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Pharmaceutical impurity

(4S)-2-[Carboxy[(phenylacetyl)amino]methyl]-5,5-dimethylthiazolidine-4-carboxylic Acid (Penicilloic Acids of Benzylpenicillin)

(4S)-2-[Carboxy[(phenylacetyl)amino]methyl]-5,5-dimethylthiazolidine-4-carboxylic Acid (Penicilloic Acids of Benzylpenicillin) is listed in the pharmaceutical impurity collection under CAS 13057-98-2. Its represented structure has formula C16H20N2O5S and a calculated molecular weight of 352.41 g/mol.

2D chemical structure

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

Chemical identity

Catalog name
(4S)-2-[Carboxy[(phenylacetyl)amino]methyl]-5,5-dimethylthiazolidine-4-carboxylic Acid (Penicilloic Acids of Benzylpenicillin)
Common name
Not available
Chemical name
(4S)-2-[carboxy-[(2-phenylacetyl)amino]methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
CAS
13057-98-2
SMILES
CC1(C)SC(C(NC(=O)Cc2ccccc2)C(=O)O)N[C@H]1C(=O)O
InChI
InChI=1S/C16H20N2O5S/c1-16(2)12(15(22)23)18-13(24-16)11(14(20)21)17-10(19)8-9-6-4-3-5-7-9/h3-7,11-13,18H,8H2,1-2H3,(H,17,19)(H,20,21)(H,22,23)/t11?,12-,13?/m0/s1
InChIKey
HCYWNSXLUZRKJX-CPCZMJQVSA-N
Associated API
Matrix - API Family Benzylpenicillin Potassium; Benzylpenicillin Procaine Monohydrate; Benzylpenicillin Benzathine | Benzylpenicillin Benzathine; Benzylpenicillin Procaine Monohydrate; Benzylpenicillin Potassium

Record ID: Af8a9d13bd2ea

Computed properties

C16H20N2O5S Molecular formula
352.412 g/molMolecular weight
352.1093 DaMonoisotopic exact mass
115.73 ŲTopological polar surface area
0.6928 Calculated LogP (Wildman–Crippen)
89.73 cm³/molMolar refractivity (Wildman–Crippen)
5 countHydrogen-bond acceptors
4 countHydrogen-bond donors

Descriptors are calculated from the displayed SMILES. Calculated LogP is not a measured partition coefficient or a pH-specific LogD. 2 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 S 0 5 10 15 20 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 weight352.41258.59
Calculated LogP (Wildman–Crippen)0.692820.98
Topological polar surface area115.7380.00
Hydrogen-bond acceptors565.12
Hydrogen-bond donors489.70
Rotatable bonds (strict)669.73

Complete molecular descriptors

PropertyCalculated valueUnit / type
Molecular formulaC16H20N2O5Sdimensionless
Molecular weight352.412g/mol
Monoisotopic exact mass352.1093Da
Topological polar surface area115.73Ų
Calculated LogP (Wildman–Crippen)0.6928dimensionless
Molar refractivity (Wildman–Crippen)89.73cm³/mol
Hydrogen-bond acceptors5count
Hydrogen-bond donors4count
Rotatable bonds (strict)6count
Heavy atoms24count
Heteroatoms8count
Rings2count
Aromatic rings1count
Aliphatic rings1count
Saturated rings1count
Aromatic heterocycles0count
Aliphatic heterocycles1count
Saturated heterocycles1count
Aromatic carbocycles1count
Aliphatic carbocycles0count
Fraction of sp³ carbon atoms0.4375fraction
Formal charge0e
Disconnected components1count
Isotopically specified atoms0count
Potential atom stereocenters3count
Unspecified atom stereocenters2count
Spiro atoms0count
Bridgehead atoms0count
Labute approximate surface area143.3709Ų
Valence electrons130count
Radical electrons0count
Bertz complexity634.6148index
Balaban J2.0616index

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 (4S)-2-[Carboxy[(phenylacetyl)amino]methyl]-5,5-dimethylthiazolidine-4-carboxylic Acid (Penicilloic Acids of Benzylpenicillin)

Qualification and safety assessment of (4S)-2-[Carboxy[(phenylacetyl)amino]methyl]-5,5-dimethylthiazolidine-4-carboxylic Acid (Penicilloic Acids of Benzylpenicillin)

Explore toxicological qualification of (4S)-2-[Carboxy[(phenylacetyl)amino]methyl]-5,5-dimethylthiazolidine-4-carboxylic Acid (Penicilloic Acids of Benzylpenicillin) and ICH M7 mutagenic impurity assessment of (4S)-2-[Carboxy[(phenylacetyl)amino]methyl]-5,5-dimethylthiazolidine-4-carboxylic Acid (Penicilloic Acids of Benzylpenicillin) for evaluation of this impurity in its pharmaceutical context.

Where data gaps need to be addressed, resources include read-across assessment for (4S)-2-[Carboxy[(phenylacetyl)amino]methyl]-5,5-dimethylthiazolidine-4-carboxylic Acid (Penicilloic Acids of Benzylpenicillin) and acceptable intake and limit justification for (4S)-2-[Carboxy[(phenylacetyl)amino]methyl]-5,5-dimethylthiazolidine-4-carboxylic Acid (Penicilloic Acids of Benzylpenicillin). 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.

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