(1S,9R,10R)-10-hydroxy-11-oxa-7-azatricyclo[7.3.1.02,7]trideca-2,4-dien-6-one

Details

• Internal ID: fc43b56e-c72f-4d91-b18e-eebd0416fbc8
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Hydropyridines > Pyridinones
• IUPAC Name: (1S,9R,10R)-10-hydroxy-11-oxa-7-azatricyclo[7.3.1.02,7]trideca-2,4-dien-6-one
• SMILES (Canonical): C1C2CN3C(=O)C=CC=C3C1COC2O
• SMILES (Isomeric): C1[C@@H]2CN3C(=O)C=CC=C3[C@H]1CO[C@H]2O
• InChI: InChI=1S/C11H13NO3/c13-10-3-1-2-9-8-4-7(5-12(9)10)11(14)15-6-8/h1-3,7-8,11,14H,4-6H2/t7-,8-,11-/m1/s1
• InChI Key: IDNAHIFOTYBRCJ-SOCHQFKDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₃NO₃
• Molecular Weight: 207.23 g/mol
• Exact Mass: 207.08954328 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.30
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9847	98.47%
Caco-2	+	0.5508	55.08%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6823	68.23%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9503	95.03%
OATP1B3 inhibitior	+	0.9492	94.92%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9563	95.63%
P-glycoprotein inhibitior	-	0.9769	97.69%
P-glycoprotein substrate	-	0.7466	74.66%
CYP3A4 substrate	+	0.5218	52.18%
CYP2C9 substrate	-	0.8002	80.02%
CYP2D6 substrate	-	0.8449	84.49%
CYP3A4 inhibition	-	0.7165	71.65%
CYP2C9 inhibition	-	0.8780	87.80%
CYP2C19 inhibition	-	0.7109	71.09%
CYP2D6 inhibition	-	0.8502	85.02%
CYP1A2 inhibition	+	0.5586	55.86%
CYP2C8 inhibition	-	0.9494	94.94%
CYP inhibitory promiscuity	-	0.8515	85.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6137	61.37%
Eye corrosion	-	0.9847	98.47%
Eye irritation	-	0.6710	67.10%
Skin irritation	-	0.7459	74.59%
Skin corrosion	-	0.9586	95.86%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7554	75.54%
Micronuclear	+	0.7074	70.74%
Hepatotoxicity	+	0.5563	55.63%
skin sensitisation	-	0.7899	78.99%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.5757	57.57%
Acute Oral Toxicity (c)	III	0.5805	58.05%
Estrogen receptor binding	-	0.5553	55.53%
Androgen receptor binding	+	0.5315	53.15%
Thyroid receptor binding	-	0.5679	56.79%
Glucocorticoid receptor binding	-	0.6301	63.01%
Aromatase binding	-	0.8073	80.73%
PPAR gamma	-	0.5511	55.11%
Honey bee toxicity	-	0.9106	91.06%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	-	0.5000	50.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.64%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.57%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.48%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.99%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.62%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.81%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.32%	89.00%
CHEMBL5805	Q9NR97	Toll-like receptor 8	81.61%	96.25%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.12%	100.00%

Plants that contains it

• Maackia hupehensis

Cross-Links

• PubChem: 163104393
• LOTUS: LTS0020749
• wikiData: Q105111428