LSD

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lsd

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Iso-LSD

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LSD

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LSD

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isomerdesign

l-LSD

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isomerdesign

d-iso-LSD

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isomerdesign

l-iso-LSD

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pubchem

Lysergide

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LSD

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LYSERGIC ACID DIETHYLAMIDE

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LYSERGIC ACID DIETHYLAMIDE

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LSD

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SMILES:CCN(CC)C(=O)C1C=C2C3=C4C(=CNC4=CC=C3)CC2N(C)C1

InChI:InChI=1S/C20H25N3O/c1-4-23(5-2)20(24)14-9-16-15-7-6-8-17-19(15)13(11-21-17)10-18(16)22(3)12-14/h6-9,11,14,18,21H,4-5,10,12H2,1-3H3

InChI key:VAYOSLLFUXYJDT-UHFFFAOYSA-N

Synonyms: NIOSH/KE4200000, Lysergidum,Hawk, D-Lysergic acid diethylamide,[3H]-LSD,Blue Cheer,Lisergide,Brown Dots,ZINC96903803,White Light, Clearlight,EINECS 200-033-2,d-Lysergamide, N,N-diethyl,Cubes,Lysergidum [INN-Latin],Scapes,Lysergic acid diethylamide-25, Lysergsaeurediaethylamid,California Sunshine,Mellow Yellow,LSD (alkaloid), Spoonies,d-iso-Lysergic acid diethylamide, N,N-Diethyllysergamide,Beast,N,N-Diethyl-D-lysergamide,Ergoline-8-beta-carboxamide, 9,10-didehydro-N,N-diethyl-6-methyl-, (-)-,Sunshine,DB04829,Lysergamide, N,N-diethyl-,Lysergaure diethylamid,9,10-DIDEHYDRO-N,N-DIETHYL-6-METHYL-ERGOLINE-8B-CARBOXAMIDE,EA-1729,[3H]N,N-diethyllysergamide,(+)-LYSERGIDE (INCB:GREEN LIST),NCGC00168265-01,Flats,Lisergido [INN-Spanish],Cherry Top, Barrels,Blotter Acid, Heavenly Blue, Lysergidum [INN-Latin],LSD (Lysergic Acid Diethylamide;Lysergide),Instant Zen,Chocolate Chips,Mean Green,Royal Blue [Street Name],LYSERGIDE [HSDB], N,N-Diethyl-D-lysergamide,Fifty, LSD 25,Chief,D-Lsd,Ergoline-8beta-carboxamide, 9,10-didehydro-N,N-diethyl-6-methyl-,LSD solution, 25 mug/mL in acetonitrile, ampule of 1 mL, certified reference material,Blue Mist,Pearly gates,Lysergsauerediaethylamid,CAS-50-37-3, 50-37-3,N,N-Diethyl-(+)-Lysergamide, Ubergluben,Heavenly Blue [Street Name],Trippers,Yellows,Q23118,4-25-00-00939 (Beilstein Handbook Reference), Lysergamide, N,N-diethyl-,Wedding Bells Acid, Delysid,Purple Haze,Dextrolysergic Acid diethylamide,LYSERGIDE [WHO-DD],LSD 25,Big F,LSD (Lysergic Acid Diethylamide) 1.0 mg/ml in Acetonitrile,Orange Wedges,Ergoline-8-beta-carboxamide, 9,10-didehydro-N,N-diethyl-6-methyl-,DSSTox_GSID_23231, LSD-25, Lysergsauerediaethylamid,Barrels,Royal blue,Sugar Lump,Lisergido,LSD (Lysergic Acid Diethylamide) 0.025 mg/ml in Acetonitrile,Delysid,(4R,7R)-N,N-diethyl-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),2,9,12,14-pentaene-4-carboxamide,Lysergic acid diethylamide tartrate ci, Microdots,LSD-25,d-Lysergic acid diethylamide, [3H]lysergic acid diethylamide,Wedding bells [Street Name],acid,Domes,CHEMBL263881,Lysergic acid diethylamide, l-isomer,9,10-Didehydro-N,N-diethyl-6-methylergoline-8b-carboxamide,LYSERGIC ACID DIETHYLAMIDE,Contact Lens,N,N-Diethyllysergamide,CHEBI:6605, Sunshine,LSD,l-,DSSTox_RID_76934,LYSERGIDE [MI],[3H]LSD,(8.BETA.)-9,10-DIDEHYDRO-N,N-DIETHYL-6-METHYLERGOLINE-8-CARBOXAMIDE,(6aR,9R)-N,N-diethyl-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide,Bartman,Cubes [Street Name],BRN 0094179, [3H]lysergide,CHEMBL463207,l-Lysergic acid diethylamide,Pearly gates [Street Name],C07542,9,10-Didehydro-N,N-diethyl-6-methyl-ergoline-8-beta-carboxamide,Orange Mushroom,PDSP1_001431, D-Lsd, Cupcakes,Microdots, Lysergaure diethylamid,Strawberry Fields,Ergoline-8-carboxamide, 9,10-didehydro-N,N-diethyl-6-methyl-, (8beta)-, Trippers, Greenies,Blue Acid,l-iso-Lysergic acid diethylamide,METH-LAD,Spoonies,Cupcakes,Lysergicaciddiethylamide,Bart Simpson,Ergoline-8-carboxamide, 9,10-didehydro-N,N-diethyl-6-methyl-, (8b)-,KE42000000,(8R)-9,10-didehydro-N,N-diethyl-6-methylergoline-8-carboxamide,Clearlight,Lysergsaeurediethylamid,Owsley,l-LSD,Lids,PDSP2_001524,Tox21_112872,ERGOLINE-8-CARBOXAMIDE, 9,10-DIDEHYDRO-N,N-DIETHYL-6-METHYL-, (5.BETA., 8.BETA.)-,(8beta)-N,N-diethyl-6-methyl-9,10-didehydroergoline-8-carboxamide,Gelatin Chips,(6aR,9R)-N,N-diethyl-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxamide,BDBM21342,Lysergidum,Lucy in the Sky with Diamonds,Lysergsaeurediaethylamid,D-Lysergic acid diethylamide,Lysergamid,Ergoline-8b-carboxamide, 9,10-didehydro-N,N-diethyl-6-methyl- (8CI), Lisergide [DCIT],LYSERGIDE [INN],LSD,(+), Cubes,DSSTox_CID_3231, Yellows,(+)-LSD,9,10-Didehydro-N,N-diethyl-6-methylergoline-8β-carboxamide, Wedding bells,UNII-8NA5SWF92O,7LD,(+)-Lysergic acid diethylamide,NCGC00168265-02,DEA No. 7315,Paper Acid,Indolo[4,3-fg]quinoline, ergoline-8-carboxamide deriv.,[N-methyl-3H]LSD,lucy,Acid [Street Name], Pearly gates,HSDB 3920, Lysergamid,DTXSID1023231,N,N-Diethyl-d-lysergamide,Ubergluben,8NA5SWF92O,50-37-3,lsd-25,Greenies,Heavenly Blue,The Hawk,Tox21_113508,LSD solution, 1.0 mg/mL in acetonitrile, ampule of 1 mL, certified reference material,DTXCID003231,Window Pane,l-iso-LSD,Blue Star,Wedges, LSD (alkaloid),SCHEMBL113755,BDBM50241702,Orange Sunshine,d-iso-LSD,Purple Microdot,(8alpha)-N,N-Diethyl-6-Methyl-9,10-Didehydroergoline-8-Carboxamide,PDSP2_001415, Royal blue, Lysergic acid diethylamide-25,Haze,GTPL17,Lisergide [DCIT],cid,Lysergide,LSD,Diethylamid kyseliny lysergove,PDSP1_001540,Diethylamid kyseliny lysergove [Czech],Acid,Lysergide [INN:BAN:DCF]

Similarities

Being able to identify molecules that are similar to the one we study can allow to infer some of its properties. There are several ways of measuring the similarity between molecules, by their structure, effects, pharmacological interactions etc. In the following, you can find similar molecules according to various criterions and tools that we developed. To understand the limitations of these comparisons, it is crucial to always refer to the methodology that was used to measure those similarities. Please note: This information is provided solely for informational purposes and should not be interpreted as medical advice.

To measure structural similarity, we use the Mol2vec method, which is a neural network that processes molecules and transform them into points in spaces, such that molecules with chemically related substructures are transformed into points that are close in space.

Molecule properties

Using the KGPT Deep Learning model, we predict several property of the molecule. Predictions are grouped by the dataset that was used to get those prediction. Along with each prediction, we provide a plot that shows the distribution of predicted values on the train/test/val dataset. This gives an estimate of the reliability of the model.

Description: A dataset focused on predicting the inhibitory effects of molecules on the enzyme beta-secretase 1 (BACE1). BACE1 inhibition is a potential target for Alzheimer's disease treatment.
Class
TrainValTest
2.88-3.70-1.36
Description: A dataset providing insights on the ability of molecules to penetrate the blood-brain barrier. Crucial for understanding the potential of molecules as central nervous system drugs.
p_np
TrainValTest
-2.24-3.290.40
Description: This dataset deals with the FDA approval status and clinical trial toxicity of molecules. Important for understanding the safety and regulatory status of compounds.
CT_TOX
TrainValTest
-0.49-0.78-0.91
FDA_APPROVED
TrainValTest
0.53-1.27-0.50
Description: A dataset that predicts the solubility of molecules in water. Solubility is an essential property influencing bioavailability and the potential formulation of a drug.
logSolubilitylog(mol/L)
-1.23
TrainValTest
Description: This dataset is centered on predicting the free energy when a molecule is dissolved in water. The energy changes can affect molecular interactions in biological systems.
freesolvkcal/mol
-2.03
TrainValTest
Description: A dataset predicting the lipophilicity of molecules. Lipophilicity is a crucial factor affecting the distribution, metabolism, and excretion of drugs in the body.
lipoAlogP
0.26
TrainValTest
Description: This dataset gives insights into the metabolic stability of molecules. High metabolic stability often results in a longer half-life, influencing drug dosage and frequency.
low
TrainValTest
-0.17-3.50-2.88
high
TrainValTest
0.72-3.55-0.49
27 entries
12 entries
617 entries

Advanced insights

In the following we provide more advanced analysis about the interactions of a molecule with the human metabolism, docking sites etc.

Affinities

Binding affinities with a list of 61 predefined docking sites. Those affinities are used to compute the interactions similarities.

Interaction of this molecule with metabolism

We use a Deep Learning model to predict the interactions of this molecule with metabolism. Refer to the source to understand the methodology.

Reactions that metabolize this molecule
N-Dealkylation of tertiary carboxamide BTMR1139
N-Dealkylation of tertiary carboxamide BTMR1139
N-Oxidation of alicyclic tertiary amine BTMR1099
Reagents

Metabolite: InChI=1S/C20H25...

N-Dealkylation of alicyclic tertiary amine BTMR1144
Hydroxylation of heteroalicyclic secondary carbon BTMR1070
Reagents

Metabolite: InChI=1S/C20H25...

Hydroxylation of heteroalicyclic secondary carbon BTMR1071
Enzymes: CYP1A2
Reagents

Metabolite: InChI=1S/C20H25...

Hydroxylation of terminal methyl BTMR1061
Reagents
alpha-Hydroxylation of carbonyl group BTMR1054
Reagents

Metabolite: InChI=1S/C20H25...

Aliphatic hydroxylation of carbon alpha to secondary or tertiary alkyl-N BTMR1081
Reagents

Metabolite: InChI=1S/C20H25...

Aliphatic hydroxylation of carbon alpha to secondary or tertiary alkyl-N BTMR1081
Reagents

Metabolite: InChI=1S/C20H25...