Disulfiram

Details

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Internal ID de0fb55c-6202-402d-a94d-3f3f7477fac2
Taxonomy Organic nitrogen compounds > Organonitrogen compounds > Amines > Tertiary amines > Thiuram disulfides
IUPAC Name diethylcarbamothioylsulfanyl N,N-diethylcarbamodithioate
SMILES (Canonical) CCN(CC)C(=S)SSC(=S)N(CC)CC
SMILES (Isomeric) CCN(CC)C(=S)SSC(=S)N(CC)CC
InChI InChI=1S/C10H20N2S4/c1-5-11(6-2)9(13)15-16-10(14)12(7-3)8-4/h5-8H2,1-4H3
InChI Key AUZONCFQVSMFAP-UHFFFAOYSA-N
Popularity 9,741 references in papers

Physical and Chemical Properties

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Molecular Formula C10H20N2S4
Molecular Weight 296.50 g/mol
Exact Mass 296.05093334 g/mol
Topological Polar Surface Area (TPSA) 121.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 3.62
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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Tetraethylthiuram disulfide
97-77-8
Antabuse
Bis(diethylthiocarbamoyl) disulfide
Antabus
TETD
Alcophobin
Anticol
Esperal
Teturam
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Disulfiram

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9761 97.61%
Caco-2 + 0.5223 52.23%
Blood Brain Barrier + 0.9500 95.00%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Lysosomes 0.7130 71.30%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9414 94.14%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.6495 64.95%
P-glycoprotein inhibitior - 0.9553 95.53%
P-glycoprotein substrate - 0.7443 74.43%
CYP3A4 substrate - 0.7386 73.86%
CYP2C9 substrate - 0.8037 80.37%
CYP2D6 substrate - 0.7867 78.67%
CYP3A4 inhibition + 0.7960 79.60%
CYP2C9 inhibition + 0.8948 89.48%
CYP2C19 inhibition + 0.8994 89.94%
CYP2D6 inhibition - 0.9231 92.31%
CYP1A2 inhibition + 0.9106 91.06%
CYP2C8 inhibition - 0.9907 99.07%
CYP inhibitory promiscuity + 0.5397 53.97%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.5200 52.00%
Carcinogenicity (trinary) Non-required 0.7083 70.83%
Eye corrosion - 0.5570 55.70%
Eye irritation + 0.8657 86.57%
Skin irritation + 0.6315 63.15%
Skin corrosion - 0.5267 52.67%
Ames mutagenesis - 0.8800 88.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6869 68.69%
Micronuclear + 0.6100 61.00%
Hepatotoxicity + 0.6750 67.50%
skin sensitisation + 0.5068 50.68%
Respiratory toxicity - 0.8333 83.33%
Reproductive toxicity - 0.6778 67.78%
Mitochondrial toxicity - 0.6750 67.50%
Nephrotoxicity + 0.5185 51.85%
Acute Oral Toxicity (c) III 0.8124 81.24%
Estrogen receptor binding + 0.8612 86.12%
Androgen receptor binding - 0.8764 87.64%
Thyroid receptor binding + 0.6324 63.24%
Glucocorticoid receptor binding - 0.5573 55.73%
Aromatase binding - 0.6679 66.79%
PPAR gamma + 0.8707 87.07%
Honey bee toxicity - 0.9624 96.24%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.7927 79.27%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL3577 P00352 Aldehyde dehydrogenase 1A1 89.1 nM
Potency
via Super-PRED
CHEMBL2903 P16050 Arachidonate 15-lipoxygenase 63.1 nM
Potency
via Super-PRED
CHEMBL6032 Q96KQ7 Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 600 nM
IC50
via Super-PRED
CHEMBL5514 P42858 Huntingtin 794.3 nM
Potency
via Super-PRED
CHEMBL3714029 Q9Y4K0 Lysyl oxidase homolog 2 150 nM
IC50
via Super-PRED
CHEMBL4105989 P58215 Lysyl oxidase homolog 3 93 nM
IC50
via Super-PRED
CHEMBL4295926 Q96JB6 Lysyl oxidase homolog 4 59 nM
IC50
via Super-PRED
CHEMBL1293224 P10636 Microtubule-associated protein tau 25.1 nM
Potency
via Super-PRED
CHEMBL4191 Q99685 Monoglyceride lipase 360 nM
IC50
via Super-PRED
CHEMBL1293235 P02545 Prelamin-A/C 89.1 nM
Potency
via Super-PRED
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 65.6 nM
Potency
via Super-PRED
CHEMBL1293256 P40225 Thrombopoietin 398.1 nM
Potency
via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.80% 96.09%
CHEMBL2581 P07339 Cathepsin D 87.50% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 86.70% 95.93%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 84.11% 83.57%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 3117
LOTUS LTS0022946
wikiData Q409665