[(1S)-1-[(5R)-4-bromo-5-(dibromomethyl)-5-methoxy-2-oxofuran-3-yl]butyl] acetate

Details

• Internal ID: 5439197c-af69-434b-a4da-0602ba573928
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ethers > Acetals > Ketals
• IUPAC Name: [(1S)-1-[(5R)-4-bromo-5-(dibromomethyl)-5-methoxy-2-oxofuran-3-yl]butyl] acetate
• SMILES (Canonical): CCCC(C1=C(C(OC1=O)(C(Br)Br)OC)Br)OC(=O)C
• SMILES (Isomeric): CCC[C@@H](C1=C([C@@](OC1=O)(C(Br)Br)OC)Br)OC(=O)C
• InChI: InChI=1S/C12H15Br3O5/c1-4-5-7(19-6(2)16)8-9(13)12(18-3,11(14)15)20-10(8)17/h7,11H,4-5H2,1-3H3/t7-,12+/m0/s1
• InChI Key: MSGJXJIOEUCWTA-JVXZTZIISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₅Br₃O₅
• Molecular Weight: 478.96 g/mol
• Exact Mass: 477.84491 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.38
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9754	97.54%
Caco-2	-	0.5231	52.31%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5532	55.32%
OATP2B1 inhibitior	-	0.8525	85.25%
OATP1B1 inhibitior	+	0.8921	89.21%
OATP1B3 inhibitior	+	0.9387	93.87%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9293	92.93%
P-glycoprotein inhibitior	-	0.8018	80.18%
P-glycoprotein substrate	-	0.8701	87.01%
CYP3A4 substrate	+	0.5363	53.63%
CYP2C9 substrate	+	0.6051	60.51%
CYP2D6 substrate	-	0.8749	87.49%
CYP3A4 inhibition	-	0.7203	72.03%
CYP2C9 inhibition	-	0.6936	69.36%
CYP2C19 inhibition	-	0.6680	66.80%
CYP2D6 inhibition	-	0.9156	91.56%
CYP1A2 inhibition	-	0.7504	75.04%
CYP2C8 inhibition	-	0.8255	82.55%
CYP inhibitory promiscuity	-	0.6714	67.14%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8238	82.38%
Carcinogenicity (trinary)	Danger	0.4271	42.71%
Eye corrosion	-	0.9467	94.67%
Eye irritation	-	0.6459	64.59%
Skin irritation	-	0.7088	70.88%
Skin corrosion	-	0.9173	91.73%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6161	61.61%
Micronuclear	-	0.8026	80.26%
Hepatotoxicity	+	0.6309	63.09%
skin sensitisation	-	0.8012	80.12%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.8290	82.90%
Acute Oral Toxicity (c)	III	0.6272	62.72%
Estrogen receptor binding	+	0.7190	71.90%
Androgen receptor binding	-	0.4918	49.18%
Thyroid receptor binding	+	0.5378	53.78%
Glucocorticoid receptor binding	+	0.5674	56.74%
Aromatase binding	-	0.7323	73.23%
PPAR gamma	+	0.6303	63.03%
Honey bee toxicity	-	0.8959	89.59%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9559	95.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.79%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.90%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.79%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.68%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.90%	96.61%
CHEMBL3401	O75469	Pregnane X receptor	88.23%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.73%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	85.80%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.34%	94.45%
CHEMBL230	P35354	Cyclooxygenase-2	83.87%	89.63%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.68%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.01%	99.17%
CHEMBL4072	P07858	Cathepsin B	80.61%	93.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.61%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.42%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162959838
• LOTUS: LTS0157671
• wikiData: Q105171156