5-(1,3-benzodioxol-5-yl)-N-(2-hydroxy-2-methylpropyl)penta-2,4-dienamide

Details

• Internal ID: e4b9c193-1d82-4d2e-8402-ab74046b8a0e
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: 5-(1,3-benzodioxol-5-yl)-N-(2-hydroxy-2-methylpropyl)penta-2,4-dienamide
• InChI: InChI=1S/C16H19NO4/c1-16(2,19)10-17-15(18)6-4-3-5-12-7-8-13-14(9-12)21-11-20-13/h3-9,19H,10-11H2,1-2H3,(H,17,18)
• InChI Key: KNAGLFRHSWIJBB-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₉NO₄
• Molecular Weight: 289.33 g/mol
• Exact Mass: 289.13140809 g/mol
• Topological Polar Surface Area (TPSA): 67.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.87
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9619	96.19%
Caco-2	+	0.5686	56.86%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6235	62.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9209	92.09%
OATP1B3 inhibitior	+	0.9392	93.92%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8019	80.19%
P-glycoprotein inhibitior	-	0.8763	87.63%
P-glycoprotein substrate	-	0.8030	80.30%
CYP3A4 substrate	-	0.5279	52.79%
CYP2C9 substrate	-	0.8151	81.51%
CYP2D6 substrate	-	0.8880	88.80%
CYP3A4 inhibition	-	0.5923	59.23%
CYP2C9 inhibition	-	0.7022	70.22%
CYP2C19 inhibition	-	0.7144	71.44%
CYP2D6 inhibition	-	0.7181	71.81%
CYP1A2 inhibition	-	0.5933	59.33%
CYP2C8 inhibition	-	0.6929	69.29%
CYP inhibitory promiscuity	+	0.5159	51.59%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.5926	59.26%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9282	92.82%
Skin irritation	-	0.7519	75.19%
Skin corrosion	-	0.9223	92.23%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3718	37.18%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.6181	61.81%
skin sensitisation	-	0.7742	77.42%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6574	65.74%
Acute Oral Toxicity (c)	III	0.6391	63.91%
Estrogen receptor binding	+	0.7687	76.87%
Androgen receptor binding	+	0.8750	87.50%
Thyroid receptor binding	+	0.7326	73.26%
Glucocorticoid receptor binding	-	0.5786	57.86%
Aromatase binding	+	0.8812	88.12%
PPAR gamma	+	0.6529	65.29%
Honey bee toxicity	-	0.9257	92.57%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.6403	64.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.61%	91.11%
CHEMBL2039	P27338	Monoamine oxidase B	98.59%	92.51%
CHEMBL2581	P07339	Cathepsin D	95.58%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.08%	94.80%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.00%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.73%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	93.47%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.90%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.32%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.06%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.59%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.27%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.65%	99.17%
CHEMBL1841	P06241	Tyrosine-protein kinase FYN	86.12%	81.29%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.78%	89.34%
CHEMBL4208	P20618	Proteasome component C5	83.15%	90.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	82.40%	80.96%

Plants that contains it

• Piper corcovadense

Cross-Links

• PubChem: 162820444
• LOTUS: LTS0050651
• wikiData: Q104170430