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

Details

• Internal ID: e8fa6ed1-ae5f-4e5b-a88d-91d718c2a47e
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: N-[2-(2,2-dimethylchromen-6-yl)ethyl]-N,3-dimethylbut-2-enamide
• SMILES (Canonical): CC(=CC(=O)N(C)CCC1=CC2=C(C=C1)OC(C=C2)(C)C)C
• SMILES (Isomeric): CC(=CC(=O)N(C)CCC1=CC2=C(C=C1)OC(C=C2)(C)C)C
• InChI: InChI=1S/C19H25NO2/c1-14(2)12-18(21)20(5)11-9-15-6-7-17-16(13-15)8-10-19(3,4)22-17/h6-8,10,12-13H,9,11H2,1-5H3
• InChI Key: NXBUNEYROOXTNW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₅NO₂
• Molecular Weight: 299.40 g/mol
• Exact Mass: 299.188529040 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.84
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	+	0.8716	87.16%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6540	65.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8999	89.99%
OATP1B3 inhibitior	+	0.9461	94.61%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.4623	46.23%
P-glycoprotein inhibitior	-	0.6107	61.07%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6478	64.78%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.8532	85.32%
CYP3A4 inhibition	-	0.8686	86.86%
CYP2C9 inhibition	-	0.6880	68.80%
CYP2C19 inhibition	-	0.7078	70.78%
CYP2D6 inhibition	-	0.6420	64.20%
CYP1A2 inhibition	+	0.7717	77.17%
CYP2C8 inhibition	-	0.6091	60.91%
CYP inhibitory promiscuity	-	0.5660	56.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6988	69.88%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9436	94.36%
Skin irritation	-	0.7265	72.65%
Skin corrosion	-	0.8590	85.90%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6774	67.74%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.7661	76.61%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.6944	69.44%
Acute Oral Toxicity (c)	III	0.4819	48.19%
Estrogen receptor binding	+	0.7369	73.69%
Androgen receptor binding	+	0.7318	73.18%
Thyroid receptor binding	+	0.5613	56.13%
Glucocorticoid receptor binding	-	0.5355	53.55%
Aromatase binding	-	0.4916	49.16%
PPAR gamma	-	0.5058	50.58%
Honey bee toxicity	-	0.8560	85.60%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6152	61.52%
Fish aquatic toxicity	+	0.7859	78.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.27%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.70%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.45%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.13%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	91.37%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.43%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.22%	99.17%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	87.25%	89.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.91%	86.33%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.61%	96.37%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.02%	85.14%

Plants that contains it

• Amyris texana

Cross-Links

• PubChem: 15693448
• LOTUS: LTS0018418
• wikiData: Q105186926