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Pharmaceutical impurity

Enalapril diketopiperazine

Enalapril diketopiperazine is listed in the pharmaceutical impurity collection under CAS 115729-52-7. Its represented structure has formula C20H26N2O4 and a calculated molecular weight of 358.44 g/mol.

2D chemical structure

O O N O N O H ( S ) ( S ) ( S )

Chemical identity

Catalog name
Enalapril diketopiperazine
Common name
Enalapril diketopiperazine
Chemical name
ethyl (2S)-2-[(3S,8aS)-3-methyl-1,4-dioxo-6,7,8,8a-tetrahydro-3H-pyrrolo[1,2-a]pyrazin-2-yl]-4-phenylbutanoate
CAS
115729-52-7
SMILES
CCOC(=O)[C@H](CCc1ccccc1)N1C(=O)[C@@H]2CCCN2C(=O)[C@@H]1C
InChI
InChI=1S/C20H26N2O4/c1-3-26-20(25)17(12-11-15-8-5-4-6-9-15)22-14(2)18(23)21-13-7-10-16(21)19(22)24/h4-6,8-9,14,16-17H,3,7,10-13H2,1-2H3/t14-,16-,17-/m0/s1
InChIKey
BMZHNHHJUGMMLV-XIRDDKMYSA-N

Record ID: Ae6e7634f446b

Computed properties

C20H26N2O4 Molecular formula
358.438 g/molMolecular weight
358.1893 DaMonoisotopic exact mass
66.92 ŲTopological polar surface area
1.7726 Calculated LogP (Wildman–Crippen)
96.227 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.

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 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 weight358.43860.14
Calculated LogP (Wildman–Crippen)1.772638.13
Topological polar surface area66.9247.53
Hydrogen-bond acceptors450.68
Hydrogen-bond donors011.28
Rotatable bonds (strict)669.73

Complete molecular descriptors

PropertyCalculated valueUnit / type
Molecular formulaC20H26N2O4dimensionless
Molecular weight358.438g/mol
Monoisotopic exact mass358.1893Da
Topological polar surface area66.92Ų
Calculated LogP (Wildman–Crippen)1.7726dimensionless
Molar refractivity (Wildman–Crippen)96.227cm³/mol
Hydrogen-bond acceptors4count
Hydrogen-bond donors0count
Rotatable bonds (strict)6count
Heavy atoms26count
Heteroatoms6count
Rings3count
Aromatic rings1count
Aliphatic rings2count
Saturated rings2count
Aromatic heterocycles0count
Aliphatic heterocycles2count
Saturated heterocycles2count
Aromatic carbocycles1count
Aliphatic carbocycles0count
Fraction of sp³ carbon atoms0.55fraction
Formal charge0e
Disconnected components1count
Isotopically specified atoms0count
Potential atom stereocenters3count
Unspecified atom stereocenters0count
Spiro atoms0count
Bridgehead atoms0count
Labute approximate surface area153.6467Ų
Valence electrons140count
Radical electrons0count
Bertz complexity675.6486index
Balaban J1.8312index

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 Enalapril diketopiperazine

Qualification and safety assessment of Enalapril diketopiperazine

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

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

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