[(1S,5R)-3-acetyloxy-8-methyl-8-azabicyclo[3.2.1]octan-6-yl] 2-phenylacetate

Details

• Internal ID: 01542260-efe7-4023-b500-a724d7aa42bc
• Taxonomy: Alkaloids and derivatives > Tropane alkaloids
• IUPAC Name: [(1S,5R)-3-acetyloxy-8-methyl-8-azabicyclo[3.2.1]octan-6-yl] 2-phenylacetate
• SMILES (Canonical): CC(=O)OC1CC2CC(C(C1)N2C)OC(=O)CC3=CC=CC=C3
• SMILES (Isomeric): CC(=O)OC1C[C@H]2CC([C@@H](C1)N2C)OC(=O)CC3=CC=CC=C3
• InChI: InChI=1S/C18H23NO4/c1-12(20)22-15-9-14-10-17(16(11-15)19(14)2)23-18(21)8-13-6-4-3-5-7-13/h3-7,14-17H,8-11H2,1-2H3/t14-,15?,16+,17?/m0/s1
• InChI Key: RDLWTVBVTQMPHR-ORBLRFAASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₃NO₄
• Molecular Weight: 317.40 g/mol
• Exact Mass: 317.16270821 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.94
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9319	93.19%
Caco-2	+	0.7388	73.88%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.4733	47.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9306	93.06%
OATP1B3 inhibitior	+	0.9378	93.78%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.7751	77.51%
P-glycoprotein inhibitior	-	0.7757	77.57%
P-glycoprotein substrate	-	0.5849	58.49%
CYP3A4 substrate	+	0.5991	59.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3828	38.28%
CYP3A4 inhibition	-	0.9006	90.06%
CYP2C9 inhibition	-	0.8822	88.22%
CYP2C19 inhibition	-	0.8983	89.83%
CYP2D6 inhibition	-	0.6788	67.88%
CYP1A2 inhibition	-	0.8663	86.63%
CYP2C8 inhibition	-	0.8580	85.80%
CYP inhibitory promiscuity	-	0.8537	85.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9107	91.07%
Carcinogenicity (trinary)	Non-required	0.6453	64.53%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9593	95.93%
Skin irritation	-	0.8362	83.62%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	-	0.6637	66.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4330	43.30%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.9165	91.65%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.5889	58.89%
Acute Oral Toxicity (c)	III	0.7236	72.36%
Estrogen receptor binding	-	0.6206	62.06%
Androgen receptor binding	-	0.7772	77.72%
Thyroid receptor binding	-	0.6633	66.33%
Glucocorticoid receptor binding	-	0.5700	57.00%
Aromatase binding	-	0.7481	74.81%
PPAR gamma	-	0.6500	65.00%
Honey bee toxicity	-	0.8959	89.59%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	0.8425	84.25%

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	98.99%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.15%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.93%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.95%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	89.47%	90.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.88%	94.08%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	88.31%	94.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.10%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.90%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.00%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.83%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.79%	95.89%
CHEMBL5028	O14672	ADAM10	81.46%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.21%	95.50%

Plants that contains it

• Erythroxylum hypericifolium

Cross-Links

• PubChem: 163193379
• LOTUS: LTS0171644
• wikiData: Q105234319