4-Benzyl-1-[1-(4-methoxy-6-oxopyran-2-yl)-2-phenylethyl]-6-oxopyridine-3-carboxamide

Details

• Internal ID: ae74b2b6-2908-4b0e-a3d6-7583d687cfac
• Taxonomy: Phenylpropanoids and polyketides > Kavalactones
• IUPAC Name: 4-benzyl-1-[1-(4-methoxy-6-oxopyran-2-yl)-2-phenylethyl]-6-oxopyridine-3-carboxamide
• InChI: InChI=1S/C27H24N2O5/c1-33-21-15-24(34-26(31)16-21)23(13-19-10-6-3-7-11-19)29-17-22(27(28)32)20(14-25(29)30)12-18-8-4-2-5-9-18/h2-11,14-17,23H,12-13H2,1H3,(H2,28,32)
• InChI Key: ZLLURFBMQBIVMQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₄N₂O₅
• Molecular Weight: 456.50 g/mol
• Exact Mass: 456.16852187 g/mol
• Topological Polar Surface Area (TPSA): 98.90 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.33
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6991	69.91%
Caco-2	-	0.7676	76.76%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5222	52.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8975	89.75%
OATP1B3 inhibitior	+	0.9499	94.99%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7882	78.82%
BSEP inhibitior	+	0.9877	98.77%
P-glycoprotein inhibitior	+	0.8709	87.09%
P-glycoprotein substrate	-	0.5807	58.07%
CYP3A4 substrate	+	0.5490	54.90%
CYP2C9 substrate	+	0.8067	80.67%
CYP2D6 substrate	-	0.8698	86.98%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.5945	59.45%
CYP2C19 inhibition	+	0.5435	54.35%
CYP2D6 inhibition	-	0.8963	89.63%
CYP1A2 inhibition	-	0.6537	65.37%
CYP2C8 inhibition	-	0.5760	57.60%
CYP inhibitory promiscuity	+	0.6190	61.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5341	53.41%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9752	97.52%
Skin irritation	-	0.8544	85.44%
Skin corrosion	-	0.9638	96.38%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7814	78.14%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.5732	57.32%
skin sensitisation	-	0.9326	93.26%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7667	76.67%
Acute Oral Toxicity (c)	III	0.7011	70.11%
Estrogen receptor binding	+	0.8712	87.12%
Androgen receptor binding	+	0.8094	80.94%
Thyroid receptor binding	+	0.5981	59.81%
Glucocorticoid receptor binding	+	0.8494	84.94%
Aromatase binding	+	0.5395	53.95%
PPAR gamma	+	0.7188	71.88%
Honey bee toxicity	-	0.8536	85.36%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.5320	53.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.70%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.88%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.56%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.05%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.22%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	93.41%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.25%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.37%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.03%	91.07%
CHEMBL4208	P20618	Proteasome component C5	83.83%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.66%	94.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.86%	93.00%
CHEMBL2535	P11166	Glucose transporter	81.75%	98.75%
CHEMBL3891	P07384	Calpain 1	81.02%	93.04%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.86%	99.15%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11259603
• LOTUS: LTS0048276
• wikiData: Q105378973