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Pharmaceutical impurity

Dabigatran impurity E

Dabigatran impurity E is listed in the pharmaceutical impurity collection under CAS 1422435-41-3. Its represented structure has formula C27H28N6O4 and a calculated molecular weight of 500.56 g/mol.

2D chemical structure

O O N O N N H H 2 N O N N

Chemical identity

Catalog name
Dabigatran impurity E
Common name
Dabigatran impurity E
Chemical name
ethyl 3-[[2-[(4-carbamoylanilino)methyl]-1-methylbenzimidazole-5-carbonyl]-pyridin-2-ylamino]propanoate
CAS
1422435-41-3
SMILES
CCOC(=O)CCN(C(=O)c1ccc2c(c1)nc(CNc1ccc(C(N)=O)cc1)n2C)c1ccccn1
InChI
InChI=1S/C27H28N6O4/c1-3-37-25(34)13-15-33(23-6-4-5-14-29-23)27(36)19-9-12-22-21(16-19)31-24(32(22)2)17-30-20-10-7-18(8-11-20)26(28)35/h4-12,14,16,30H,3,13,15,17H2,1-2H3,(H2,28,35)
InChIKey
ATPVLOGCHWOVKJ-UHFFFAOYSA-N
Associated API
Dabigatran

Record ID: A42a025f56067

Computed properties

C27H28N6O4 Molecular formula
500.559 g/molMolecular weight
500.2172 DaMonoisotopic exact mass
132.44 ŲTopological polar surface area
3.2793 Calculated LogP (Wildman–Crippen)
140.1641 cm³/molMolar refractivity (Wildman–Crippen)
7 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 3 6 9 Count H-bond acceptors H-bond donors Rotatable bonds Rings Aromatic rings Stereo centers

Element composition

C H N O 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 weight500.55985.13
Calculated LogP (Wildman–Crippen)3.279366.96
Topological polar surface area132.4485.36
Hydrogen-bond acceptors783.12
Hydrogen-bond donors264.87
Rotatable bonds (strict)1089.42

Complete molecular descriptors

PropertyCalculated valueUnit / type
Molecular formulaC27H28N6O4dimensionless
Molecular weight500.559g/mol
Monoisotopic exact mass500.2172Da
Topological polar surface area132.44Ų
Calculated LogP (Wildman–Crippen)3.2793dimensionless
Molar refractivity (Wildman–Crippen)140.1641cm³/mol
Hydrogen-bond acceptors7count
Hydrogen-bond donors2count
Rotatable bonds (strict)10count
Heavy atoms37count
Heteroatoms10count
Rings4count
Aromatic rings4count
Aliphatic rings0count
Saturated rings0count
Aromatic heterocycles2count
Aliphatic heterocycles0count
Saturated heterocycles0count
Aromatic carbocycles2count
Aliphatic carbocycles0count
Fraction of sp³ carbon atoms0.2222fraction
Formal charge0e
Disconnected components1count
Isotopically specified atoms0count
Potential atom stereocenters0count
Unspecified atom stereocenters0count
Spiro atoms0count
Bridgehead atoms0count
Labute approximate surface area213.6179Ų
Valence electrons190count
Radical electrons0count
Bertz complexity1,416.3729index
Balaban J1.5409index

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 Dabigatran impurity E

Qualification and safety assessment of Dabigatran impurity E

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

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

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