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Database / Pharmaceutical impurity

Pharmaceutical impurity

Chlorhexidine nitrile

Chlorhexidine nitrile is listed in the pharmaceutical impurity collection under CAS 152504-08-0. Its represented structure has formula C16H24ClN9 and a calculated molecular weight of 377.88 g/mol.

2D chemical structure

N N H H N N H N H N H N H N H N H C l

Chemical identity

Catalog name
Chlorhexidine nitrile
Common name
Chlorhexidine nitrile
Chemical name
1-(4-chlorophenyl)-3-[N-[6-[(N-cyanocarbamimidoyl)amino]hexyl]carbamimidoyl]guanidine
CAS
152504-08-0
SMILES
N#CNC(=N)NCCCCCCNC(=N)NC(=N)Nc1ccc(Cl)cc1
InChI
InChI=1S/C16H24ClN9/c17-12-5-7-13(8-6-12)25-16(21)26-15(20)23-10-4-2-1-3-9-22-14(19)24-11-18/h5-8H,1-4,9-10H2,(H3,19,22,24)(H5,20,21,23,25,26)
InChIKey
DHPRGDRKNYRMPB-UHFFFAOYSA-N
Associated API
Chlorhexidine

Record ID: A3028b80dc1ce

Computed properties

C16H24ClN9 Molecular formula
377.884 g/molMolecular weight
377.1843 DaMonoisotopic exact mass
155.49 ŲTopological polar surface area
1.9561 Calculated LogP (Wildman–Crippen)
104.6126 cm³/molMolar refractivity (Wildman–Crippen)
4 countHydrogen-bond acceptors
8 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 3 6 Count H-bond acceptors H-bond donors Rotatable bonds Rings Aromatic rings Stereo centers

Element composition

C Cl H N 0 6 12 18 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 weight377.88464.34
Calculated LogP (Wildman–Crippen)1.956141.79
Topological polar surface area155.4990.14
Hydrogen-bond acceptors450.68
Hydrogen-bond donors898.12
Rotatable bonds (strict)882.26

Complete molecular descriptors

PropertyCalculated valueUnit / type
Molecular formulaC16H24ClN9dimensionless
Molecular weight377.884g/mol
Monoisotopic exact mass377.1843Da
Topological polar surface area155.49Ų
Calculated LogP (Wildman–Crippen)1.9561dimensionless
Molar refractivity (Wildman–Crippen)104.6126cm³/mol
Hydrogen-bond acceptors4count
Hydrogen-bond donors8count
Rotatable bonds (strict)8count
Heavy atoms26count
Heteroatoms10count
Rings1count
Aromatic rings1count
Aliphatic rings0count
Saturated rings0count
Aromatic heterocycles0count
Aliphatic heterocycles0count
Saturated heterocycles0count
Aromatic carbocycles1count
Aliphatic carbocycles0count
Fraction of sp³ carbon atoms0.375fraction
Formal charge0e
Disconnected components1count
Isotopically specified atoms0count
Potential atom stereocenters0count
Unspecified atom stereocenters0count
Spiro atoms0count
Bridgehead atoms0count
Labute approximate surface area157.582Ų
Valence electrons140count
Radical electrons0count
Bertz complexity636.1157index
Balaban J2.0252index

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 Chlorhexidine nitrile

Qualification and safety assessment of Chlorhexidine nitrile

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

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

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