[(1S,2R,3R,5S,6S)-2-benzyl-3-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-6-yl] benzoate

Details

• Internal ID: fafc0a6e-77b4-4270-a2da-5646ab592403
• Taxonomy: Organoheterocyclic compounds > Piperidines > Benzylpiperidines > 3-benzylpiperidines
• IUPAC Name: [(1S,2R,3R,5S,6S)-2-benzyl-3-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-6-yl] benzoate
• SMILES (Canonical): CN1C2CC(C(C1CC2OC(=O)C3=CC=CC=C3)CC4=CC=CC=C4)O
• SMILES (Isomeric): CN1[C@H]2C[C@H]([C@@H]([C@@H]1C[C@@H]2OC(=O)C3=CC=CC=C3)CC4=CC=CC=C4)O
• InChI: InChI=1S/C22H25NO3/c1-23-18-14-21(26-22(25)16-10-6-3-7-11-16)19(23)13-20(24)17(18)12-15-8-4-2-5-9-15/h2-11,17-21,24H,12-14H2,1H3/t17-,18+,19+,20-,21+/m1/s1
• InChI Key: GCUXPQRWLZDZQJ-IFLJBQAJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₅NO₃
• Molecular Weight: 351.40 g/mol
• Exact Mass: 351.18344366 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9672	96.72%
Caco-2	+	0.8467	84.67%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Lysosomes	0.5071	50.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9347	93.47%
OATP1B3 inhibitior	+	0.9405	94.05%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.6910	69.10%
P-glycoprotein inhibitior	-	0.6283	62.83%
P-glycoprotein substrate	-	0.5085	50.85%
CYP3A4 substrate	+	0.6152	61.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4435	44.35%
CYP3A4 inhibition	-	0.8847	88.47%
CYP2C9 inhibition	-	0.8988	89.88%
CYP2C19 inhibition	-	0.8933	89.33%
CYP2D6 inhibition	-	0.7993	79.93%
CYP1A2 inhibition	-	0.8696	86.96%
CYP2C8 inhibition	-	0.7830	78.30%
CYP inhibitory promiscuity	-	0.9121	91.21%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6452	64.52%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9871	98.71%
Skin irritation	-	0.7978	79.78%
Skin corrosion	-	0.9495	94.95%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8804	88.04%
Micronuclear	+	0.5974	59.74%
Hepatotoxicity	-	0.5569	55.69%
skin sensitisation	-	0.8972	89.72%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7943	79.43%
Acute Oral Toxicity (c)	III	0.6254	62.54%
Estrogen receptor binding	-	0.5301	53.01%
Androgen receptor binding	-	0.6078	60.78%
Thyroid receptor binding	-	0.6669	66.69%
Glucocorticoid receptor binding	-	0.6396	63.96%
Aromatase binding	-	0.6977	69.77%
PPAR gamma	-	0.6905	69.05%
Honey bee toxicity	-	0.9094	90.94%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	+	0.8444	84.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.04%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.69%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.85%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.75%	86.33%
CHEMBL4208	P20618	Proteasome component C5	87.28%	90.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.25%	95.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.41%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.99%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.59%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.66%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.22%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162973060
• LOTUS: LTS0154063
• wikiData: Q105006482