3-[(R)-1-Acetoxybutyl]-4-bromo-5-(iodomethylene)-2(5H)-furanone

Details

• Internal ID: 0c1f5bc4-4b1c-45f1-9015-94b4947ec4d7
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: [(1R)-1-[(5Z)-4-bromo-5-(iodomethylidene)-2-oxofuran-3-yl]butyl] acetate
• SMILES (Canonical): CCCC(C1=C(C(=CI)OC1=O)Br)OC(=O)C
• SMILES (Isomeric): CCC[C@H](C1=C(/C(=C/I)/OC1=O)Br)OC(=O)C
• InChI: InChI=1S/C11H12BrIO4/c1-3-4-7(16-6(2)14)9-10(12)8(5-13)17-11(9)15/h5,7H,3-4H2,1-2H3/b8-5-/t7-/m1/s1
• InChI Key: PQGNPRSFFPSLLF-BESBCXERSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂BrIO₄
• Molecular Weight: 415.02 g/mol
• Exact Mass: 413.89637 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.20
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• SCHEMBL14219033
• BDBM50478846

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9775	97.75%
Caco-2	+	0.6772	67.72%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5544	55.44%
OATP2B1 inhibitior	-	0.8471	84.71%
OATP1B1 inhibitior	+	0.8943	89.43%
OATP1B3 inhibitior	+	0.9360	93.60%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8145	81.45%
P-glycoprotein inhibitior	-	0.9091	90.91%
P-glycoprotein substrate	-	0.9291	92.91%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	+	0.6061	60.61%
CYP2D6 substrate	-	0.8772	87.72%
CYP3A4 inhibition	-	0.6599	65.99%
CYP2C9 inhibition	-	0.6551	65.51%
CYP2C19 inhibition	-	0.5720	57.20%
CYP2D6 inhibition	-	0.8905	89.05%
CYP1A2 inhibition	-	0.6725	67.25%
CYP2C8 inhibition	-	0.8661	86.61%
CYP inhibitory promiscuity	-	0.5466	54.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8690	86.90%
Carcinogenicity (trinary)	Non-required	0.4325	43.25%
Eye corrosion	-	0.9388	93.88%
Eye irritation	+	0.6172	61.72%
Skin irritation	-	0.6662	66.62%
Skin corrosion	-	0.8808	88.08%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5164	51.64%
Micronuclear	-	0.7926	79.26%
Hepatotoxicity	-	0.5468	54.68%
skin sensitisation	-	0.7736	77.36%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.7264	72.64%
Acute Oral Toxicity (c)	III	0.6218	62.18%
Estrogen receptor binding	-	0.4917	49.17%
Androgen receptor binding	-	0.4811	48.11%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5990	59.90%
Aromatase binding	-	0.7543	75.43%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9096	90.96%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9801	98.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.06%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.25%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.11%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.91%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.95%	89.34%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.14%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.99%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.89%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.65%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.92%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.81%	95.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.49%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21729104
• LOTUS: LTS0039180
• wikiData: Q105213223