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Pharmaceutical impurity

N-Dechloroethyl Cyclophosphamide

N-Dechloroethyl Cyclophosphamide is listed in the pharmaceutical impurity collection under CAS 36761-83-8. Its represented structure has formula C5H12ClN2O2P and a calculated molecular weight of 198.59 g/mol.

2D chemical structure

O P N H C l N H O

Chemical identity

Catalog name
N-Dechloroethyl Cyclophosphamide
Common name
N-Dechloroethyl Cyclophosphamide
Chemical name
N-(2-chloroethyl)-2-oxo-1,3,2λ^{5}-oxazaphosphinan-2-amine
CAS
36761-83-8
SMILES
O=P1(NCCCl)NCCCO1
InChI
InChI=1S/C5H12ClN2O2P/c6-2-4-8-11(9)7-3-1-5-10-11/h1-5H2,(H2,7,8,9)
InChIKey
DZKGMGPLDJOVCX-UHFFFAOYSA-N
Associated API
Cyclophosphamide

Record ID: A872989e9224a

Computed properties

C5H12ClN2O2P Molecular formula
198.59 g/molMolecular weight
198.0325 DaMonoisotopic exact mass
50.36 ŲTopological polar surface area
0.9328 Calculated LogP (Wildman–Crippen)
44.9009 cm³/molMolar refractivity (Wildman–Crippen)
2 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. 1 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 1 2 3 Count H-bond acceptors H-bond donors Rotatable bonds Rings Aromatic rings Stereo centers

Element composition

C Cl H N O P 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 weight198.5917.22
Calculated LogP (Wildman–Crippen)0.932824.42
Topological polar surface area50.3631.80
Hydrogen-bond acceptors215.92
Hydrogen-bond donors264.87
Rotatable bonds (strict)337.08

Complete molecular descriptors

PropertyCalculated valueUnit / type
Molecular formulaC5H12ClN2O2Pdimensionless
Molecular weight198.59g/mol
Monoisotopic exact mass198.0325Da
Topological polar surface area50.36Ų
Calculated LogP (Wildman–Crippen)0.9328dimensionless
Molar refractivity (Wildman–Crippen)44.9009cm³/mol
Hydrogen-bond acceptors2count
Hydrogen-bond donors2count
Rotatable bonds (strict)3count
Heavy atoms11count
Heteroatoms6count
Rings1count
Aromatic rings0count
Aliphatic rings1count
Saturated rings1count
Aromatic heterocycles0count
Aliphatic heterocycles1count
Saturated heterocycles1count
Aromatic carbocycles0count
Aliphatic carbocycles0count
Fraction of sp³ carbon atoms1fraction
Formal charge0e
Disconnected components1count
Isotopically specified atoms0count
Potential atom stereocenters1count
Unspecified atom stereocenters1count
Spiro atoms0count
Bridgehead atoms0count
Labute approximate surface area71.1984Ų
Valence electrons66count
Radical electrons0count
Bertz complexity156.5614index
Balaban J2.3157index

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 N-Dechloroethyl Cyclophosphamide

Qualification and safety assessment of N-Dechloroethyl Cyclophosphamide

Explore toxicological qualification of N-Dechloroethyl Cyclophosphamide and ICH M7 mutagenic impurity assessment of N-Dechloroethyl Cyclophosphamide for evaluation of this impurity in its pharmaceutical context.

Where data gaps need to be addressed, resources include read-across assessment for N-Dechloroethyl Cyclophosphamide and acceptable intake and limit justification for N-Dechloroethyl Cyclophosphamide. The relevant approach depends on the available evidence, exposure and duration of use.

Related Altox services and technical resources

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 N-Dechloroethyl Cyclophosphamide

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