(3Z)-4,6-dibromo-3-[(E)-but-2-enylidene]-5-hydroxy-1-benzofuran-2-one

Details

• Internal ID: 65b6c2e4-7e0a-4787-a043-226f7ab9fb29
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (3Z)-4,6-dibromo-3-[(E)-but-2-enylidene]-5-hydroxy-1-benzofuran-2-one
• InChI: InChI=1S/C12H8Br2O3/c1-2-3-4-6-9-8(17-12(6)16)5-7(13)11(15)10(9)14/h2-5,15H,1H3/b3-2+,6-4-
• InChI Key: OCSJCPHDLQCWEI-ZPYFUIHZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₈Br₂O₃
• Molecular Weight: 360.00 g/mol
• Exact Mass: 359.88197 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.80
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7018	70.18%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5629	56.29%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.8051	80.51%
OATP1B3 inhibitior	+	0.9576	95.76%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8196	81.96%
P-glycoprotein inhibitior	-	0.9382	93.82%
P-glycoprotein substrate	-	0.9504	95.04%
CYP3A4 substrate	-	0.5278	52.78%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	-	0.8621	86.21%
CYP3A4 inhibition	-	0.6029	60.29%
CYP2C9 inhibition	+	0.7527	75.27%
CYP2C19 inhibition	-	0.5874	58.74%
CYP2D6 inhibition	-	0.9108	91.08%
CYP1A2 inhibition	+	0.6508	65.08%
CYP2C8 inhibition	-	0.7229	72.29%
CYP inhibitory promiscuity	+	0.6941	69.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7888	78.88%
Carcinogenicity (trinary)	Danger	0.5871	58.71%
Eye corrosion	-	0.8970	89.70%
Eye irritation	+	0.9419	94.19%
Skin irritation	-	0.5310	53.10%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7386	73.86%
Micronuclear	+	0.7369	73.69%
Hepatotoxicity	+	0.7303	73.03%
skin sensitisation	+	0.5259	52.59%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6717	67.17%
Acute Oral Toxicity (c)	III	0.5899	58.99%
Estrogen receptor binding	+	0.8326	83.26%
Androgen receptor binding	+	0.6718	67.18%
Thyroid receptor binding	+	0.5746	57.46%
Glucocorticoid receptor binding	+	0.8770	87.70%
Aromatase binding	+	0.7359	73.59%
PPAR gamma	+	0.6138	61.38%
Honey bee toxicity	-	0.9413	94.13%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9941	99.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.23%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.96%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.28%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.20%	94.73%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	91.50%	83.57%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.86%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.87%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.45%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.31%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.95%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.07%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.72%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14159156
• LOTUS: LTS0250685
• wikiData: Q105189544