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Database / Pharmaceutical impurity

Pharmaceutical impurity

L-(+)-threo-Chloramphenicol

L-(+)-threo-Chloramphenicol is listed in the pharmaceutical impurity collection under CAS 134-90-7. Its represented structure has formula C11H12Cl2N2O5 and a calculated molecular weight of 323.13 g/mol.

2D chemical structure

O N H H O O H N + O O - C l C l ( S ) ( S )

Chemical identity

Catalog name
L-(+)-threo-Chloramphenicol
Common name
L-(+)-threo-Chloramphenicol
Chemical name
2,2-dichloro-N-[(1S,2S)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide
CAS
134-90-7
SMILES
O=C(N[C@@H](CO)[C@@H](O)c1ccc([N+](=O)[O-])cc1)C(Cl)Cl
InChI
InChI=1S/C11H12Cl2N2O5/c12-10(13)11(18)14-8(5-16)9(17)6-1-3-7(4-2-6)15(19)20/h1-4,8-10,16-17H,5H2,(H,14,18)/t8-,9-/m0/s1
InChIKey
WIIZWVCIJKGZOK-IUCAKERBSA-N

Record ID: Ad864745de073

Computed properties

C11H12Cl2N2O5 Molecular formula
323.132 g/molMolecular weight
322.0123 DaMonoisotopic exact mass
112.7 ŲTopological polar surface area
0.909 Calculated LogP (Wildman–Crippen)
72.5667 cm³/molMolar refractivity (Wildman–Crippen)
5 countHydrogen-bond acceptors
3 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 Cl H N O 0 3 6 9 12 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 weight323.13250.93
Calculated LogP (Wildman–Crippen)0.90924.09
Topological polar surface area112.778.59
Hydrogen-bond acceptors565.12
Hydrogen-bond donors381.39
Rotatable bonds (strict)669.73

Complete molecular descriptors

PropertyCalculated valueUnit / type
Molecular formulaC11H12Cl2N2O5dimensionless
Molecular weight323.132g/mol
Monoisotopic exact mass322.0123Da
Topological polar surface area112.7Ų
Calculated LogP (Wildman–Crippen)0.909dimensionless
Molar refractivity (Wildman–Crippen)72.5667cm³/mol
Hydrogen-bond acceptors5count
Hydrogen-bond donors3count
Rotatable bonds (strict)6count
Heavy atoms20count
Heteroatoms9count
Rings1count
Aromatic rings1count
Aliphatic rings0count
Saturated rings0count
Aromatic heterocycles0count
Aliphatic heterocycles0count
Saturated heterocycles0count
Aromatic carbocycles1count
Aliphatic carbocycles0count
Fraction of sp³ carbon atoms0.3636fraction
Formal charge0e
Disconnected components1count
Isotopically specified atoms0count
Potential atom stereocenters2count
Unspecified atom stereocenters0count
Spiro atoms0count
Bridgehead atoms0count
Labute approximate surface area123.8155Ų
Valence electrons110count
Radical electrons0count
Bertz complexity480.2068index
Balaban J2.8212index

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 L-(+)-threo-Chloramphenicol

Qualification and safety assessment of L-(+)-threo-Chloramphenicol

Explore toxicological qualification of L-(+)-threo-Chloramphenicol and ICH M7 mutagenic impurity assessment of L-(+)-threo-Chloramphenicol for evaluation of this impurity in its pharmaceutical context.

Where data gaps need to be addressed, resources include read-across assessment for L-(+)-threo-Chloramphenicol and acceptable intake and limit justification for L-(+)-threo-Chloramphenicol. 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 L-(+)-threo-Chloramphenicol

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