2-But-2-en-2-yl-3,3-bis(hydroxymethyl)-5-phenyl-2,7-dihydrofuro[2,3-b]pyridin-4-one

Details

• Internal ID: 8ecb0580-c4a7-4bc7-a163-928678d39628
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Phenylpyridines
• IUPAC Name: 2-but-2-en-2-yl-3,3-bis(hydroxymethyl)-5-phenyl-2,7-dihydrofuro[2,3-b]pyridin-4-one
• InChI: InChI=1S/C19H21NO4/c1-3-12(2)17-19(10-21,11-22)15-16(23)14(9-20-18(15)24-17)13-7-5-4-6-8-13/h3-9,17,21-22H,10-11H2,1-2H3,(H,20,23)
• InChI Key: FKZNPCVXRTWCQK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₁NO₄
• Molecular Weight: 327.40 g/mol
• Exact Mass: 327.14705815 g/mol
• Topological Polar Surface Area (TPSA): 78.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.99
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• ZINC00025711

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9642	96.42%
Caco-2	+	0.6461	64.61%
Blood Brain Barrier	+	0.6121	61.21%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6961	69.61%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.8858	88.58%
OATP1B3 inhibitior	+	0.9453	94.53%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7882	78.82%
P-glycoprotein inhibitior	-	0.4901	49.01%
P-glycoprotein substrate	-	0.6884	68.84%
CYP3A4 substrate	+	0.5278	52.78%
CYP2C9 substrate	-	0.6050	60.50%
CYP2D6 substrate	-	0.8235	82.35%
CYP3A4 inhibition	-	0.6663	66.63%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.5514	55.14%
CYP2D6 inhibition	-	0.8873	88.73%
CYP1A2 inhibition	+	0.6466	64.66%
CYP2C8 inhibition	-	0.7123	71.23%
CYP inhibitory promiscuity	+	0.7979	79.79%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5819	58.19%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9430	94.30%
Skin irritation	-	0.8075	80.75%
Skin corrosion	-	0.9373	93.73%
Ames mutagenesis	-	0.5254	52.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4676	46.76%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8207	82.07%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6137	61.37%
Acute Oral Toxicity (c)	III	0.5141	51.41%
Estrogen receptor binding	+	0.6616	66.16%
Androgen receptor binding	+	0.7357	73.57%
Thyroid receptor binding	+	0.7418	74.18%
Glucocorticoid receptor binding	+	0.7614	76.14%
Aromatase binding	+	0.7639	76.39%
PPAR gamma	+	0.7158	71.58%
Honey bee toxicity	-	0.8862	88.62%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8152	81.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.94%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.17%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.01%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.07%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.30%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.27%	99.23%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	89.14%	83.10%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.31%	89.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	83.33%	89.44%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.25%	83.00%
CHEMBL1937	Q92769	Histone deacetylase 2	81.23%	94.75%
CHEMBL5028	O14672	ADAM10	80.57%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.03%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 49824701
• LOTUS: LTS0112738
• wikiData: Q104166500