1-[(1R,2R,7R,9R,10R)-10-hydroxy-12-methyl-4-oxa-12-azatricyclo[7.2.1.02,7]dodec-5-en-6-yl]ethanone

Details

• Internal ID: 19bfc3ec-0cc1-4730-bdd5-897e795b546b
• Taxonomy: Organoheterocyclic compounds > Piperidines
• IUPAC Name: 1-[(1R,2R,7R,9R,10R)-10-hydroxy-12-methyl-4-oxa-12-azatricyclo[7.2.1.02,7]dodec-5-en-6-yl]ethanone
• SMILES (Canonical): CC(=O)C1=COCC2C1CC3C(CC2N3C)O
• SMILES (Isomeric): CC(=O)C1=COC[C@@H]2[C@H]1C[C@@H]3[C@@H](C[C@H]2N3C)O
• InChI: InChI=1S/C13H19NO3/c1-7(15)9-5-17-6-10-8(9)3-12-13(16)4-11(10)14(12)2/h5,8,10-13,16H,3-4,6H2,1-2H3/t8-,10+,11+,12+,13+/m0/s1
• InChI Key: NIEQPQSSTARGLM-VECUTGAWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₉NO₃
• Molecular Weight: 237.29 g/mol
• Exact Mass: 237.13649347 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.56
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.7097	70.97%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Lysosomes	0.4692	46.92%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.9135	91.35%
OATP1B3 inhibitior	+	0.9484	94.84%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.8954	89.54%
P-glycoprotein inhibitior	-	0.9670	96.70%
P-glycoprotein substrate	-	0.5934	59.34%
CYP3A4 substrate	+	0.5361	53.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6805	68.05%
CYP3A4 inhibition	-	0.9115	91.15%
CYP2C9 inhibition	-	0.9239	92.39%
CYP2C19 inhibition	-	0.8294	82.94%
CYP2D6 inhibition	-	0.8718	87.18%
CYP1A2 inhibition	-	0.7405	74.05%
CYP2C8 inhibition	-	0.9495	94.95%
CYP inhibitory promiscuity	-	0.9576	95.76%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6309	63.09%
Eye corrosion	-	0.9815	98.15%
Eye irritation	-	0.9857	98.57%
Skin irritation	-	0.7854	78.54%
Skin corrosion	-	0.9326	93.26%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6301	63.01%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8361	83.61%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.7671	76.71%
Acute Oral Toxicity (c)	III	0.5969	59.69%
Estrogen receptor binding	-	0.9047	90.47%
Androgen receptor binding	-	0.5289	52.89%
Thyroid receptor binding	-	0.5397	53.97%
Glucocorticoid receptor binding	-	0.6508	65.08%
Aromatase binding	-	0.8502	85.02%
PPAR gamma	-	0.8307	83.07%
Honey bee toxicity	-	0.8292	82.92%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	-	0.4939	49.39%

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	97.73%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.95%	97.25%
CHEMBL2581	P07339	Cathepsin D	88.73%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.41%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.67%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	84.96%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.48%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.34%	97.21%

Plants that contains it

• Alstonia angustifolia

Cross-Links

• PubChem: 102246929
• LOTUS: LTS0033065
• wikiData: Q105179773