(1R,5S,9R,11R)-11-hydroxy-12-methyl-5-phenyl-6-oxa-12-azatricyclo[7.2.1.02,7]dodec-2(7)-en-3-one

Details

• Internal ID: 848e5b89-9eb2-4659-9340-600bd5f0ac3e
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (1R,5S,9R,11R)-11-hydroxy-12-methyl-5-phenyl-6-oxa-12-azatricyclo[7.2.1.02,7]dodec-2(7)-en-3-one
• InChI: InChI=1S/C17H19NO3/c1-18-11-7-13(20)17(18)16-12(19)9-14(21-15(16)8-11)10-5-3-2-4-6-10/h2-6,11,13-14,17,20H,7-9H2,1H3/t11-,13-,14+,17+/m1/s1
• InChI Key: VMLHZHSLMGIVED-CVGURMSBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₉NO₃
• Molecular Weight: 285.34 g/mol
• Exact Mass: 285.13649347 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.81
• 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	+	0.9969	99.69%
Caco-2	+	0.7558	75.58%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4931	49.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9213	92.13%
OATP1B3 inhibitior	+	0.9546	95.46%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5779	57.79%
BSEP inhibitior	-	0.6272	62.72%
P-glycoprotein inhibitior	-	0.7686	76.86%
P-glycoprotein substrate	-	0.7671	76.71%
CYP3A4 substrate	-	0.5053	50.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3523	35.23%
CYP3A4 inhibition	-	0.8366	83.66%
CYP2C9 inhibition	-	0.7327	73.27%
CYP2C19 inhibition	-	0.5961	59.61%
CYP2D6 inhibition	-	0.8034	80.34%
CYP1A2 inhibition	-	0.6497	64.97%
CYP2C8 inhibition	-	0.9396	93.96%
CYP inhibitory promiscuity	-	0.7953	79.53%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5167	51.67%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.9826	98.26%
Skin irritation	-	0.7770	77.70%
Skin corrosion	-	0.9282	92.82%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7063	70.63%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.6769	67.69%
skin sensitisation	-	0.8348	83.48%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.5093	50.93%
Acute Oral Toxicity (c)	III	0.5365	53.65%
Estrogen receptor binding	-	0.5795	57.95%
Androgen receptor binding	-	0.5603	56.03%
Thyroid receptor binding	-	0.6227	62.27%
Glucocorticoid receptor binding	-	0.5880	58.80%
Aromatase binding	-	0.6106	61.06%
PPAR gamma	+	0.6177	61.77%
Honey bee toxicity	-	0.9266	92.66%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	-	0.4076	40.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.23%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.34%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.69%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.71%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.88%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.67%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.78%	99.23%
CHEMBL4208	P20618	Proteasome component C5	84.05%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.01%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	83.68%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162862439
• LOTUS: LTS0271497
• wikiData: Q105289041