4-Bromo-2-[(1R,2S)-1,2-dimethyl-3-methylidenecyclopentyl]-5-methylphenyl acetate

Details

• Internal ID: 3ff2282f-9c1e-4f32-bf94-a794078a6ba4
• Taxonomy: Benzenoids > Phenol esters
• IUPAC Name: [4-bromo-2-[(1R,2S)-1,2-dimethyl-3-methylidenecyclopentyl]-5-methylphenyl] acetate
• InChI: InChI=1S/C17H21BrO2/c1-10-6-7-17(5,12(10)3)14-9-15(18)11(2)8-16(14)20-13(4)19/h8-9,12H,1,6-7H2,2-5H3/t12-,17+/m0/s1
• InChI Key: LVYHDYGLTMWWKI-YVEFUNNKSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₁BrO₂
• Molecular Weight: 337.30 g/mol
• Exact Mass: 336.07249 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.93
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• Allolaurinterol acetate
• DTXSID50557817
• NSC720798
• NSC-720798
• 4-Bromo-2-[(1R,2S)-1,2-dimethyl-3-methylidenecyclopentyl]-5-methylphenyl acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8447	84.47%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7109	71.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8972	89.72%
OATP1B3 inhibitior	+	0.9089	90.89%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.4911	49.11%
P-glycoprotein inhibitior	-	0.8776	87.76%
P-glycoprotein substrate	-	0.8636	86.36%
CYP3A4 substrate	+	0.5961	59.61%
CYP2C9 substrate	-	0.6017	60.17%
CYP2D6 substrate	-	0.8550	85.50%
CYP3A4 inhibition	-	0.7792	77.92%
CYP2C9 inhibition	-	0.5491	54.91%
CYP2C19 inhibition	+	0.5422	54.22%
CYP2D6 inhibition	-	0.8952	89.52%
CYP1A2 inhibition	+	0.5331	53.31%
CYP2C8 inhibition	-	0.5855	58.55%
CYP inhibitory promiscuity	+	0.5058	50.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6556	65.56%
Carcinogenicity (trinary)	Non-required	0.3925	39.25%
Eye corrosion	-	0.9709	97.09%
Eye irritation	-	0.6997	69.97%
Skin irritation	-	0.6457	64.57%
Skin corrosion	-	0.9549	95.49%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4582	45.82%
Micronuclear	-	0.8426	84.26%
Hepatotoxicity	+	0.5916	59.16%
skin sensitisation	-	0.6078	60.78%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.8146	81.46%
Acute Oral Toxicity (c)	III	0.7141	71.41%
Estrogen receptor binding	-	0.7006	70.06%
Androgen receptor binding	+	0.5790	57.90%
Thyroid receptor binding	+	0.6863	68.63%
Glucocorticoid receptor binding	+	0.5434	54.34%
Aromatase binding	-	0.5228	52.28%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7970	79.70%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	96.42%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.60%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.47%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	85.98%	91.19%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.75%	92.94%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.70%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.62%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.01%	86.33%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.30%	97.53%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.29%	89.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.22%	94.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.12%	85.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14239678
• LOTUS: LTS0247151
• wikiData: Q82439843