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Database / Pharmaceutical impurity

Pharmaceutical impurity

Nordiphenhydramine

Nordiphenhydramine is listed in the pharmaceutical impurity collection under CAS 17471-10-2. Its represented structure has formula C16H19NO and a calculated molecular weight of 241.33 g/mol.

2D chemical structure

N H O

Chemical identity

Catalog name
Nordiphenhydramine
Common name
Nordiphenhydramine
Chemical name
2-benzhydryloxy-N-methylethanamine
CAS
17471-10-2
SMILES
CNCCOC(c1ccccc1)c1ccccc1
InChI
InChI=1S/C16H19NO/c1-17-12-13-18-16(14-8-4-2-5-9-14)15-10-6-3-7-11-15/h2-11,16-17H,12-13H2,1H3
InChIKey
AGSLYHYWLYGAOU-UHFFFAOYSA-N
Associated API
Diphenhydramine Hydrochloride

Record ID: A849c9dbea00d

Computed properties

C16H19NO Molecular formula
241.334 g/molMolecular weight
241.1467 DaMonoisotopic exact mass
21.26 ŲTopological polar surface area
3.012 Calculated LogP (Wildman–Crippen)
74.6057 cm³/molMolar refractivity (Wildman–Crippen)
2 countHydrogen-bond acceptors
1 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 0 4 8 12 16 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 weight241.33427.90
Calculated LogP (Wildman–Crippen)3.01262.14
Topological polar surface area21.267.68
Hydrogen-bond acceptors215.92
Hydrogen-bond donors138.08
Rotatable bonds (strict)669.73

Complete molecular descriptors

PropertyCalculated valueUnit / type
Molecular formulaC16H19NOdimensionless
Molecular weight241.334g/mol
Monoisotopic exact mass241.1467Da
Topological polar surface area21.26Ų
Calculated LogP (Wildman–Crippen)3.012dimensionless
Molar refractivity (Wildman–Crippen)74.6057cm³/mol
Hydrogen-bond acceptors2count
Hydrogen-bond donors1count
Rotatable bonds (strict)6count
Heavy atoms18count
Heteroatoms2count
Rings2count
Aromatic rings2count
Aliphatic rings0count
Saturated rings0count
Aromatic heterocycles0count
Aliphatic heterocycles0count
Saturated heterocycles0count
Aromatic carbocycles2count
Aliphatic carbocycles0count
Fraction of sp³ carbon atoms0.25fraction
Formal charge0e
Disconnected components1count
Isotopically specified atoms0count
Potential atom stereocenters0count
Unspecified atom stereocenters0count
Spiro atoms0count
Bridgehead atoms0count
Labute approximate surface area108.6117Ų
Valence electrons94count
Radical electrons0count
Bertz complexity401.6688index
Balaban J2.182index

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 Nordiphenhydramine

Qualification and safety assessment of Nordiphenhydramine

Explore toxicological qualification of Nordiphenhydramine and ICH M7 mutagenic impurity assessment of Nordiphenhydramine for evaluation of this impurity in its pharmaceutical context.

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

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