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

Details

• Internal ID: b3526f7c-99fe-46a2-b82a-48ba246a2ba5
• Taxonomy: Alkaloids and derivatives > Tropane alkaloids
• IUPAC Name: (8-methyl-8-azabicyclo[3.2.1]octan-3-yl) 2-methylpropanoate
• SMILES (Canonical): CC(C)C(=O)OC1CC2CCC(C1)N2C
• SMILES (Isomeric): CC(C)C(=O)OC1CC2CCC(C1)N2C
• InChI: InChI=1S/C12H21NO2/c1-8(2)12(14)15-11-6-9-4-5-10(7-11)13(9)3/h8-11H,4-7H2,1-3H3
• InChI Key: UAINLAXRDPKCOO-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₁NO₂
• Molecular Weight: 211.30 g/mol
• Exact Mass: 211.157228913 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.81
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• SCHEMBL3142135
• FS-6681
• 8-Methyl-8-azabicyclo[3.2.1]octan-3-yl isobutyrate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9443	94.43%
Caco-2	+	0.7156	71.56%
Blood Brain Barrier	+	0.7358	73.58%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4889	48.89%
OATP2B1 inhibitior	-	0.8519	85.19%
OATP1B1 inhibitior	+	0.9602	96.02%
OATP1B3 inhibitior	+	0.9468	94.68%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.9854	98.54%
P-glycoprotein inhibitior	-	0.9730	97.30%
P-glycoprotein substrate	-	0.8861	88.61%
CYP3A4 substrate	+	0.5250	52.50%
CYP2C9 substrate	-	0.8256	82.56%
CYP2D6 substrate	-	0.6997	69.97%
CYP3A4 inhibition	-	0.9752	97.52%
CYP2C9 inhibition	-	0.9306	93.06%
CYP2C19 inhibition	-	0.9397	93.97%
CYP2D6 inhibition	-	0.5404	54.04%
CYP1A2 inhibition	-	0.8795	87.95%
CYP2C8 inhibition	-	0.9911	99.11%
CYP inhibitory promiscuity	-	0.9793	97.93%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6817	68.17%
Eye corrosion	-	0.9647	96.47%
Eye irritation	-	0.6722	67.22%
Skin irritation	-	0.7864	78.64%
Skin corrosion	-	0.9268	92.68%
Ames mutagenesis	-	0.7154	71.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7582	75.82%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8745	87.45%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.5508	55.08%
Acute Oral Toxicity (c)	III	0.6526	65.26%
Estrogen receptor binding	-	0.7401	74.01%
Androgen receptor binding	-	0.8243	82.43%
Thyroid receptor binding	-	0.7021	70.21%
Glucocorticoid receptor binding	-	0.7302	73.02%
Aromatase binding	-	0.7476	74.76%
PPAR gamma	-	0.8020	80.20%
Honey bee toxicity	-	0.8883	88.83%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.8255	82.55%
Fish aquatic toxicity	-	0.6925	69.25%

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	97.23%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.12%	97.25%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	91.22%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.95%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	88.00%	91.19%
CHEMBL238	Q01959	Dopamine transporter	85.69%	95.88%
CHEMBL2581	P07339	Cathepsin D	85.26%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.02%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.45%	96.77%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.17%	82.69%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.75%	97.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.67%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.16%	92.62%

Plants that contains it

• Duboisia leichhardtii
• Hyoscyamus albus

Cross-Links

• PubChem: 12302177
• LOTUS: LTS0055005
• wikiData: Q105268823