[(1R,5R)-8-methyl-8-azabicyclo[3.2.1]octan-1-yl] 2-phenylacetate

Details

• Internal ID: 2f04e358-fc50-4eea-a043-525f5388d7b2
• Taxonomy: Alkaloids and derivatives > Tropane alkaloids
• IUPAC Name: [(1R,5R)-8-methyl-8-azabicyclo[3.2.1]octan-1-yl] 2-phenylacetate
• SMILES (Canonical): CN1C2CCCC1(CC2)OC(=O)CC3=CC=CC=C3
• SMILES (Isomeric): CN1[C@@H]2CCC[C@]1(CC2)OC(=O)CC3=CC=CC=C3
• InChI: InChI=1S/C16H21NO2/c1-17-14-8-5-10-16(17,11-9-14)19-15(18)12-13-6-3-2-4-7-13/h2-4,6-7,14H,5,8-12H2,1H3/t14-,16-/m1/s1
• InChI Key: FPAXRIZNMBFUFU-GDBMZVCRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₁NO₂
• Molecular Weight: 259.34 g/mol
• Exact Mass: 259.157228913 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.75
• H-Bond Acceptor: 3
• 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	+	0.9592	95.92%
Caco-2	+	0.8646	86.46%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5511	55.11%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.9184	91.84%
OATP1B3 inhibitior	+	0.9463	94.63%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	+	0.7428	74.28%
BSEP inhibitior	-	0.4648	46.48%
P-glycoprotein inhibitior	-	0.8474	84.74%
P-glycoprotein substrate	-	0.8461	84.61%
CYP3A4 substrate	+	0.5703	57.03%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.8164	81.64%
CYP3A4 inhibition	-	0.8683	86.83%
CYP2C9 inhibition	-	0.7480	74.80%
CYP2C19 inhibition	-	0.6458	64.58%
CYP2D6 inhibition	-	0.6132	61.32%
CYP1A2 inhibition	-	0.8209	82.09%
CYP2C8 inhibition	-	0.8297	82.97%
CYP inhibitory promiscuity	-	0.7574	75.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6164	61.64%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9462	94.62%
Skin irritation	-	0.7994	79.94%
Skin corrosion	-	0.9292	92.92%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6769	67.69%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.5749	57.49%
skin sensitisation	-	0.8844	88.44%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8566	85.66%
Acute Oral Toxicity (c)	III	0.6011	60.11%
Estrogen receptor binding	-	0.5106	51.06%
Androgen receptor binding	-	0.6250	62.50%
Thyroid receptor binding	-	0.5441	54.41%
Glucocorticoid receptor binding	-	0.5950	59.50%
Aromatase binding	+	0.5769	57.69%
PPAR gamma	-	0.6798	67.98%
Honey bee toxicity	-	0.9622	96.22%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5245	52.45%
Fish aquatic toxicity	+	0.6816	68.16%

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	97.95%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.88%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	93.35%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.02%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.81%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.28%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.09%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.74%	82.69%
CHEMBL5028	O14672	ADAM10	82.22%	97.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.70%	93.03%
CHEMBL5805	Q9NR97	Toll-like receptor 8	81.28%	96.25%

Plants that contains it

• Datura stramonium

Cross-Links

• PubChem: 69566372
• LOTUS: LTS0149912
• wikiData: Q104999061