(8-Methyl-8-azabicyclo[3.2.1]octan-3-yl) 3-methylbut-2-enoate

Details

• Internal ID: f8ede2bd-6bd7-4a14-9d8d-8f9aa0a3b268
• Taxonomy: Alkaloids and derivatives > Tropane alkaloids
• IUPAC Name: (8-methyl-8-azabicyclo[3.2.1]octan-3-yl) 3-methylbut-2-enoate
• SMILES (Canonical): CC(=CC(=O)OC1CC2CCC(C1)N2C)C
• SMILES (Isomeric): CC(=CC(=O)OC1CC2CCC(C1)N2C)C
• InChI: InChI=1S/C13H21NO2/c1-9(2)6-13(15)16-12-7-10-4-5-11(8-12)14(10)3/h6,10-12H,4-5,7-8H2,1-3H3
• InChI Key: PFQFRMFXPJMNJJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₁NO₂
• Molecular Weight: 223.31 g/mol
• Exact Mass: 223.157228913 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.12
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9664	96.64%
Caco-2	+	0.8452	84.52%
Blood Brain Barrier	+	0.7608	76.08%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5750	57.50%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.9583	95.83%
OATP1B3 inhibitior	+	0.9437	94.37%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	-	0.9391	93.91%
P-glycoprotein inhibitior	-	0.9608	96.08%
P-glycoprotein substrate	-	0.7492	74.92%
CYP3A4 substrate	+	0.5601	56.01%
CYP2C9 substrate	-	0.6104	61.04%
CYP2D6 substrate	-	0.7992	79.92%
CYP3A4 inhibition	-	0.9594	95.94%
CYP2C9 inhibition	-	0.8871	88.71%
CYP2C19 inhibition	-	0.8435	84.35%
CYP2D6 inhibition	-	0.5803	58.03%
CYP1A2 inhibition	-	0.7976	79.76%
CYP2C8 inhibition	-	0.9860	98.60%
CYP inhibitory promiscuity	-	0.9146	91.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6310	63.10%
Eye corrosion	-	0.9703	97.03%
Eye irritation	-	0.8266	82.66%
Skin irritation	-	0.7535	75.35%
Skin corrosion	-	0.9305	93.05%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6158	61.58%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8307	83.07%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4702	47.02%
Acute Oral Toxicity (c)	III	0.6474	64.74%
Estrogen receptor binding	-	0.8400	84.00%
Androgen receptor binding	-	0.8367	83.67%
Thyroid receptor binding	-	0.5789	57.89%
Glucocorticoid receptor binding	-	0.8028	80.28%
Aromatase binding	-	0.7617	76.17%
PPAR gamma	-	0.7133	71.33%
Honey bee toxicity	-	0.7002	70.02%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6255	62.55%
Fish aquatic toxicity	+	0.6403	64.03%

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	97.13%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	93.87%	83.82%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	91.42%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	90.70%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.30%	97.25%
CHEMBL2581	P07339	Cathepsin D	88.90%	98.95%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	85.87%	97.47%
CHEMBL238	Q01959	Dopamine transporter	84.95%	95.88%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.03%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.53%	96.95%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	83.20%	97.53%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.08%	97.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.43%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.28%	96.47%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.81%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.72%	99.17%

Plants that contains it

• Schizanthus grahamii

Cross-Links

• PubChem: 13874121
• LOTUS: LTS0212295
• wikiData: Q105207900