4-amino-1,11-dihydroxy-10-methyl-3,6-dioxo-9-oxatricyclo[6.2.2.02,7]dodeca-2(7),4-diene-5-carboxamide

Details

• Internal ID: 2a5a6c78-5d44-4473-9222-c7b14b56cdfa
• Taxonomy: Organoheterocyclic compounds > Pyrans
• IUPAC Name: 4-amino-1,11-dihydroxy-10-methyl-3,6-dioxo-9-oxatricyclo[6.2.2.02,7]dodeca-2(7),4-diene-5-carboxamide
• InChI: InChI=1S/C13H14N2O6/c1-3-13(20)5(16)2-4(21-3)6-8(13)11(18)9(14)7(10(6)17)12(15)19/h3-5,16,20H,2,14H2,1H3,(H2,15,19)
• InChI Key: LPYSGWGVFQFKJA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄N₂O₆
• Molecular Weight: 294.26 g/mol
• Exact Mass: 294.08518617 g/mol
• Topological Polar Surface Area (TPSA): 153.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -2.58
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7727	77.27%
Caco-2	-	0.8309	83.09%
Blood Brain Barrier	-	0.8379	83.79%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4450	44.50%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.9459	94.59%
OATP1B3 inhibitior	+	0.9548	95.48%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9022	90.22%
P-glycoprotein inhibitior	-	0.9044	90.44%
P-glycoprotein substrate	-	0.6588	65.88%
CYP3A4 substrate	+	0.5319	53.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8578	85.78%
CYP3A4 inhibition	-	0.9358	93.58%
CYP2C9 inhibition	-	0.8089	80.89%
CYP2C19 inhibition	-	0.8017	80.17%
CYP2D6 inhibition	-	0.9233	92.33%
CYP1A2 inhibition	-	0.8133	81.33%
CYP2C8 inhibition	-	0.9596	95.96%
CYP inhibitory promiscuity	-	0.8154	81.54%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5016	50.16%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.8659	86.59%
Skin irritation	-	0.7644	76.44%
Skin corrosion	-	0.9288	92.88%
Ames mutagenesis	-	0.5737	57.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6657	66.57%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5994	59.94%
skin sensitisation	-	0.8407	84.07%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.7384	73.84%
Acute Oral Toxicity (c)	III	0.5221	52.21%
Estrogen receptor binding	+	0.8902	89.02%
Androgen receptor binding	-	0.4837	48.37%
Thyroid receptor binding	-	0.5737	57.37%
Glucocorticoid receptor binding	+	0.7855	78.55%
Aromatase binding	-	0.5268	52.68%
PPAR gamma	+	0.8451	84.51%
Honey bee toxicity	-	0.8907	89.07%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.7180	71.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	93.99%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.67%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.90%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.11%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.16%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	84.90%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.81%	99.23%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.33%	94.42%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.26%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.10%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.91%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.67%	95.56%
CHEMBL3384	Q16512	Protein kinase N1	82.32%	80.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.34%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.11%	96.61%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.07%	97.21%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 333725
• LOTUS: LTS0180222
• wikiData: Q105224823