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

Details

• Internal ID: 813c30c8-01a6-475b-9928-43273438b0b2
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: N-[2-(2,2-dimethylchromen-6-yl)ethyl]-N-methylacetamide
• SMILES (Canonical): CC(=O)N(C)CCC1=CC2=C(C=C1)OC(C=C2)(C)C
• SMILES (Isomeric): CC(=O)N(C)CCC1=CC2=C(C=C1)OC(C=C2)(C)C
• InChI: InChI=1S/C16H21NO2/c1-12(18)17(4)10-8-13-5-6-15-14(11-13)7-9-16(2,3)19-15/h5-7,9,11H,8,10H2,1-4H3
• InChI Key: LXVRFYVHYMCDDM-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₁NO₂
• Molecular Weight: 259.34 g/mol
• Exact Mass: 259.157228913 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9819	98.19%
Caco-2	+	0.9077	90.77%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5128	51.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9095	90.95%
OATP1B3 inhibitior	+	0.9472	94.72%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.6556	65.56%
P-glycoprotein inhibitior	-	0.9158	91.58%
P-glycoprotein substrate	-	0.6244	62.44%
CYP3A4 substrate	+	0.6370	63.70%
CYP2C9 substrate	-	0.6023	60.23%
CYP2D6 substrate	-	0.7941	79.41%
CYP3A4 inhibition	-	0.9075	90.75%
CYP2C9 inhibition	-	0.7671	76.71%
CYP2C19 inhibition	-	0.7649	76.49%
CYP2D6 inhibition	-	0.5900	59.00%
CYP1A2 inhibition	+	0.7781	77.81%
CYP2C8 inhibition	-	0.6817	68.17%
CYP inhibitory promiscuity	-	0.7284	72.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6868	68.68%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9662	96.62%
Skin irritation	-	0.7389	73.89%
Skin corrosion	-	0.8352	83.52%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6939	69.39%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.7829	78.29%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7138	71.38%
Acute Oral Toxicity (c)	III	0.5582	55.82%
Estrogen receptor binding	+	0.5756	57.56%
Androgen receptor binding	+	0.5984	59.84%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.6250	62.50%
Aromatase binding	-	0.4853	48.53%
PPAR gamma	-	0.6649	66.49%
Honey bee toxicity	-	0.8766	87.66%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6152	61.52%
Fish aquatic toxicity	+	0.7226	72.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.68%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.05%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.08%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.18%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.26%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	88.08%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.66%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.96%	89.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	84.80%	89.67%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	84.50%	96.37%

Plants that contains it

• Amyris texana

Cross-Links

• PubChem: 15693447
• LOTUS: LTS0140987
• wikiData: Q105159095