Thiolutin

Details

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Internal ID c6cfa833-3ff8-4392-acef-ce9a1c6a9d3d
Taxonomy Organic nitrogen compounds > Organonitrogen compounds > N-arylamides > N-acetylarylamines
IUPAC Name N-(4-methyl-5-oxodithiolo[4,3-b]pyrrol-6-yl)acetamide
SMILES (Canonical) CC(=O)NC1=C2C(=CSS2)N(C1=O)C
SMILES (Isomeric) CC(=O)NC1=C2C(=CSS2)N(C1=O)C
InChI InChI=1S/C8H8N2O2S2/c1-4(11)9-6-7-5(3-13-14-7)10(2)8(6)12/h3H,1-2H3,(H,9,11)
InChI Key MHMRAFONCSQAIA-UHFFFAOYSA-N
Popularity 45 references in papers

Physical and Chemical Properties

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Molecular Formula C8H8N2O2S2
Molecular Weight 228.30 g/mol
Exact Mass 228.00271985 g/mol
Topological Polar Surface Area (TPSA) 100.00 Ų
XlogP -0.60
Atomic LogP (AlogP) 1.57
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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87-11-6
Acetopyrrothin
Acetopyrrothine
NSC3927
N-(4,5-dihydro-4-methyl-5-oxo-1,2-dithiolo[4,3-b]pyrrol-6-yl)acetamide
3-Acetamido-5-methylpyrrolin-4-one(4,3-d)-1,2-dithiole
NSC-3927
Acetamide,N-(4,5-dihydro-4-methyl-5-oxo-1,2-dithiolo[4,3-b]pyrrol-6-yl)-
N-(4,5-Dihydro-4-methyl-5-oxo-1,2-dithiolo(4,3-b)pyrrol-6-yl)acetamide
02C005Q20B
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Thiolutin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9647 96.47%
Caco-2 + 0.7111 71.11%
Blood Brain Barrier + 0.9500 95.00%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Mitochondria 0.4890 48.90%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9381 93.81%
OATP1B3 inhibitior + 0.9437 94.37%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.9178 91.78%
P-glycoprotein inhibitior - 0.9572 95.72%
P-glycoprotein substrate - 0.8614 86.14%
CYP3A4 substrate - 0.5234 52.34%
CYP2C9 substrate - 0.5948 59.48%
CYP2D6 substrate - 0.8997 89.97%
CYP3A4 inhibition - 0.7350 73.50%
CYP2C9 inhibition - 0.7836 78.36%
CYP2C19 inhibition - 0.7340 73.40%
CYP2D6 inhibition - 0.9291 92.91%
CYP1A2 inhibition - 0.5000 50.00%
CYP2C8 inhibition - 0.9792 97.92%
CYP inhibitory promiscuity - 0.8184 81.84%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8100 81.00%
Carcinogenicity (trinary) Non-required 0.5707 57.07%
Eye corrosion - 0.9755 97.55%
Eye irritation + 0.5683 56.83%
Skin irritation - 0.7567 75.67%
Skin corrosion - 0.8768 87.68%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7560 75.60%
Micronuclear + 0.9100 91.00%
Hepatotoxicity + 0.6910 69.10%
skin sensitisation - 0.8331 83.31%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity - 0.5556 55.56%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.6056 60.56%
Acute Oral Toxicity (c) III 0.6419 64.19%
Estrogen receptor binding - 0.5533 55.33%
Androgen receptor binding - 0.6572 65.72%
Thyroid receptor binding - 0.7526 75.26%
Glucocorticoid receptor binding - 0.4803 48.03%
Aromatase binding - 0.7420 74.20%
PPAR gamma - 0.8330 83.30%
Honey bee toxicity - 0.9636 96.36%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity + 0.7131 71.31%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.18% 85.14%
CHEMBL4040 P28482 MAP kinase ERK2 93.92% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.67% 96.09%
CHEMBL2581 P07339 Cathepsin D 90.85% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.53% 95.56%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 84.58% 94.42%
CHEMBL3401 O75469 Pregnane X receptor 83.55% 94.73%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 83.51% 81.11%
CHEMBL2292 Q13627 Dual-specificity tyrosine-phosphorylation regulated kinase 1A 81.80% 93.24%
CHEMBL255 P29275 Adenosine A2b receptor 81.45% 98.59%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 80.71% 87.67%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.02% 99.23%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Juglans regia
Juglans sigillata

Cross-Links

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PubChem 6870
LOTUS LTS0180739
wikiData Q105244800