N-[2-(2,2-dimethylchromen-6-yl)ethyl]acetamide

Details

• Internal ID: 6e12bfb4-8cb4-40b4-9b74-c03959eccfd8
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: N-[2-(2,2-dimethylchromen-6-yl)ethyl]acetamide
• SMILES (Canonical): CC(=O)NCCC1=CC2=C(C=C1)OC(C=C2)(C)C
• SMILES (Isomeric): CC(=O)NCCC1=CC2=C(C=C1)OC(C=C2)(C)C
• InChI: InChI=1S/C15H19NO2/c1-11(17)16-9-7-12-4-5-14-13(10-12)6-8-15(2,3)18-14/h4-6,8,10H,7,9H2,1-3H3,(H,16,17)
• InChI Key: XGHPBCGPQMNHDP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₉NO₂
• Molecular Weight: 245.32 g/mol
• Exact Mass: 245.141578849 g/mol
• Topological Polar Surface Area (TPSA): 38.30 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

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	+	0.8004	80.04%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4481	44.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9166	91.66%
OATP1B3 inhibitior	+	0.9477	94.77%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5526	55.26%
P-glycoprotein inhibitior	-	0.9512	95.12%
P-glycoprotein substrate	+	0.6422	64.22%
CYP3A4 substrate	+	0.5533	55.33%
CYP2C9 substrate	-	0.6079	60.79%
CYP2D6 substrate	-	0.7832	78.32%
CYP3A4 inhibition	-	0.8625	86.25%
CYP2C9 inhibition	-	0.5457	54.57%
CYP2C19 inhibition	+	0.5654	56.54%
CYP2D6 inhibition	-	0.6532	65.32%
CYP1A2 inhibition	+	0.6694	66.94%
CYP2C8 inhibition	+	0.4625	46.25%
CYP inhibitory promiscuity	+	0.5870	58.70%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.6777	67.77%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9609	96.09%
Skin irritation	-	0.7257	72.57%
Skin corrosion	-	0.9118	91.18%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4445	44.45%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.7736	77.36%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6311	63.11%
Acute Oral Toxicity (c)	III	0.5314	53.14%
Estrogen receptor binding	+	0.6293	62.93%
Androgen receptor binding	+	0.5530	55.30%
Thyroid receptor binding	-	0.5703	57.03%
Glucocorticoid receptor binding	-	0.6632	66.32%
Aromatase binding	-	0.5805	58.05%
PPAR gamma	-	0.7013	70.13%
Honey bee toxicity	-	0.9363	93.63%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.4537	45.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.52%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.23%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.57%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.56%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	90.56%	94.73%
CHEMBL4208	P20618	Proteasome component C5	89.70%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.52%	85.14%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	86.69%	89.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.07%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.51%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.75%	89.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	82.57%	87.67%

Plants that contains it

• Amyris texana

Cross-Links

• PubChem: 15693442
• LOTUS: LTS0048599
• wikiData: Q105327602