[(1S,4R)-4-[(1S,4S)-4-bromo-3,3-dimethylcyclohexyl]-2,3-dioxabicyclo[2.2.2]oct-5-en-1-yl]methyl acetate

Details

• Internal ID: 3cc2c50f-40bc-4fad-95e7-0ee8c6d14442
• Taxonomy: Organohalogen compounds > Alkyl halides > Cyclohexyl halides
• IUPAC Name: [(1S,4R)-4-[(1S,4S)-4-bromo-3,3-dimethylcyclohexyl]-2,3-dioxabicyclo[2.2.2]oct-5-en-1-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC12CCC(C=C1)(OO2)C3CCC(C(C3)(C)C)Br
• SMILES (Isomeric): CC(=O)OC[C@]12CC[C@@](C=C1)(OO2)[C@H]3CC[C@@H](C(C3)(C)C)Br
• InChI: InChI=1S/C17H25BrO4/c1-12(19)20-11-16-6-8-17(9-7-16,22-21-16)13-4-5-14(18)15(2,3)10-13/h6,8,13-14H,4-5,7,9-11H2,1-3H3/t13-,14-,16+,17+/m0/s1
• InChI Key: BXPQIWLMEKLSCR-XJNFMUPTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₅BrO₄
• Molecular Weight: 373.30 g/mol
• Exact Mass: 372.09362 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.93
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9715	97.15%
Caco-2	-	0.5449	54.49%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6705	67.05%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.8780	87.80%
OATP1B3 inhibitior	+	0.8883	88.83%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.4873	48.73%
P-glycoprotein inhibitior	-	0.8314	83.14%
P-glycoprotein substrate	-	0.8289	82.89%
CYP3A4 substrate	+	0.6538	65.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8691	86.91%
CYP3A4 inhibition	-	0.9150	91.50%
CYP2C9 inhibition	-	0.6892	68.92%
CYP2C19 inhibition	-	0.7972	79.72%
CYP2D6 inhibition	-	0.9331	93.31%
CYP1A2 inhibition	-	0.7829	78.29%
CYP2C8 inhibition	-	0.6233	62.33%
CYP inhibitory promiscuity	-	0.6623	66.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8110	81.10%
Carcinogenicity (trinary)	Non-required	0.5584	55.84%
Eye corrosion	-	0.9727	97.27%
Eye irritation	-	0.7706	77.06%
Skin irritation	-	0.7645	76.45%
Skin corrosion	-	0.9523	95.23%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4765	47.65%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5681	56.81%
skin sensitisation	-	0.7972	79.72%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.7585	75.85%
Acute Oral Toxicity (c)	III	0.4659	46.59%
Estrogen receptor binding	+	0.8906	89.06%
Androgen receptor binding	+	0.5204	52.04%
Thyroid receptor binding	+	0.5597	55.97%
Glucocorticoid receptor binding	+	0.8300	83.00%
Aromatase binding	+	0.6501	65.01%
PPAR gamma	+	0.5532	55.32%
Honey bee toxicity	-	0.8369	83.69%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	+	0.9955	99.55%

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	98.05%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.54%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.56%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.42%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.15%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.70%	100.00%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	84.32%	91.65%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.04%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.04%	82.69%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163103606
• LOTUS: LTS0168316
• wikiData: Q104948162