Altox

Database / Pharmaceutical impurity

Pharmaceutical impurity

isolysergic acid

isolysergic acid is listed in the pharmaceutical impurity collection under CAS 478-95-5. Its represented structure has formula C16H16N2O2 and a calculated molecular weight of 268.32 g/mol.

2D chemical structure

N O O H H N H ( S ) ( R )

Chemical identity

Catalog name
isolysergic acid
Common name
isolysergic acid
Chemical name
(6aR,9S)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxylic acid
CAS
478-95-5
SMILES
CN1C[C@@H](C(=O)O)C=C2c3cccc4[nH]cc(c34)C[C@H]21
InChI
InChI=1S/C16H16N2O2/c1-18-8-10(16(19)20)5-12-11-3-2-4-13-15(11)9(7-17-13)6-14(12)18/h2-5,7,10,14,17H,6,8H2,1H3,(H,19,20)/t10-,14+/m0/s1
InChIKey
ZAGRKAFMISFKIO-IINYFYTJSA-N

Record ID: A9ad94dbcd072

Computed properties

C16H16N2O2 Molecular formula
268.316 g/molMolecular weight
268.1212 DaMonoisotopic exact mass
56.33 ŲTopological polar surface area
2.1222 Calculated LogP (Wildman–Crippen)
77.5235 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.

Molecular descriptor profile

Descriptor radar

Mol. weight LogP TPSA HBA HBD Rotatable 25 50 75 100

Structural feature counts

0 2 4 Count H-bond acceptors H-bond donors Rotatable bonds Rings Aromatic rings Stereo centers

Element composition

C H N O 0 4 8 12 16 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 weight268.31634.71
Calculated LogP (Wildman–Crippen)2.122244.85
Topological polar surface area56.3337.16
Hydrogen-bond acceptors215.92
Hydrogen-bond donors264.87
Rotatable bonds (strict)112.12

Complete molecular descriptors

PropertyCalculated valueUnit / type
Molecular formulaC16H16N2O2dimensionless
Molecular weight268.316g/mol
Monoisotopic exact mass268.1212Da
Topological polar surface area56.33Ų
Calculated LogP (Wildman–Crippen)2.1222dimensionless
Molar refractivity (Wildman–Crippen)77.5235cm³/mol
Hydrogen-bond acceptors2count
Hydrogen-bond donors2count
Rotatable bonds (strict)1count
Heavy atoms20count
Heteroatoms4count
Rings4count
Aromatic rings2count
Aliphatic rings2count
Saturated rings0count
Aromatic heterocycles1count
Aliphatic heterocycles1count
Saturated heterocycles0count
Aromatic carbocycles1count
Aliphatic carbocycles1count
Fraction of sp³ carbon atoms0.3125fraction
Formal charge0e
Disconnected components1count
Isotopically specified atoms0count
Potential atom stereocenters2count
Unspecified atom stereocenters0count
Spiro atoms0count
Bridgehead atoms0count
Labute approximate surface area116.2561Ų
Valence electrons102count
Radical electrons0count
Bertz complexity744.0149index
Balaban J1.9615index

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 isolysergic acid

Qualification and safety assessment of isolysergic acid

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

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

Explore Altox services and software through the Altox Pharma-Hub.