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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL263881
CHEMBL263881
Compound Name LYSERGIDE
ChEMBL Synonyms [3H]LSD | Lysergic Acid Diethylamide | Lysergide
Max Phase 2
Trade Names
Molecular Formula C20H25N3O

Additional synonyms for CHEMBL263881 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCN(CC)C(=O)[C@H]1CN(C)[C@@H]2Cc3c[nH]c4cccc(C2=C1)c34
Standard InChI InChI=1S/C20H25N3O/c1-4-23(5-2)20(24)14-9-16-15-7-6-8-17-19( ...
Download InChI
Standard InChI Key VAYOSLLFUXYJDT-RDTXWAMCSA-N

Molecule Features

CHEMBL263881 compound icon
Drug Type:Natural Product Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Unclassified Parenteral:Unclassified Topical:Unclassified Black Box:Unclassified Availability Type:Unclassified

Clinical Data

Number of clinical trials registered at clinicaltrials.gov
Number of reviews at The Cochrane Collaboration
Number of entries at British National Formulary

Structural Alerts

There are no structural alerts for CHEMBL263881

Alternate Forms of Compound in ChEMBL


CHEMBL263881

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL263881. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL4441 C-X-C chemokine receptor type 3 Homo sapiens 1.000
CHEMBL5200 C-X-C chemokine receptor type 3 Mus musculus 1.000
CHEMBL1850 Dopamine D5 receptor Homo sapiens 1.000
CHEMBL3426 Serotonin 5a (5-HT5a) receptor Homo sapiens 1.000
CHEMBL3459 Serotonin 1b (5-HT1b) receptor Rattus norvegicus 1.000
CHEMBL1833 Serotonin 2b (5-HT2b) receptor Homo sapiens 1.000
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 1.000
CHEMBL3223 Serotonin 7 (5-HT7) receptor Rattus norvegicus 1.000
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 1.000
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 1.000
CHEMBL2056 Dopamine D1 receptor Homo sapiens 0.997
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.995
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.995
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 0.995
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.994
CHEMBL1916 Alpha-2c adrenergic receptor Homo sapiens 0.971
CHEMBL3998 Dopamine D2 receptor Bos taurus 0.866
CHEMBL3597 Serotonin 5a (5-HT5a) receptor Mus musculus 0.818
CHEMBL224 Serotonin 2a (5-HT2a) receptor Homo sapiens 0.735
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.688



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL5200 C-X-C chemokine receptor type 3 Mus musculus 1.000
CHEMBL4441 C-X-C chemokine receptor type 3 Homo sapiens 1.000
CHEMBL2182 Serotonin 1e (5-HT1e) receptor Homo sapiens 1.000
CHEMBL3426 Serotonin 5a (5-HT5a) receptor Homo sapiens 1.000
CHEMBL1833 Serotonin 2b (5-HT2b) receptor Homo sapiens 1.000
CHEMBL3459 Serotonin 1b (5-HT1b) receptor Rattus norvegicus 1.000
CHEMBL1850 Dopamine D5 receptor Homo sapiens 1.000
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 1.000
CHEMBL2056 Dopamine D1 receptor Homo sapiens 1.000
CHEMBL3223 Serotonin 7 (5-HT7) receptor Rattus norvegicus 1.000
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 1.000
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 1.000
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.999
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.999
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 0.995
CHEMBL3998 Dopamine D2 receptor Bos taurus 0.987
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 0.968
CHEMBL1916 Alpha-2c adrenergic receptor Homo sapiens 0.951
CHEMBL3597 Serotonin 5a (5-HT5a) receptor Mus musculus 0.918
CHEMBL1983 Serotonin 1d (5-HT1d) receptor Homo sapiens 0.913

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
323.4 323.1998 2.6 3 39.34 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 1 0 4 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.27 - -3.21 -6.21 2 24 0.94

Compound Cross References

ChemSpider ChemSpider:VAYOSLLFUXYJDT-RDTXWAMCSA-N
PubChem SID: 144206425 SID: 144207057 SID: 50113078
Wikipedia Lysergic_acid_diethylamide

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL263881



ACToR 50-37-3
BindingDB 50241702 21342
ChEBI 6605
DrugBank DB04829
eMolecules 591397
EPA CompTox Dashboard DTXSID1023231
FDA SRS 8NA5SWF92O
Guide to Pharmacology 17
IBM Patent System B6435B6F3BFB69E0B880C990C02C4B59
KEGG Ligand C07542
Nikkaji J9.239H
PubChem 5761
PubChem: Thomson Pharma 15976361 15470164
SureChEMBL SCHEMBL113755

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/VAYOSLLFUXYJDT-RDTXWAMCSA-N spacer
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