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

Details

• Internal ID: b756305d-a9b2-4d30-91d2-81a950181917
• Taxonomy: Organoheterocyclic compounds > Piperidines > Phenylpiperidines
• IUPAC Name: [(1S,5R)-8-methyl-2-phenyl-8-azabicyclo[3.2.1]octan-1-yl] acetate
• SMILES (Canonical): CC(=O)OC12CCC(N1C)CCC2C3=CC=CC=C3
• SMILES (Isomeric): CC(=O)O[C@]12CC[C@H](N1C)CCC2C3=CC=CC=C3
• InChI: InChI=1S/C16H21NO2/c1-12(18)19-16-11-10-14(17(16)2)8-9-15(16)13-6-4-3-5-7-13/h3-7,14-15H,8-11H2,1-2H3/t14-,15?,16+/m1/s1
• InChI Key: UGGJOHKWBDQFCA-TUOGLVOQSA-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: 2.90
• Atomic LogP (AlogP): 2.92
• 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	+	0.9579	95.79%
Caco-2	+	0.7829	78.29%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6293	62.93%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.9210	92.10%
OATP1B3 inhibitior	+	0.9461	94.61%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	+	0.6428	64.28%
BSEP inhibitior	-	0.8628	86.28%
P-glycoprotein inhibitior	-	0.9201	92.01%
P-glycoprotein substrate	-	0.8675	86.75%
CYP3A4 substrate	+	0.5784	57.84%
CYP2C9 substrate	-	0.5975	59.75%
CYP2D6 substrate	-	0.8465	84.65%
CYP3A4 inhibition	-	0.8213	82.13%
CYP2C9 inhibition	-	0.7729	77.29%
CYP2C19 inhibition	-	0.6659	66.59%
CYP2D6 inhibition	-	0.6660	66.60%
CYP1A2 inhibition	-	0.8200	82.00%
CYP2C8 inhibition	-	0.7947	79.47%
CYP inhibitory promiscuity	-	0.8075	80.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6281	62.81%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9976	99.76%
Skin irritation	-	0.7995	79.95%
Skin corrosion	-	0.9339	93.39%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7909	79.09%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8853	88.53%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6090	60.90%
Acute Oral Toxicity (c)	III	0.4884	48.84%
Estrogen receptor binding	+	0.5453	54.53%
Androgen receptor binding	-	0.6579	65.79%
Thyroid receptor binding	-	0.7403	74.03%
Glucocorticoid receptor binding	-	0.7938	79.38%
Aromatase binding	-	0.5991	59.91%
PPAR gamma	-	0.7716	77.16%
Honey bee toxicity	-	0.9394	93.94%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	+	0.7657	76.57%

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	98.16%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.04%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.01%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.22%	94.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.12%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.61%	82.69%
CHEMBL5028	O14672	ADAM10	85.35%	97.50%
CHEMBL221	P23219	Cyclooxygenase-1	85.16%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.06%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.67%	91.11%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.76%	94.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.32%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.09%	99.23%

Plants that contains it

• Hyoscyamus albus

Cross-Links

• PubChem: 163191338
• LOTUS: LTS0225198
• wikiData: Q105272330