2-[4-(3-Methylbut-2-enoxy)phenyl]acetonitrile

Details

• Internal ID: 8688d4ac-8dac-4924-bec4-5e2e834ed6ef
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzyl cyanides
• IUPAC Name: 2-[4-(3-methylbut-2-enoxy)phenyl]acetonitrile
• SMILES (Canonical): CC(=CCOC1=CC=C(C=C1)CC#N)C
• SMILES (Isomeric): CC(=CCOC1=CC=C(C=C1)CC#N)C
• InChI: InChI=1S/C13H15NO/c1-11(2)8-10-15-13-5-3-12(4-6-13)7-9-14/h3-6,8H,7,10H2,1-2H3
• InChI Key: PIVHWVTWFKBBMW-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₅NO
• Molecular Weight: 201.26 g/mol
• Exact Mass: 201.115364102 g/mol
• Topological Polar Surface Area (TPSA): 33.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.10
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• AKOS000194476

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8311	83.11%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6561	65.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9347	93.47%
OATP1B3 inhibitior	+	0.9585	95.85%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8086	80.86%
P-glycoprotein inhibitior	-	0.9239	92.39%
P-glycoprotein substrate	-	0.9332	93.32%
CYP3A4 substrate	-	0.5284	52.84%
CYP2C9 substrate	-	0.5856	58.56%
CYP2D6 substrate	+	0.3848	38.48%
CYP3A4 inhibition	-	0.5722	57.22%
CYP2C9 inhibition	-	0.8132	81.32%
CYP2C19 inhibition	-	0.5629	56.29%
CYP2D6 inhibition	-	0.7472	74.72%
CYP1A2 inhibition	+	0.9185	91.85%
CYP2C8 inhibition	-	0.7012	70.12%
CYP inhibitory promiscuity	+	0.7717	77.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6286	62.86%
Carcinogenicity (trinary)	Non-required	0.7218	72.18%
Eye corrosion	-	0.8603	86.03%
Eye irritation	+	0.9540	95.40%
Skin irritation	-	0.6802	68.02%
Skin corrosion	-	0.8909	89.09%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6545	65.45%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	+	0.6228	62.28%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.5549	55.49%
Acute Oral Toxicity (c)	III	0.6271	62.71%
Estrogen receptor binding	-	0.5448	54.48%
Androgen receptor binding	+	0.5814	58.14%
Thyroid receptor binding	-	0.6249	62.49%
Glucocorticoid receptor binding	-	0.7045	70.45%
Aromatase binding	+	0.6254	62.54%
PPAR gamma	+	0.5545	55.45%
Honey bee toxicity	-	0.6438	64.38%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9351	93.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.02%	96.09%
CHEMBL2039	P27338	Monoamine oxidase B	92.00%	92.51%
CHEMBL2581	P07339	Cathepsin D	91.67%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.62%	99.17%
CHEMBL4208	P20618	Proteasome component C5	89.87%	90.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	89.46%	90.24%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.53%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	87.03%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	86.64%	94.73%
CHEMBL1929	P47989	Xanthine dehydrogenase	84.64%	96.12%
CHEMBL2535	P11166	Glucose transporter	84.13%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.26%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.75%	96.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.65%	93.65%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.09%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.71%	95.89%

Plants that contains it

• Zanthoxylum integrifoliolum

Cross-Links

• PubChem: 5315425
• LOTUS: LTS0001699
• wikiData: Q105209741