

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