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Pharmaceutical impurity

Vinorelbine N'b-Oxide

Vinorelbine N'b-Oxide is listed in the pharmaceutical impurity collection under CAS 74075-34-6. Its represented structure has formula C45H53N4O9+ and a calculated molecular weight of 793.94 g/mol.

2D chemical structure

O O O N O H O O O O N N H + N + O - H H ( R ) ( R ) ( S ) ( R ) ( R ) ( R ) ( R ) ( S )

Chemical identity

Catalog name
Vinorelbine N'b-Oxide
Common name
Vinorelbine N'b-Oxide
Chemical name
methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(1S,12R)-16-ethyl-12-methoxycarbonyl-1-oxido-1,10-diazoniatetracyclo[12.3.1.03,11.04,9]octadeca-2,4,6,8,10,15-hexaen-12-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01...
CAS
74075-34-6
SMILES
CCC1=CC2C[C@@](C(=O)OC)(c3cc4c(cc3OC)N(C)[C@H]3[C@@](O)(C(=O)OC)[C@H](OC(C)=O)[C@]5(CC)C=CCN6CC[C@]43[C@@H]65)C3=[NH+]c4ccccc4C3=C[N@@+]([O-])(C1)C2
InChI
InChI=1S/C45H52N4O9/c1-8-27-19-28-22-44(40(51)56-6,36-30(25-49(54,23-27)24-28)29-13-10-11-14-33(29)46-36)32-20-31-34(21-35(32)55-5)47(4)38-43(31)16-18-48-17-12-15-42(9-2,37(43)48)39(58-26(3)50)45(38,53)41(52)57-7/h10-15,19-21,25,28,37-39,53H,8-9,16-18,22-24H2,1-7H3/p+1/t28?,37-,38+,39+,42+,43+,44+,45-,49+/m0/s1
InChIKey
YOYFFCGVVPCKTG-NTGMMZOJSA-O
Associated API
Vinorelbine

Record ID: Aac576548a0f3

Computed properties

C45H53N4O9+ Molecular formula
793.938 g/molMolecular weight
793.3807 DaMonoisotopic exact mass
151.87 ŲTopological polar surface area
2.9444 Calculated LogP (Wildman–Crippen)
214.8099 cm³/molMolar refractivity (Wildman–Crippen)
11 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 H N O 0 15 30 45 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 weight793.93896.77
Calculated LogP (Wildman–Crippen)2.944460.74
Topological polar surface area151.8789.61
Hydrogen-bond acceptors1194.67
Hydrogen-bond donors264.87
Rotatable bonds (strict)776.94

Complete molecular descriptors

PropertyCalculated valueUnit / type
Molecular formulaC45H53N4O9+dimensionless
Molecular weight793.938g/mol
Monoisotopic exact mass793.3807Da
Topological polar surface area151.87Ų
Calculated LogP (Wildman–Crippen)2.9444dimensionless
Molar refractivity (Wildman–Crippen)214.8099cm³/mol
Hydrogen-bond acceptors11count
Hydrogen-bond donors2count
Rotatable bonds (strict)7count
Heavy atoms58count
Heteroatoms13count
Rings9count
Aromatic rings2count
Aliphatic rings7count
Saturated rings2count
Aromatic heterocycles0count
Aliphatic heterocycles6count
Saturated heterocycles1count
Aromatic carbocycles2count
Aliphatic carbocycles1count
Fraction of sp³ carbon atoms0.5111fraction
Formal charge1e
Disconnected components1count
Isotopically specified atoms0count
Potential atom stereocenters9count
Unspecified atom stereocenters1count
Spiro atoms1count
Bridgehead atoms2count
Labute approximate surface area338.288Ų
Valence electrons306count
Radical electrons0count
Bertz complexity2,268.1265index
Balaban J1.3636index

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 Vinorelbine N'b-Oxide

Qualification and safety assessment of Vinorelbine N'b-Oxide

Explore toxicological qualification of Vinorelbine N'b-Oxide and ICH M7 mutagenic impurity assessment of Vinorelbine N'b-Oxide for evaluation of this impurity in its pharmaceutical context.

Where data gaps need to be addressed, resources include read-across assessment for Vinorelbine N'b-Oxide and acceptable intake and limit justification for Vinorelbine N'b-Oxide. 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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