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Database / Pharmaceutical impurity

Pharmaceutical impurity

Laudanosine

Laudanosine is listed in the pharmaceutical impurity collection under CAS 1699-51-0. Its represented structure has formula C21H27NO4 and a calculated molecular weight of 357.45 g/mol.

2D chemical structure

O O O N O

Chemical identity

Catalog name
Laudanosine
Common name
Laudanosine
Chemical name
1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinoline
CAS
1699-51-0
SMILES
COc1ccc(CC2c3cc(OC)c(OC)cc3CCN2C)cc1OC
InChI
InChI=1S/C21H27NO4/c1-22-9-8-15-12-20(25-4)21(26-5)13-16(15)17(22)10-14-6-7-18(23-2)19(11-14)24-3/h6-7,11-13,17H,8-10H2,1-5H3
InChIKey
KGPAYJZAMGEDIQ-UHFFFAOYSA-N
Associated API
atracurium, cisatracurium

Record ID: Abd070029424b

Computed properties

C21H27NO4 Molecular formula
357.45 g/molMolecular weight
357.194 DaMonoisotopic exact mass
40.16 ŲTopological polar surface area
3.4927 Calculated LogP (Wildman–Crippen)
101.871 cm³/molMolar refractivity (Wildman–Crippen)
5 countHydrogen-bond acceptors
0 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 2 4 6 Count H-bond acceptors H-bond donors Rotatable bonds Rings Aromatic rings Stereo centers

Element composition

C H N O 0 6 12 18 24 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 weight357.4559.91
Calculated LogP (Wildman–Crippen)3.492770.60
Topological polar surface area40.1621.86
Hydrogen-bond acceptors565.12
Hydrogen-bond donors011.28
Rotatable bonds (strict)669.73

Complete molecular descriptors

PropertyCalculated valueUnit / type
Molecular formulaC21H27NO4dimensionless
Molecular weight357.45g/mol
Monoisotopic exact mass357.194Da
Topological polar surface area40.16Ų
Calculated LogP (Wildman–Crippen)3.4927dimensionless
Molar refractivity (Wildman–Crippen)101.871cm³/mol
Hydrogen-bond acceptors5count
Hydrogen-bond donors0count
Rotatable bonds (strict)6count
Heavy atoms26count
Heteroatoms5count
Rings3count
Aromatic rings2count
Aliphatic rings1count
Saturated rings0count
Aromatic heterocycles0count
Aliphatic heterocycles1count
Saturated heterocycles0count
Aromatic carbocycles2count
Aliphatic carbocycles0count
Fraction of sp³ carbon atoms0.4286fraction
Formal charge0e
Disconnected components1count
Isotopically specified atoms0count
Potential atom stereocenters1count
Unspecified atom stereocenters1count
Spiro atoms0count
Bridgehead atoms0count
Labute approximate surface area154.9812Ų
Valence electrons140count
Radical electrons0count
Bertz complexity774.8467index
Balaban J1.9589index

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 Laudanosine

Qualification and safety assessment of Laudanosine

Explore toxicological qualification of Laudanosine and ICH M7 mutagenic impurity assessment of Laudanosine for evaluation of this impurity in its pharmaceutical context.

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

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