3-methyl-N-(4-methyl-5-oxodithiolo[4,3-b]pyrrol-6-yl)but-2-enamide

Details

• Internal ID: 26729818-5334-423e-ba37-3e91cfd32c41
• Taxonomy: Organic nitrogen compounds > Organonitrogen compounds > N-arylamides
• IUPAC Name: 3-methyl-N-(4-methyl-5-oxodithiolo[4,3-b]pyrrol-6-yl)but-2-enamide
• SMILES (Canonical): CC(=CC(=O)NC1=C2C(=CSS2)N(C1=O)C)C
• SMILES (Isomeric): CC(=CC(=O)NC1=C2C(=CSS2)N(C1=O)C)C
• InChI: InChI=1S/C11H12N2O2S2/c1-6(2)4-8(14)12-9-10-7(5-16-17-10)13(3)11(9)15/h4-5H,1-3H3,(H,12,14)
• InChI Key: JFEBCAJATWCFMT-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂N₂O₂S₂
• Molecular Weight: 268.40 g/mol
• Exact Mass: 268.03401998 g/mol
• Topological Polar Surface Area (TPSA): 100.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• senecioyl-pyrrothine
• 3-methyl-2-butenoylpyrrothine
• 3-methyl-N-(4-methyl-5-oxodithiolo[4,3-b]pyrrol-6-yl)but-2-enamide
• 3-Methyl-N-(4-methyl-5-oxo(1,2-dithioleno[4,3-b]3-pyrrolin-6-yl))but-2-enamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9798	97.98%
Caco-2	+	0.8680	86.80%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4032	40.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9335	93.35%
OATP1B3 inhibitior	+	0.9390	93.90%
MATE1 inhibitior	-	0.9054	90.54%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8765	87.65%
P-glycoprotein inhibitior	-	0.9386	93.86%
P-glycoprotein substrate	-	0.8367	83.67%
CYP3A4 substrate	+	0.5193	51.93%
CYP2C9 substrate	-	0.5953	59.53%
CYP2D6 substrate	-	0.8994	89.94%
CYP3A4 inhibition	-	0.5720	57.20%
CYP2C9 inhibition	-	0.5438	54.38%
CYP2C19 inhibition	-	0.5842	58.42%
CYP2D6 inhibition	-	0.8800	88.00%
CYP1A2 inhibition	+	0.5833	58.33%
CYP2C8 inhibition	-	0.9383	93.83%
CYP inhibitory promiscuity	-	0.5405	54.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.5613	56.13%
Eye corrosion	-	0.9763	97.63%
Eye irritation	+	0.5428	54.28%
Skin irritation	-	0.7682	76.82%
Skin corrosion	-	0.8956	89.56%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6043	60.43%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.8266	82.66%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.7180	71.80%
Nephrotoxicity	+	0.6267	62.67%
Acute Oral Toxicity (c)	III	0.6064	60.64%
Estrogen receptor binding	+	0.7348	73.48%
Androgen receptor binding	+	0.5241	52.41%
Thyroid receptor binding	-	0.5570	55.70%
Glucocorticoid receptor binding	+	0.8208	82.08%
Aromatase binding	+	0.6140	61.40%
PPAR gamma	-	0.5500	55.00%
Honey bee toxicity	-	0.9354	93.54%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9407	94.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.42%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.11%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.09%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.01%	95.56%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	86.06%	81.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.93%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.37%	89.34%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.74%	94.42%
CHEMBL3401	O75469	Pregnane X receptor	82.53%	94.73%
CHEMBL4040	P28482	MAP kinase ERK2	80.83%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.52%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 497680
• LOTUS: LTS0258473
• wikiData: Q77574311