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Pharmaceutical impurity

Itraconazole Desethylene-seco-piperazine

Itraconazole Desethylene-seco-piperazine is listed in the pharmaceutical impurity collection. Its represented structure has formula C33H36Cl2N8O4 and a calculated molecular weight of 679.61 g/mol.

2D chemical structure

N N N N H H N O O N N N C l C l O O ( S ) ( R )

Chemical identity

Catalog name
Itraconazole Desethylene-seco-piperazine
Common name
Itraconazole Desethylene-seco-piperazine
Chemical name
2-butan-2-yl-4-[4-[2-[4-[[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]anilino]ethylamino]phenyl]-1,2,4-triazol-3-one
CAS
Not available
SMILES
CCC(C)n1ncn(-c2ccc(NCCNc3ccc(OC[C@H]4CO[C@](Cn5cncn5)(c5ccc(Cl)cc5Cl)O4)cc3)cc2)c1=O
InChI
InChI=1S/C33H36Cl2N8O4/c1-3-23(2)43-32(44)42(22-40-43)27-9-5-25(6-10-27)37-14-15-38-26-7-11-28(12-8-26)45-17-29-18-46-33(47-29,19-41-21-36-20-39-41)30-13-4-24(34)16-31(30)35/h4-13,16,20-23,29,37-38H,3,14-15,17-19H2,1-2H3/t23?,29-,33-/m0/s1
InChIKey
ZGFJYSWGXLFZAG-YDGVQXTMSA-N

Record ID: A81060aeec111

Computed properties

C33H36Cl2N8O4 Molecular formula
679.609 g/molMolecular weight
678.2237 DaMonoisotopic exact mass
122.28 ŲTopological polar surface area
5.7747 Calculated LogP (Wildman–Crippen)
180.7294 cm³/molMolar refractivity (Wildman–Crippen)
9 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 4 8 12 Count H-bond acceptors H-bond donors Rotatable bonds Rings Aromatic rings Stereo centers

Element composition

C Cl H N O 0 8 16 24 32 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 weight679.60994.48
Calculated LogP (Wildman–Crippen)5.774793.94
Topological polar surface area122.2882.49
Hydrogen-bond acceptors991.13
Hydrogen-bond donors264.87
Rotatable bonds (strict)1495.92

Complete molecular descriptors

PropertyCalculated valueUnit / type
Molecular formulaC33H36Cl2N8O4dimensionless
Molecular weight679.609g/mol
Monoisotopic exact mass678.2237Da
Topological polar surface area122.28Ų
Calculated LogP (Wildman–Crippen)5.7747dimensionless
Molar refractivity (Wildman–Crippen)180.7294cm³/mol
Hydrogen-bond acceptors9count
Hydrogen-bond donors2count
Rotatable bonds (strict)14count
Heavy atoms47count
Heteroatoms14count
Rings6count
Aromatic rings5count
Aliphatic rings1count
Saturated rings1count
Aromatic heterocycles2count
Aliphatic heterocycles1count
Saturated heterocycles1count
Aromatic carbocycles3count
Aliphatic carbocycles0count
Fraction of sp³ carbon atoms0.3333fraction
Formal charge0e
Disconnected components1count
Isotopically specified atoms0count
Potential atom stereocenters3count
Unspecified atom stereocenters1count
Spiro atoms0count
Bridgehead atoms0count
Labute approximate surface area281.7405Ų
Valence electrons246count
Radical electrons0count
Bertz complexity1,811.9005index
Balaban J0.9666index

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 Itraconazole Desethylene-seco-piperazine

Qualification and safety assessment of Itraconazole Desethylene-seco-piperazine

Explore toxicological qualification of Itraconazole Desethylene-seco-piperazine and ICH M7 mutagenic impurity assessment of Itraconazole Desethylene-seco-piperazine for evaluation of this impurity in its pharmaceutical context.

Where data gaps need to be addressed, resources include read-across assessment for Itraconazole Desethylene-seco-piperazine and acceptable intake and limit justification for Itraconazole Desethylene-seco-piperazine. 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.

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