(1S,9R)-4,5,12-trimethyl-6-oxa-12-azatricyclo[7.2.1.02,7]dodeca-2(7),4-dien-3-one

Details

• Internal ID: 05563438-dda5-4612-a325-3802d1c31e0a
• Taxonomy: Organoheterocyclic compounds > Cycloheptapyrans
• IUPAC Name: (1S,9R)-4,5,12-trimethyl-6-oxa-12-azatricyclo[7.2.1.02,7]dodeca-2(7),4-dien-3-one
• SMILES (Canonical): CC1=C(OC2=C(C1=O)C3CCC(C2)N3C)C
• SMILES (Isomeric): CC1=C(OC2=C(C1=O)[C@@H]3CC[C@H](C2)N3C)C
• InChI: InChI=1S/C13H17NO2/c1-7-8(2)16-11-6-9-4-5-10(14(9)3)12(11)13(7)15/h9-10H,4-6H2,1-3H3/t9-,10+/m1/s1
• InChI Key: WBTZDCUVPGAROE-ZJUUUORDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₇NO₂
• Molecular Weight: 219.28 g/mol
• Exact Mass: 219.125928785 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.95
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9890	98.90%
Caco-2	+	0.9037	90.37%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5577	55.77%
OATP2B1 inhibitior	-	0.8502	85.02%
OATP1B1 inhibitior	+	0.9425	94.25%
OATP1B3 inhibitior	+	0.9521	95.21%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	+	0.7000	70.00%
BSEP inhibitior	-	0.7891	78.91%
P-glycoprotein inhibitior	-	0.9409	94.09%
P-glycoprotein substrate	-	0.8249	82.49%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.5875	58.75%
CYP2D6 substrate	-	0.6656	66.56%
CYP3A4 inhibition	-	0.7378	73.78%
CYP2C9 inhibition	-	0.8825	88.25%
CYP2C19 inhibition	-	0.6463	64.63%
CYP2D6 inhibition	+	0.5419	54.19%
CYP1A2 inhibition	-	0.6195	61.95%
CYP2C8 inhibition	-	0.9737	97.37%
CYP inhibitory promiscuity	-	0.8911	89.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5884	58.84%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9362	93.62%
Skin irritation	-	0.8070	80.70%
Skin corrosion	-	0.9226	92.26%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4828	48.28%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8387	83.87%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.6449	64.49%
Acute Oral Toxicity (c)	III	0.5689	56.89%
Estrogen receptor binding	-	0.8094	80.94%
Androgen receptor binding	-	0.5980	59.80%
Thyroid receptor binding	+	0.5190	51.90%
Glucocorticoid receptor binding	+	0.5549	55.49%
Aromatase binding	-	0.7061	70.61%
PPAR gamma	-	0.6834	68.34%
Honey bee toxicity	-	0.9089	90.89%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	-	0.4002	40.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.64%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.56%	95.56%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	86.45%	95.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.92%	89.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.72%	93.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.59%	99.23%
CHEMBL217	P14416	Dopamine D2 receptor	82.66%	95.62%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.45%	90.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.04%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.52%	93.99%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.27%	93.40%
CHEMBL5255	O00206	Toll-like receptor 4	80.05%	92.50%

Plants that contains it

• Bellendena montana
• Darlingia darlingiana
• Triunia erythrocarpa

Cross-Links

• PubChem: 11622645
• LOTUS: LTS0238723
• wikiData: Q105301046