description
stringlengths
21
773
canonical_smiles
stringlengths
19
42
labels
int64
0
1
Metconazole is a member of the class of cyclopentanols carrying 1,2,4-triazol-1-ylmethyl and 4-chlorobenzyl and geminal dimethyl substituents at positions 1, 2 and 5 respectively. Used to control a range of fungal infections including alternaria, rusts, fusarium and septoria diseases. It has a role as an EC 1.14.13.70 (sterol 14alpha-demethylase) inhibitor and an antifungal agrochemical. It is a member of cyclopentanols, a member of monochlorobenzenes, a tertiary alcohol, a member of triazoles, a conazole fungicide and a triazole fungicide.
CCCCCCCC(=O)OC1CCCCC1
0
8-azaadenine is a triazolopyrimidine that is [1,2,3]triazolo[4,5-d]pyrimidine bearing an amino substituent at position 7. It has a role as an EC 1.17.3.2 (xanthine oxidase) inhibitor and a Mycoplasma genitalium metabolite. It is a member of triazolopyrimidines, an aromatic amine and a nucleobase analogue.
CCOC(=O)C(C1=CC=CC=C1)O
0
3,4-dihydroxybenzoic acid is a dihydroxybenzoic acid in which the hydroxy groups are located at positions 3 and 4. It has a role as a human xenobiotic metabolite, a plant metabolite, an antineoplastic agent, an EC 1.1.1.25 (shikimate dehydrogenase) inhibitor and an EC 1.14.11.2 (procollagen-proline dioxygenase) inhibitor. It is a member of catechols and a dihydroxybenzoic acid. It is functionally related to a benzoic acid. It is a conjugate acid of a 3,4-dihydroxybenzoate.
CC1=C(C(C(=C(N1)C)C#N)(C)C)C#N
0
Crufomate is an alkylbenzene.
C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C(=CC=C3)O
0
Heptyl heptanoate is a fatty acid ester.
CC(C)N(CCC(C1=CC=CC=C1)C2=CC=CC=C2)C(C)C
0
(2-Butylbenzofuran-3-yl)(4-hydroxyphenyl)ketone is a member of benzofurans.
CC(=O)C1CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C
0
Haloprogin is an aromatic ether.
C1=CC(=CC=C1CC(CC(=O)O)(C(=O)O)O)O
0
Harmaline is a harmala alkaloid in which the harman skeleton is methoxy-substituted at C-7 and has been reduced across the 3,4 bond. It has a role as a oneirogen. It derives from a hydride of a harman.
C1CC2=C(C3=CC=CC=C31)NC(=O)C4=CC=CC=C24
0
Hexamethonium is a quaternary ammonium salt.
CN(CC(=O)O)S(=O)(=O)C1=CC=C(C=C1)OC
0
N,N-Diethyldodecanamide is a fatty amide.
CCCCCCCCCCCCOC(=O)CCCCC
0
Triphosphoric acid is a phosphorus oxoacid and an acyclic phosphorus acid anhydride. It is a conjugate acid of a triphosphate(1-).
CCC(C)C(=O)NCC(=O)O
0
5-Acetylamino-6-amino-3-methyluracil is an aromatic amide.
CC1=CC2=NC=C(N=C2C3=C1N(C(=N3)N)C)C
0
8-(trifluoromethyl)-1H-quinolin-4-one is a member of quinolines.
CC(=C)C1CCC(CC1)(C)O
0
Bromocyclen is an organochlorine compound.
CCCC1=NC=C(C(=N1)N)C[N+]2=CC=CC=C2C.[Cl-]
0
Diphenylphosphinic acid is a member of phosphinic acids.
CC1C2=C(CC(N1)C(=O)O)C3=CC=CC=C3N2
0
2-acetamidophenol sulfate is an aromatic amide that is 2-aminophenol in which one of the amino hydrogens has been replaced by an acetyl group and the phenolic hydrogen replaced by a sulfo group. It is an aryl sulfate, a member of acetamides and an aromatic amide. It is functionally related to a 2-aminophenol. It is a conjugate acid of a 2-acetamidophenol sulfate(1-).
C1=CC=C(C(=C1)C=O)C=O
0
2-ureidoglycine is allantoic acid in which one of the aminocarbonyl groups is replaced by hydrogen. It is a member of ureas and a non-proteinogenic alpha-amino acid. It is a tautomer of a 2-ureidoglycine zwitterion.
C1=CC(=CC=C1[N+](=O)[O-])Cl
0
3-(4-Chlorophenyl)propan-1-ol is an organochlorine compound.
C1=CC(=CC=C1N)[N+](=O)[O-]
0
2-methoxy-1,4-naphthoquinone is a naphthoquinone that is naphthalene-1,4-dione substituted by a methoxy group at position 2. It has been isolated from the roots of Rubia yunnanensis. It has a role as a metabolite, an antimicrobial agent and a plant metabolite. It is an enol ether and a member of 1,4-naphthoquinones.
C1=CC(=CC=C1CCC(=O)C2=C(C=C(C=C2)O)O)O
0
1-Methylpyrene is a member of pyrenes.
CN1C2=CC=CC=C2C(=O)C=C1C3=CC4=C(C=C3)OCO4
0
P-hydroxymexiletine is a member of phenols and an aromatic ether.
C(C(C(=O)N)N)C(=O)O
0
Triphenylphosphine is a member of the class of tertiary phosphines that is phosphane in which the three hydrogens are replaced by phenyl groups. It has a role as a reducing agent and a NMR chemical shift reference compound. It is a member of benzenes and a tertiary phosphine.
CC(CC1=CC=CC=C1)NCCCCl
0
Malate(2-) is a C4-dicarboxylate resulting from deprotonation of both carboxy groups of malic acid. It has a role as a fundamental metabolite. It is a C4-dicarboxylate and a malate. It is functionally related to a succinate(2-). It is a conjugate base of a malic acid.
CCCN(CCC)CCC1=C2CC(=O)NC2=CC=C1.Cl
0
4-methylquinolin-2(1H)-one is a quinolone that is quinolin-2(1H)-one substituted by a methyl group at position 4.
C(C(CO[N+](=O)[O-])O[N+](=O)[O-])O
0
2,3,7,8-tetrabromodibenzodioxine is an organobromine compound that is dibenzodioxine carrying four bromo substituents at positions 2, 3, 7 and 8. It is a dibenzodioxine and an organobromine compound.
CCCCCCCC(CCCC(=O)OCC(CO)O)O
0
N-acetyl-1,4-benzoquinone imine is a quinone imine and a ketoimine. It is functionally related to a 1,4-benzoquinone imine.
C1=CC(=CC(=C1)OC2=NNN=N2)O
0
1-phenyl-2-hexanone is a ketone that is hexylbenzene carrying an oxo group at position 2. It is a ketone and a member of benzenes.
COC1=CC2=C(C=C1)C=C(CC2)C3=CC=C(C=C3)O
0
3-(Dichloromethylene)-2,5-pyrrolidinedione is a member of pyrrolidin-2-ones.
C1=CC(=C(C=C1CC2=CC(=C(C=C2)N)Cl)Cl)N
0
9-Methoxy-alpha-lapachone is an organic heterotricyclic compound and an organooxygen compound.
C1=CC=C(C=C1)C2=COC3=CC=CC=C3C2=O
0
Cyromazine is a triamino-1,3,5-triazine. It has a role as a triazine insecticide and a mouse metabolite.
CC1=CC(=C(C=C1)NC2=NCCN2)Cl
0
Coumarin 522 is a member of 7-aminocoumarins.
CCN(CC)CC(=O)NC1=C(C=CC=C1C(=O)OC)C
0
6-methoxy-2,3,4,9-tetrahydropyrido[3,4-b]indol-1-one is a member of beta-carbolines.
CCCC(C)C1(C(=O)NC(=O)NC1=O)C=C
0
Chlorphenesin is glycerol in which the hydrogen of one of the primary hydroxy groups is substituted by a 4-chlorophenyl group. It has antifungal and antibacterial properties, and is used for treatment of cutaneous and vaginal infections. Its 1-carbamate is used as a skeletal muscle relaxant for the treatment of painful muscle spasm. It has a role as a muscle relaxant, an antibacterial drug and an antifungal drug. It is a glycol, a member of propane-1,2-diols and a member of monochlorobenzenes.
CN1CCC(CC1)N(CC2=CC=CC=C2)C3=CC=CC=C3
0
Tergitol is a poly(ethylene glycol) derivative that is poly(ethylene glycol) in which one of the terminal hydroxy groups has been converted into the corresponding p-nonylphenyl ether. It has a role as a nonionic surfactant. It is a poly(ethylene glycol) derivative and a hydroxypolyether.
C1CCN(CC1)CCOC(=O)C(C2=CC=CC=C2)N3CCCCC3
0
Norbelladine is a phenethylamine alkaloid that is tyramine in which one of the amino hydrogens has been replaced by a 3,4-dihydroxybenzyl group. It has a role as a plant metabolite. It is a phenethylamine alkaloid, a polyphenol, a secondary amino compound and a member of catechols. It is functionally related to a tyramine. It is a conjugate base of a norbelladine(1+).
CCCCCC(=O)CC(=O)CCC1=CC(=C(C=C1)O)OC
0
Hentriacontane-14,16-dione is a beta-diketone that is hentriacontane in which the hydrogens at position 14 and 16 are replaced by oxo groups. It derives from a hydride of a hentriacontane.
C1=CC=C(C=C1)COC2=CC=C(C=C2)O
0
10,16-Dihydroxyhexadecanoic acid is a hydroxy fatty acid.
C1=CC(=CC=C1CSC2=CC=C(C=C2)Cl)Cl
0
Trichloronat is an organochlorine compound.
COC(=O)CCC1=CC=CC=C1
0
Hentriacontane is a long-chain alkane. It has a role as an antitubercular agent.
C1=CC(=CC=C1C(CC(=O)O)N)O
0
Octacosane is a straight-chain alkane containing 28 carbon atoms. It has a role as a plant metabolite.
COC1=CC2=C(C(=O)CC(O2)C3=CC=CC=C3)C(=C1)OC
0
Ipomeanine is an aromatic ketone.
C1=CC=C(C=C1)CCOC(=O)CC2=CC=CC=C2
0
1,3-dibutyl-7-(2-oxopropyl)purine-2,6-dione is an oxopurine.
CC1=C(C=CC(=C1)OC)N
0
Dephostatin is a member of hydroquinones.
CC(C)(CCC1=CC=CC=C1)O
0
4-formylbenzenesulfonic acid is an arenesulfonic acid. It is a conjugate acid of a 4-formylbenzenesulfonate.
CC(C1=CC=C(C=C1)Cl)C2=CC=CC=C2Cl
0
Cypromid is an anilide.
CC(C)CCCC(C)CCCC(C)CCCC(=C)C=C
0
9,12,13-trihydroxyoctadec-10-enoic acid is a TriHOME that is octadec-10-enoic acid in which the three hydroxy substituents are located at positions 9, 12 and 13. It has a role as a plant metabolite. It is a TriHOME and a long-chain fatty acid.
CCN(CC)CCN1C2=CC=CC=C2SC3=CC=CC=C31
0
1,7-dimethylnaphthalene is a dimethylnaphthalene carrying methyl groups at positions 1 and 7.
C[Si]1(O[Si](O[Si](O1)(C)C)(C)C)C
0
Benzarone is a member of 1-benzofurans.
C1=CC=C2C(=C1)NC3=CC=CC=C3O2
0
Hexadecenylsuccinicacid is a long-chain fatty acid.
COC1=CC(=C(C=C1)OC)OC
0
Lazabemide hydrochloride is a pyridinecarboxamide.
CCC1(C(=O)NC(=O)NC1=O)C2=CC=CC=C2
0
Amiphenazole is a member of thiazoles.
CC1=C(N(C(=O)NC1=O)COCCO)SC2=CC=CC=C2
0
Protheobromine is an oxopurine.
C1=CC2=C(C=C1Cl)OC(=O)N2CO
0
2-hydroxy-4-oxobutane-1,2,4-tricarboxylic acid is a tricarboxylic acid that is the 2-oxo derivative of homocitric acid. It is functionally related to a homocitric acid. It is a conjugate acid of a 2-hydroxy-4-oxobutane-1,2,4-tricarboxylate.
CC(C)(C(=O)OCC1=CN=CC=C1)OC2=CC=C(C=C2)Cl
0
2-(1-naphthalenylmethyl)-4,5-dihydro-1H-imidazole is a member of naphthalenes.
COC1=CC2=C(C=C1)SC3=CC=CC=C3N2
0
4-hydroxybenzoic acid is a monohydroxybenzoic acid that is benzoic acid carrying a hydroxy substituent at C-4 of the benzene ring. It has a role as a plant metabolite and an algal metabolite. It is a conjugate acid of a 4-hydroxybenzoate.
C1COCCN1C(=N)N=C(N)N
0
Phthiocol is a naphthoquinone.
COC1=CC2=C(C=C1)N(C(=O)C(O2)O)O
0
Fenadiazole is a biaryl that is phenol which is substituted at position 2 by a 1,3,4-oxadiazol-2-yl group. Formerly used as a hypnotic drug. It has a role as a sedative. It is a member of 1,3,4-oxadiazoles, a member of phenols and a biaryl.
C1CCC(CC1)C(=O)[O-]
0
3-([1,2,4]triazolo[4,3-a]pyridin-3-ylmethyl)-[1,2,4]triazolo[4,3-a]pyridine is a triazolopyridine.
CCC1(C(=O)NC(=O)O1)C
0
Benz[c]acridine is a polycyclic heteroarene and an organonitrogen heterocyclic compound.
C1=CC=C(C=C1)N2C(=O)C=CC(=O)N2
0
Phenanthridine is an azaarene that is the 9-aza derivative of phenanthrene. The parent of the class of phenanthridines. It is a mancude organic heterotricyclic parent, a polycyclic heteroarene, a member of phenanthridines and an azaarene.
CCCC[N+](CCCC)(CCCC)CCCC.[Br-]
0
Pantoic acid is a dihydroxy monocarboxylic acid.
CC1=CNC(=O)N(C1=O)C
0
Carboxybupranolol, 4-chloro-3-[3-(1,1-dimethylethylamino)-2-hydroxy-propyloxy]benzoic acid is a member of benzoic acids and an organohalogen compound.
COC1=CC=C(C=C1)C(=O)N
0
16-methylheptadecan-1-ol is a long-chain primary fatty alcohol that is heptadecan-1-ol substituted by a hydroxy group at position 1 and a methyl group at position 16. It is functionally related to a heptadecan-1-ol. It derives from a hydride of a heptadecane.
C1=CC=C2C(=C1)C3=NC=CC4=C3C(=NC=C4)C2=O
0
2-phenoxyphenol is a phenoxyphenol.
CC(C)(CC(=C)C1=CC=C(C=C1)O)C2=CC=C(C=C2)O
0
4-nitroanisole is a member of the class of 4-nitroanisoles that is anisole in which one the hydrogen meta to the methoxy group is replaced by a nitro group.
CC(=O)NCCC1=CNC2=C1C=C(C=C2)OC
0
2-hydroxy-2-phenylacetic acid (1,2,6,6-tetramethyl-3-piperidinyl) ester is a member of piperidines.
C(C(F)(F)F)(C(F)(F)F)(F)F
0
N-acetylhexosamine is a N-acyl-hexosamine.
CC1=C(C2C(CCC1(C2C=O)C)C(C)C)C=O
0
4-Acetamido-2-aminobutanoic acid is an alpha-amino acid.
CC(C)CC1C2=CC(=C(C=C2CCN1C)OC)O
0
Butyl salicylate is a member of phenols and a benzoate ester. It is functionally related to a salicylic acid.
CC(=O)NCCC1=CNC2=C1C=C(C=C2)O
0
3-chlorobiphenyl is a monochlorobiphenyl.
CC(=O)NC(CCCN)C(=O)O
0
2-phenyl-4-quinolinecarboxylic acid is a member of quinolines.
CC(C)NC1=CC=C(C=C1)NC2=CC=CC=C2
0
Etozolin is an organonitrogen compound and an organooxygen compound. It is functionally related to an alpha-amino acid.
C1=CC=C(C=C1)NC2=CC=C(C=C2)N
0
Quinmerac is a quinolinemonocarboxylic acid that is quinoline-8-carboxylic acid carrying additional methyl and chloro substituents at positions 3 and 7 respectively. A residual herbicide used to control broad-leaved weeds on a range of crops including cereals, rape and beet. It has a role as a herbicide, an environmental contaminant and a synthetic auxin. It is a quinolinemonocarboxylic acid and an organochlorine compound.
CN(C)C(=O)NC1=CC=CC=C1
0
Harmol is a 9H-beta-carboline carrying a methyl substituent at C-1 and a hydroxy group at C-7; major microspecies at pH 7.3. It has a role as an antifungal agent, an apoptosis inducer and an autophagy inducer. It is a harmala alkaloid and an indole alkaloid. It is functionally related to a beta-carboline.
C1=CC(=CN=C1)C(=O)CCCO
0
Isoimperatorin is a member of the class of psoralens that is psoralen substituted by a prenyloxy group at position 5. Isolated from Angelica dahurica and Angelica koreana, it acts as a acetylcholinesterase inhibitor. It has a role as a metabolite and an EC 3.1.1.7 (acetylcholinesterase) inhibitor.
CN1C=C(C2=CC=CC=C21)CC(C(=O)O)N
0
N-formylkynurenine is a non-proteinogenic alpha-amino acid and a non-proteinogenic amino acid derivative. It is functionally related to a kynurenine.
CC1=CC2=C(C(=C1CCCl)C)C(=O)C(C2)(C)C
0
N-Succinyl-2-amino-6-oxopimelate is a N-acyl-amino acid.
C1C2=C(C3=CC=CC=C3NC1=O)NC4=CC=CC=C24
0
N(1)-acetylspermine is an acetylspermine carrying an acetyl group at position N(1). It has a role as a human metabolite. It is a member of acetamides and an acetylspermine. It is a conjugate base of a N(1)-acetylsperminium(3+).
CC1(CSC2=C(C3=CC=CC=C3N21)C=O)O
0
4-Isopentylphenol is a member of phenols.
CC(C1=COC(=CC1=O)CO)O
0
Pyromellitic acid is a tetracarboxylic acid that is benzene substituted by four carboxy groups at positions 1, 2, 4 and 5 respectively. It is a member of benzoic acids and a tetracarboxylic acid.
CC1=C(C=C(C=C1)[N+](=O)[O-])Cl
0
Quinomethionate is a dithioloquinoxaline that results from the formal condensation of 6-methylquinoxaline-2,3-dithiol with phosgene. It has been used as a fungicide and acaricide for the control of mites and powdery mildew on citrus, vegetables, and walnuts, but is not approved for use in the EU. It has a role as an agrochemical. It is a quinoxaline acaricide, a quinoxaline antifungal agent and a dithioloquinoxaline.
CCCCCCCCCC1OCC(O1)C
0
4-[(2-aminophenyl)thio]butylphosphonic acid is a phosphonic acid having a 4-[(2-aminophenyl)thio]butyl attached to the phosphorus; reported to have herbicidal properties. It has a role as a herbicide and an EC 4.2.1.20 (tryptophan synthase) inhibitor. It is a member of phosphonic acids, an organic sulfide and a substituted aniline.
CN(C)C(=O)NC1=CC=CC(=C1)C(F)(F)F
0
Sodium gualenate is a sesquiterpenoid.
COC(=O)CC(=O)C(=O)O
0
2,5-dihydroxybenzoic acid is a dihydroxybenzoic acid having the two hydroxy groups at the 2- and 5-positions. It has a role as a MALDI matrix material, an EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor, a human metabolite, a fungal metabolite and a mouse metabolite. It is functionally related to a benzoic acid. It is a conjugate acid of a 2,5-dihydroxybenzoate.
CC1=C(C(=C(C(=C1O)OC)OC)O)C
0
Gliclazide is a N-sulfonylurea. It has a role as a hypoglycemic agent, a radical scavenger and an insulin secretagogue.
C1=NC2=C(N1)C(=O)C(=C(C2=O)SCCO)SCCO
0
2-(Hexa-2,4-diyn-1-ylidene)-1,6-dioxa-spiro[4,4]non-3-ene is a ketal.
CCCCCCCCC(C(CCCCCCCCCCCC(=O)O)O)O
0
2-Amino-6-formamidohexanoic acid is an alpha-amino acid.
C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)O
0
2-[[2-formamido-4-(methylthio)-1-oxobutyl]amino]-3-phenylpropanoic acid is a peptide.
CCN(CC)CCOC(=O)C1(CCCC1)C2=CC=CC=C2
0
Methylephedrine is a member of amphetamines.
CCC(CC)(C(=O)NC(=O)NC(=O)C)Br
0
Clorgyline is an aromatic ether that is the 2,4-dichlorophenyl ether of 3-aminopropan-1-ol in which the nitrogen is substituted by a methyl group and a prop-1-yn-3-yl group. A monoamine oxidase inhibitor, it was formerly used as an antidepressant. It has a role as an EC 1.4.3.4 (monoamine oxidase) inhibitor and an antidepressant. It is a tertiary amino compound, a terminal acetylenic compound, an aromatic ether and a dichlorobenzene.
CCOP(=S)(OCC)SC1C(OCCO1)SP(=S)(OCC)OCC
0
5-Acetoxydihydrotheaespirane is a member of oxolanes.
CC1(C2=CC=CC=C2N(C1=CC=O)C)C
0
2-naphthyl sulfate is an aryl sulfate that is naphthalene in which the hydrogen at position 2 is replaced by a sulfooxy group. It is an aryl sulfate and a member of naphthalenes. It is functionally related to a 2-naphthol. It is a conjugate acid of a 2-naphthyl sulfate(1-).
COP(=O)(OC)SCN1C2=C(C=C(C=N2)Cl)OC1=O
0
Propoxur is a carbamate ester that is phenyl methylcarbamate substituted at position 2 by a propan-2-yloxy group. It has a role as an EC 3.1.1.7 (acetylcholinesterase) inhibitor, a carbamate insecticide, an acaricide and an agrochemical. It is a carbamate ester and an aromatic ether. It is functionally related to a methylcarbamic acid and a 2-isopropoxyphenol.
C1=CC=C2C(=C1)C(=CC=C2S(=O)(=O)O)N
0
4-(dimethylamino)-3-methyl-1,2-diphenylbutan-2-ol is a stilbenoid.
C1=CC=C2C(=C1)C(=O)OC2=O
0
Phenformin is a member of the class of biguanides that is biguanide in which one of the terminal nitrogen atoms is substituted by a 2-phenylethyl group. It was used as an anti-diabetic drug but was later withdrawn from the market due to potential risk of lactic acidosis. It has a role as an antineoplastic agent, a geroprotector and a hypoglycemic agent. It is functionally related to a biguanide.
C1=CC=C2C=CC=CC2=C1
0
N,N-Diethylbenzeneacetamide is a member of acetamides.
CC1=CC2=C(C(=C1O)O)C(=O)C3=C(C2=O)C=CC=C3O
0
1-[1-(1-benzothiophen-2-yl)cyclohexyl]pyrrolidine is a member of 1-benzothiophenes.
CC1=CC2=C(C(=C(C=C2C(C)C)O)C=O)C(=O)C1=O
0
N-tris(hydroxymethyl)methyl-2-aminoethanesulfonic acid is a Good's buffer substance, pKa = 7.5 at 20 ###. It is a member of ethanolamines, an amino sulfonic acid and a TES. It is functionally related to a taurine. It is a tautomer of a N-tris(hydroxymethyl)methyl-2-ammonioethanesulfonate.
[O-]S(=O)(=O)SS(=O)(=O)[O-]
0
3,5-dinitrophenol is a dinitrophenol.
C1=CC(=NC=C1C(=O)O)C(=O)O
0
Selenocystine is a diselenide and a selenoamino acid. It is functionally related to a selenocysteine.
CC(C)NCC(COC1=CC=CC=C1OCC=C)O
0