N-[2-(2,2-dimethylchromen-6-yl)ethyl]-3-methylbut-2-enamide

Details

• Internal ID: bfa7c18d-8628-44c2-b0ea-cdadeecb2767
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: N-[2-(2,2-dimethylchromen-6-yl)ethyl]-3-methylbut-2-enamide
• SMILES (Canonical): CC(=CC(=O)NCCC1=CC2=C(C=C1)OC(C=C2)(C)C)C
• SMILES (Isomeric): CC(=CC(=O)NCCC1=CC2=C(C=C1)OC(C=C2)(C)C)C
• InChI: InChI=1S/C18H23NO2/c1-13(2)11-17(20)19-10-8-14-5-6-16-15(12-14)7-9-18(3,4)21-16/h5-7,9,11-12H,8,10H2,1-4H3,(H,19,20)
• InChI Key: HUGUEKHNJYELQB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₃NO₂
• Molecular Weight: 285.40 g/mol
• Exact Mass: 285.172878976 g/mol
• Topological Polar Surface Area (TPSA): 38.30 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.50
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8511	85.11%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5889	58.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9038	90.38%
OATP1B3 inhibitior	+	0.9489	94.89%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5288	52.88%
P-glycoprotein inhibitior	-	0.6625	66.25%
P-glycoprotein substrate	+	0.6411	64.11%
CYP3A4 substrate	+	0.5865	58.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8488	84.88%
CYP3A4 inhibition	-	0.7745	77.45%
CYP2C9 inhibition	+	0.6218	62.18%
CYP2C19 inhibition	+	0.6975	69.75%
CYP2D6 inhibition	-	0.6731	67.31%
CYP1A2 inhibition	+	0.7396	73.96%
CYP2C8 inhibition	+	0.5831	58.31%
CYP inhibitory promiscuity	+	0.8320	83.20%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6777	67.77%
Eye corrosion	-	0.9829	98.29%
Eye irritation	-	0.9296	92.96%
Skin irritation	-	0.7349	73.49%
Skin corrosion	-	0.9223	92.23%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6865	68.65%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.7585	75.85%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6930	69.30%
Acute Oral Toxicity (c)	III	0.5976	59.76%
Estrogen receptor binding	+	0.7141	71.41%
Androgen receptor binding	+	0.7152	71.52%
Thyroid receptor binding	+	0.6008	60.08%
Glucocorticoid receptor binding	-	0.5084	50.84%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5829	58.29%
Honey bee toxicity	-	0.8903	89.03%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.5388	53.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.12%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.76%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.98%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.68%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.79%	94.73%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	88.47%	89.67%
CHEMBL4208	P20618	Proteasome component C5	88.31%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.91%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.59%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.53%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.22%	86.33%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	81.63%	87.67%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	80.30%	92.29%

Plants that contains it

• Amyris texana

Cross-Links

• PubChem: 15693444
• LOTUS: LTS0000002
• wikiData: Q105033762