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Pharmaceutical impurity

Donepezil N-Oxide

Donepezil N-Oxide is listed in the pharmaceutical impurity collection under CAS 120013-84-5. Its represented structure has formula C24H29NO4 and a calculated molecular weight of 395.50 g/mol.

2D chemical structure

O O O N + O -

Chemical identity

Catalog name
Donepezil N-Oxide
Common name
Donepezil N-Oxide
Chemical name
2-[(1-benzyl-1-oxidopiperidin-1-ium-4-yl)methyl]-5,6-dimethoxy-2,3-dihydroinden-1-one
CAS
120013-84-5
SMILES
COc1cc2c(cc1OC)C(=O)C(CC1CC[N+]([O-])(Cc3ccccc3)CC1)C2
InChI
InChI=1S/C24H29NO4/c1-28-22-14-19-13-20(24(26)21(19)15-23(22)29-2)12-17-8-10-25(27,11-9-17)16-18-6-4-3-5-7-18/h3-7,14-15,17,20H,8-13,16H2,1-2H3
InChIKey
XRPRYHONRUINMG-UHFFFAOYSA-N
Associated API
Matrix - API Family Donepezil Hydrochloride

Record ID: Ad70fe71e9b77

Computed properties

C24H29NO4 Molecular formula
395.499 g/molMolecular weight
395.2097 DaMonoisotopic exact mass
58.59 ŲTopological polar surface area
4.3737 Calculated LogP (Wildman–Crippen)
111.9189 cm³/molMolar refractivity (Wildman–Crippen)
4 countHydrogen-bond acceptors
0 countHydrogen-bond donors

Descriptors are calculated from the displayed SMILES. Calculated LogP is not a measured partition coefficient or a pH-specific LogD. 1 potential atom stereocenters have unspecified configuration.

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 0 8 16 24 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 weight395.49968.57
Calculated LogP (Wildman–Crippen)4.373783.18
Topological polar surface area58.5939.45
Hydrogen-bond acceptors450.68
Hydrogen-bond donors011.28
Rotatable bonds (strict)669.73

Complete molecular descriptors

PropertyCalculated valueUnit / type
Molecular formulaC24H29NO4dimensionless
Molecular weight395.499g/mol
Monoisotopic exact mass395.2097Da
Topological polar surface area58.59Ų
Calculated LogP (Wildman–Crippen)4.3737dimensionless
Molar refractivity (Wildman–Crippen)111.9189cm³/mol
Hydrogen-bond acceptors4count
Hydrogen-bond donors0count
Rotatable bonds (strict)6count
Heavy atoms29count
Heteroatoms5count
Rings4count
Aromatic rings2count
Aliphatic rings2count
Saturated rings1count
Aromatic heterocycles0count
Aliphatic heterocycles1count
Saturated heterocycles1count
Aromatic carbocycles2count
Aliphatic carbocycles1count
Fraction of sp³ carbon atoms0.4583fraction
Formal charge0e
Disconnected components1count
Isotopically specified atoms0count
Potential atom stereocenters1count
Unspecified atom stereocenters1count
Spiro atoms0count
Bridgehead atoms0count
Labute approximate surface area171.9628Ų
Valence electrons154count
Radical electrons0count
Bertz complexity871.9494index
Balaban J1.3663index

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 Donepezil N-Oxide

Qualification and safety assessment of Donepezil N-Oxide

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

Where data gaps need to be addressed, resources include read-across assessment for Donepezil N-Oxide and acceptable intake and limit justification for Donepezil 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 Donepezil N-Oxide

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