methyl (2S,4R)-2-methyl-3-oxa-9-azatricyclo[4.4.0.02,4]deca-1(6),7,9-triene-7-carboxylate

Details

• Internal ID: b7be6fd5-7747-42fe-b37c-a2bdce24d9f1
• Taxonomy: Organoheterocyclic compounds > Pyranopyridines
• IUPAC Name: methyl (2S,4R)-2-methyl-3-oxa-9-azatricyclo[4.4.0.02,4]deca-1(6),7,9-triene-7-carboxylate
• SMILES (Canonical): CC12C(O1)CC3=C2C=NC=C3C(=O)OC
• SMILES (Isomeric): C[C@]12[C@H](O1)CC3=C2C=NC=C3C(=O)OC
• InChI: InChI=1S/C11H11NO3/c1-11-8-5-12-4-7(10(13)14-2)6(8)3-9(11)15-11/h4-5,9H,3H2,1-2H3/t9-,11+/m1/s1
• InChI Key: BYRLCVBOECZOOI-KOLCDFICSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₁NO₃
• Molecular Weight: 205.21 g/mol
• Exact Mass: 205.07389321 g/mol
• Topological Polar Surface Area (TPSA): 51.70 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9908	99.08%
Caco-2	+	0.6153	61.53%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6902	69.02%
OATP2B1 inhibitior	-	0.8670	86.70%
OATP1B1 inhibitior	+	0.9353	93.53%
OATP1B3 inhibitior	+	0.9537	95.37%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7856	78.56%
P-glycoprotein inhibitior	-	0.9702	97.02%
P-glycoprotein substrate	-	0.8895	88.95%
CYP3A4 substrate	+	0.5430	54.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8698	86.98%
CYP3A4 inhibition	+	0.6163	61.63%
CYP2C9 inhibition	-	0.6869	68.69%
CYP2C19 inhibition	-	0.5218	52.18%
CYP2D6 inhibition	-	0.8735	87.35%
CYP1A2 inhibition	+	0.5718	57.18%
CYP2C8 inhibition	+	0.4702	47.02%
CYP inhibitory promiscuity	-	0.5185	51.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6056	60.56%
Eye corrosion	-	0.9800	98.00%
Eye irritation	-	0.7397	73.97%
Skin irritation	-	0.7315	73.15%
Skin corrosion	-	0.9565	95.65%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6936	69.36%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.6099	60.99%
skin sensitisation	-	0.7385	73.85%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.6799	67.99%
Acute Oral Toxicity (c)	III	0.5580	55.80%
Estrogen receptor binding	-	0.8707	87.07%
Androgen receptor binding	-	0.7540	75.40%
Thyroid receptor binding	-	0.6162	61.62%
Glucocorticoid receptor binding	-	0.6846	68.46%
Aromatase binding	-	0.7081	70.81%
PPAR gamma	-	0.7710	77.10%
Honey bee toxicity	-	0.9183	91.83%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.6300	63.00%

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	97.74%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.31%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.13%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.13%	94.45%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	86.92%	98.99%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	86.11%	85.30%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.78%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.57%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.39%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.82%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.78%	95.89%
CHEMBL5028	O14672	ADAM10	81.95%	97.50%
CHEMBL2535	P11166	Glucose transporter	81.92%	98.75%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.26%	97.53%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	80.12%	92.29%

Plants that contains it

• Scaevola racemigera

Cross-Links

• PubChem: 162917042
• LOTUS: LTS0105376
• wikiData: Q104949766