Cocaine

tripsit

cocaine

Check on tripsit

psychonaut

Cocaine

Check on psychonaut

isomerdesign

Cocaine

Check on isomerdesign

isomerdesign

Pseudococaine

Check on isomerdesign

isomerdesign

Allococaine

Check on isomerdesign

isomerdesign

Pseudoallococaine

Check on isomerdesign

pubchem

Cocaine

Check on pubchem

druglab

Cocaïne

Check on druglab

drugmap

Cocaine

Check on drugmap

drugmap

Cocaine

Check on drugmap

wiki

Cocaine

Check on wiki

SMILES:COC(=O)C1C(OC(=O)C2=CC=CC=C2)CC2CCC1N2C

InChI:InChI=1S/C17H21NO4/c1-18-12-8-9-13(18)15(17(20)21-2)14(10-12)22-16(19)11-6-4-3-5-7-11/h3-7,12-15H,8-10H2,1-2H3

InChI key:ZPUCINDJVBIVPJ-UHFFFAOYSA-N

Synonyms: Sweet Stuff,Eritroxilina,Cocaine (-), 2-beta-Tropanecarboxylic acid, 3-beta-hydroxy-, methyl ester, benzoate (ester),2-Methyl-3beta-hydroxy-1alphaH,5alphaH-tropane-2beta-carboxylate benzoate (ester), Ecgonine methyl ester benzoate solution,Psicain, Bernies, 277EEP3RJA,Happy trails, Snort, Snow (birds),Cocaine 0.1 mg/ml in Acetonitrile,Toot [Street Name], Coke,Cecil, Cocaina, Gold dust [Street Name], Chicken Scratch,Flake [Street Name],Pseudococaine, Freeze,Kokan,[1R-(exo,exo)]-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid, methyl ester,methyl (1R,2R,3S,5S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate, Crack cocaine,Bernice [Street Name],COCAINE [WHO-DD], Pimp's drug, Lady [Street Name],(1beta,5beta,8-anti)-3beta-Benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2beta-carboxylic acid methyl ester,Candy,3-(Benzoyloxy)-8-methyl-8-azabicyclo-(3.2.1)octane-2-carboxylic acid methyl ether,Cecil [Street Name],Epitope ID:158626,coke,3-Tropanylbenzoate-2-carboxylic acid methyl ester,Hell, Cabello,Leaf, (-)-Cocaine base,Prime Time,AKOS015965554, C" Carrie,COCAINE [MART.],Kokain,Cocaine, 2beta-Carbomethoxy-3beta-benzoxytropane,Erythroxylin,Coke, Hell, Blow, Happy trails, White girl or lady,Cola,UNII-277EEP3RJA,COCAINE [USP MONOGRAPH],[1R-(exo,exo)]-3-(Benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic Acid,L-Cocaine,Cocaine-d3,Nose candy, Dama blanca, Jam,Cocaine, l-,Snow, Caviar, 3beta-Hydroxy-2beta-tropanecarboxylic acid methyl ester benzoate (ester),Coca, Bazooka, Benzoylmethylecgonine,Chicken Scratch, Flake [Street Name], Happy powder,Happy trails [Street Name], 2-beta-Carbomethoxy-3-beta-benzoxytropane,methyl (2S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate,Pimp's drug,Jam, Candy, Flake,ZINC3875336, Blizzard,(r)-(-)-cocaine, Kokan, 8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-(benzoyloxy)-8-methyl-, methyl ester, [1R-(2-endo,3-exo)]-, Cocaine free base,Allococaine, Toke,UNII-I5Y540LHVR, 2alpha-Carbomethoxy-3beta-benzoyloxytropane,Cocaine [USP:BAN], Florida Snow, Cocktail, Bernice [Street Name],Bazooka,Methyl (1S,3S,4R,5R)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-4-carboxylate,CHEBI:27958,Ecgonine, methyl ester, benzoate (ester),Q41576,Star dust,Florida Snow, 8-Azabicyclo(3.2.1)octane-2-carboxylic acid, 3-(benzoyloxy)-8-methyl-, methyl ester, (1R-(2-endo,3-exo))-, L-Cocaine,CHEMBL370805, Pseudoallococaine, Erytroxylin,Green gold [Street Name], Nose candy,Moonrocks,DTXSID2038443, Cocainum,Cocaine free base, Kokain,Gold dust [Street Name],1q72, Methyl Benzoylecgonine, Prime Time, Rock, Beta-Cocain,50-36-2, Allopseudococaine,RX0041, 1-Cocaine, Goofball, Girl,1-Cocaine,I5Y540LHVR, Cocaine (USP), Moonrocks, Badrock, Toot [Street Name],Girl [Street Name],Toot, Cecil [Street Name],Snort,Kokayeen, d-phi-Cocaine,C" Carrie,COCAINE [HSDB],GTPL2286,Cocaina, AC1LD8EU,Methyl 3beta-hydroxy-1alphaH,5alphaH-tropane-2beta-carboxylate benzoate (ester), Green gold,SCHEMBL21930, Methyl 3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate,BDBM22418,3beta-Hydroxy-1alphaH,5alphaH-tropane-2beta-carboxylic acid methyl ester benzoate,DEA No. 9041, Heaven,methyl (1S,3S,4R,5R)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-4-carboxylate,Cocaine solution, 1.0 mg/mL in acetonitrile, ampule of 1 mL, certified reference material, Coca, 478-73-9,Methyl 3-(benzoyloxy)-8-(2h3)methyl-8-azabicyclo[3.2.1]octane-2-carboxylate,Star-spangled powder,RX-0041, methyl (1S,3S,4S,5R),l-Cocain,Blow [Street Name], Sweet Stuff,Cabello,cocainum,C Carrie,2-beta-Carbomethoxy-3-beta-benzoxytropane,Badrock,Yeyo,Foo Foo,Charlie, Methyl (3S,4R)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-4-carboxylate,DB00907, Eritroxilina, Lady,Crack cocaine,COCAINE [MI],Bernice,Neurocaine,Bouncing Powder, Yeyo, Burese, Foo Foo,COC,Corine, Cocaine-M,Toke,Benzoylmethylecgonine,Blow,Caviar,8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-(benzoyloxy)-8-methyl-, methyl ester, (1R,2R,3S,5S)- (9CI),Cocaine 1.0 mg/ml in Acetonitrile, Ecgonine, methyl ester, benzoate (ester), Cola, Rock [Street Name],beta-Cocain,G-Rock, Trails,(-)-Cocaine,METHYL 3B-HYDROXY-1.ALPHA.H,5.ALPHA.H-TROPANE-2.BETA.-CARBOXYLATE BENZOATE (ESTER), (-)-Cocaine, Bouncing Powder,methyl (2S,3S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate,2beta-Carbomethoxy-3beta-benzoxytropane,Blizzard, Cocaine (TN), Ecgonine methyl ester benzoate,Cocaine-D3,Burese, L-Cocain,Green gold, Gold dust, Girl [Street Name],Flake, Carrie, Corine,HSDB 6469,Pseudoallococaine,Happy dust,PSEUDOCOCAINE,Cholly [Street Name], Methyl 3beta-hydroxy-1alphaH,5alphaH-tropane-2beta-carboxylate benzoate (ester),Girl, Flex,METHYL (1R,2R,3S,5S)-3-(BENZOYLOXY)-8-METHYL-8-AZABICYCLO(3.2.1) OCTANE-2-CARBOXYLATE,1i7z,Star dust [Street Name], Happy dust, Bernice,Rock [Street Name],Happy powder,COCAINUM [HPUS],(1R,2R,3S,5S)-2-Methoxycarbonyltropan-3-yl benzoate,Crack,Benzoyl-methyl-ecgonin,Blast,methyl (2R,3S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate, COC,2-beta-Tropanecarboxylic acid, 3-beta-hydroxy-, methyl ester, benzoate (ester), Toot,C01416, Benzoylethylecgonine,1-alpha-H,5-alpha-H-Tropane-2-beta-carboxylic acid, 3-beta-hydroxy-, methyl ester, benzoate (ester) (8CI), Star-spangled powder, Blast, G-Rock,(1R,2R,3S,5S)-2-(methoxycarbonyl)tropan-3-yl benzoate,Happy dust [Street Name],Cholly, Kibbles n' Bits,Sleighride,methyl (1R,2R,3S,5S)-8-methyl-3-[(phenylcarbonyl)oxy]-8-azabicyclo[3.2.1]octane-2-carboxylate,1-alpha-H,5-alpha-H-Tropane-2-beta-carboxylic acid, 3-beta-hydroxy-, methyl ester, benzoate, Cocaine [BAN], (1R,2R,3S,5S)-2-Methoxycarbonyltropan-3-yl benzoate,Heaven,COCAINE [VANDF], Sleighride, Cholly,Freeze, 3-Tropanylbenzoate-2-carboxylic acid methyl ester,methyl 3-(benzoyloxy)-8-(2H3)methyl-8-azabicyclo[3.2.1]octane-2-carboxylate, Blow [Street Name],(1R,5S,8R)-2beta-(Methoxycarbonyl)-3beta-(benzoyloxy)tropane,Cocain,Snow (birds), Methyl (1S,4R,5R)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-4-carboxylate, SCHEMBL26608,IDS-NC-004,Trails,3.BETA.-HYDROXY-2.BETA.-TROPANECARBOXYLIC ACID METHYL ESTER BENZOATE (ESTER), Methyl 3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-4-carboxylate, Cocain,Erytroxylin,Methyl Benzoylecgonine, Crack,EINECS 200-032-7,Kibbles n' Bits,Lady [Street Name],Goofball,8-Azabicyclo(3.2.1)octane-2-carboxylic acid, 3-(benzoyloxy)-8-methyl-, methyl ester, (1R-(exo,exo))-, (R)-Pseudococaine,Gold dust, Snow, Cecil,Dama blanca,cocaine,Lady, Pseudococaine (6CI,7CI), Happy dust [Street Name], Charlie,Bernies, (1R,2R,3S,5S)-2-(methoxycarbonyl)tropan-3-yl benzoate, (R)-Cocaine, Leaf, Neurocaine, Kokayeen,White girl or lady,Methyl 3-beta-hydroxy-1-alpha-H,5-alpha-H-tropane-2-beta-carboxylate benzoate (ester),Cocktail,methyl [1R-(exo,exo)]-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate, Cocaine solution
Categories (non-exhaustive):

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)
-0.50
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
-1.89
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
-1.14
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.

AF-A5X5Y0
AF-O95264
AF-P08588
AF-P08908
AF-P13945
AF-P18089
AF-P21728
AF-P21918
AF-P25100
AF-P28221
AF-P28566
AF-P46098
AF-Q9Y2T6
P08913_6KUX
P14416_6CM4
P18825_6KUW
P21917_5WIU
P28222_4IAR
P28223_6WGT
P28335_6BQH
P35462_3PBL
P41595_4IB4

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
Hydrolysis of carboxylic acid ester BTMR0143
Enzymes: 3.1.1.1
Reagents
isomerdesign

Benzoylecgonine

wiki

Benzoylecgonine

Hydrolysis of carboxylic acid ester BTMR0143
Enzymes: 3.1.1.1
Reagents
pubchem

Methanol

Hydrolysis of carboxylic acid ester BTMR0144
Enzymes: 3.1.1.1
Reagents
isomerdesign

Ecgonine methyl ester

wiki

Methylecgonine

Hydrolysis of carboxylic acid ester BTMR0144
Enzymes: 3.1.1.1
Reagents
isomerdesign

Benzoic acid

pubchem

Benzoic Acid

drugmap

Benzoic acid

O-Hydroxylation of monosubstituted benzene BTMR1034
Reagents
isomerdesign

Salicylmethylecgonine

wiki

Salicylmethylecgonine

N-Oxidation of alicyclic tertiary amine BTMR1099
Reagents

Metabolite: InChI=1S/C17H21...

N-Dealkylation of alicyclic tertiary amine BTMR1144
Reagents
isomerdesign

Norcocaine

wiki

Norcocaine

Hydroxylation of benzene on carbon para to electron donating group BTMR1047
Reagents
isomerdesign

p-Hydroxycocaine

m-Hydroxylation of monosubstituted benzene BTMR1033
Reagents
isomerdesign

m-Hydroxycocaine

Hydroxylation of heteroalicyclic secondary carbon BTMR1071
Enzymes: CYP1A2
Reagents

Metabolite: InChI=1S/C17H21...

Hydroxylation of heteroalicyclic secondary carbon BTMR1071
Enzymes: CYP1A2
Reagents

Metabolite: InChI=1S/C17H21...

Hydroxylation of heteroalicyclic secondary carbon BTMR1071
Enzymes: CYP1A2
Reagents

Metabolite: InChI=1S/C17H21...

alpha-Hydroxylation of carbonyl group BTMR1054
Reagents

Metabolite: InChI=1S/C17H21...

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

Metabolite: InChI=1S/C17H21...

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

Metabolite: InChI=1S/C17H21...

Hydroxylation of alicyclic secondary carbon BTMR1069
Enzymes: CYP2D6
Reagents

Metabolite: InChI=1S/C17H21...

Hydroxylation of alicyclic secondary carbon BTMR1069
Enzymes: CYP2D6
Reagents

Metabolite: InChI=1S/C17H21...

Hydroxylation of alicyclic secondary carbon BTMR1069
Enzymes: CYP2D6
Reagents

Metabolite: InChI=1S/C17H21...

Hydroxylation of alicyclic secondary carbon BTMR1069
Enzymes: CYP2D6
Reagents

Metabolite: InChI=1S/C17H21...

Hydroxylation of alicyclic secondary carbon BTMR1069
Enzymes: CYP2D6
Reagents

Metabolite: InChI=1S/C17H21...

Hydroxylation of alicyclic secondary carbon BTMR1069
Enzymes: CYP2D6
Reagents

Metabolite: InChI=1S/C17H21...