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Pharmaceutical impurity

Sumatriptan N-Oxide

Sumatriptan N-Oxide is listed in the pharmaceutical impurity collection under CAS 212069-94-8. Its represented structure has formula C14H21N3O3S and a calculated molecular weight of 311.41 g/mol.

2D chemical structure

N H S O O N H N + O -

Chemical identity

Catalog name
Sumatriptan N-Oxide
Common name
Sumatriptan N-Oxide
Chemical name
N,N-dimethyl-2-[5-(methylsulfamoylmethyl)-1H-indol-3-yl]ethanamine oxide
CAS
212069-94-8
SMILES
CNS(=O)(=O)Cc1ccc2[nH]cc(CC[N+](C)(C)[O-])c2c1
InChI
InChI=1S/C14H21N3O3S/c1-15-21(19,20)10-11-4-5-14-13(8-11)12(9-16-14)6-7-17(2,3)18/h4-5,8-9,15-16H,6-7,10H2,1-3H3
InChIKey
GRHYJEBKFWDYFD-UHFFFAOYSA-N
Associated API
Sumatriptan

Record ID: A53bc39008903

Computed properties

C14H21N3O3S Molecular formula
311.407 g/molMolecular weight
311.1304 DaMonoisotopic exact mass
85.02 ŲTopological polar surface area
1.3338 Calculated LogP (Wildman–Crippen)
84.0286 cm³/molMolar refractivity (Wildman–Crippen)
3 countHydrogen-bond acceptors
2 countHydrogen-bond donors

Descriptors are calculated from the displayed SMILES. Calculated LogP is not a measured partition coefficient or a pH-specific LogD.

Molecular descriptor profile

Descriptor radar

Mol. weight LogP TPSA HBA HBD Rotatable 25 50 75 100

Structural feature counts

0 2 4 6 Count H-bond acceptors H-bond donors Rotatable bonds Rings Aromatic rings Stereo centers

Element composition

C H N O S 0 5 10 15 20 Number of atoms

Radar scale: 0–100 percentile within 25,771 distinct represented structures in this release, using the midpoint rank for ties. Larger values indicate a higher descriptor rank, not greater safety or toxicity. Element counts include hydrogen and combine isotopes under each element.

Radar values and percentile reference
DescriptorValuePercentile
Molecular weight311.40747.51
Calculated LogP (Wildman–Crippen)1.333830.66
Topological polar surface area85.0261.91
Hydrogen-bond acceptors333.13
Hydrogen-bond donors264.87
Rotatable bonds (strict)669.73

Complete molecular descriptors

PropertyCalculated valueUnit / type
Molecular formulaC14H21N3O3Sdimensionless
Molecular weight311.407g/mol
Monoisotopic exact mass311.1304Da
Topological polar surface area85.02Ų
Calculated LogP (Wildman–Crippen)1.3338dimensionless
Molar refractivity (Wildman–Crippen)84.0286cm³/mol
Hydrogen-bond acceptors3count
Hydrogen-bond donors2count
Rotatable bonds (strict)6count
Heavy atoms21count
Heteroatoms7count
Rings2count
Aromatic rings2count
Aliphatic rings0count
Saturated rings0count
Aromatic heterocycles1count
Aliphatic heterocycles0count
Saturated heterocycles0count
Aromatic carbocycles1count
Aliphatic carbocycles0count
Fraction of sp³ carbon atoms0.4286fraction
Formal charge0e
Disconnected components1count
Isotopically specified atoms0count
Potential atom stereocenters0count
Unspecified atom stereocenters0count
Spiro atoms0count
Bridgehead atoms0count
Labute approximate surface area124.5406Ų
Valence electrons116count
Radical electrons0count
Bertz complexity729.4925index
Balaban J2.2862index

Ring categories overlap and should not be summed. No toxicity result, PDE, HBEL or acceptable intake is inferred from these descriptors.

Toxicological services and resources for Sumatriptan N-Oxide

Qualification and safety assessment of Sumatriptan N-Oxide

Explore toxicological qualification of Sumatriptan N-Oxide and ICH M7 mutagenic impurity assessment of Sumatriptan N-Oxide for evaluation of this impurity in its pharmaceutical context.

Where data gaps need to be addressed, resources include read-across assessment for Sumatriptan N-Oxide and acceptable intake and limit justification for Sumatriptan N-Oxide. The relevant approach depends on the available evidence, exposure and duration of use.

Related Altox services and technical resources

Other catalogue designations with the same represented structure

These are separate catalogue entries; shared structure does not establish interchangeable pharmacopoeial designations.

Identity sources and calculation method

Identifiers originate from the source catalogues and available public identity records. InChI and InChIKey on this page are generated from the displayed SMILES. RDKit validation checks the molecular representation; it does not independently verify every catalogue assignment.

Discuss an assessment for Sumatriptan N-Oxide

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