1-Methoxy-4-[5-(4-methoxyphenoxy)pent-3-en-1-ynyl]benzene

Details

• Internal ID: c9e7da8d-516b-41a3-a6b3-3b15a45ac5f9
• Taxonomy: Benzenoids > Phenol ethers > Anisoles
• IUPAC Name: 1-methoxy-4-[5-(4-methoxyphenoxy)pent-3-en-1-ynyl]benzene
• SMILES (Canonical): COC1=CC=C(C=C1)C#CC=CCOC2=CC=C(C=C2)OC
• SMILES (Isomeric): COC1=CC=C(C=C1)C#CC=CCOC2=CC=C(C=C2)OC
• InChI: InChI=1S/C19H18O3/c1-20-17-9-7-16(8-10-17)6-4-3-5-15-22-19-13-11-18(21-2)12-14-19/h3,5,7-14H,15H2,1-2H3
• InChI Key: ZWOWJNDTICMQMK-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₃
• Molecular Weight: 294.30 g/mol
• Exact Mass: 294.125594432 g/mol
• Topological Polar Surface Area (TPSA): 27.70 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.69
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.8159	81.59%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8854	88.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9046	90.46%
OATP1B3 inhibitior	+	0.9573	95.73%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7361	73.61%
P-glycoprotein inhibitior	-	0.5259	52.59%
P-glycoprotein substrate	-	0.9093	90.93%
CYP3A4 substrate	-	0.5546	55.46%
CYP2C9 substrate	+	0.6031	60.31%
CYP2D6 substrate	-	0.7021	70.21%
CYP3A4 inhibition	+	0.6344	63.44%
CYP2C9 inhibition	-	0.8446	84.46%
CYP2C19 inhibition	+	0.7803	78.03%
CYP2D6 inhibition	-	0.9045	90.45%
CYP1A2 inhibition	+	0.9379	93.79%
CYP2C8 inhibition	-	0.7705	77.05%
CYP inhibitory promiscuity	+	0.9205	92.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6511	65.11%
Carcinogenicity (trinary)	Non-required	0.6082	60.82%
Eye corrosion	-	0.9718	97.18%
Eye irritation	+	0.5786	57.86%
Skin irritation	-	0.8398	83.98%
Skin corrosion	-	0.9851	98.51%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8422	84.22%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.5878	58.78%
skin sensitisation	-	0.5676	56.76%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.8750	87.50%
Nephrotoxicity	-	0.5842	58.42%
Acute Oral Toxicity (c)	III	0.7217	72.17%
Estrogen receptor binding	+	0.8880	88.80%
Androgen receptor binding	+	0.8832	88.32%
Thyroid receptor binding	+	0.7692	76.92%
Glucocorticoid receptor binding	+	0.8040	80.40%
Aromatase binding	+	0.7828	78.28%
PPAR gamma	+	0.8243	82.43%
Honey bee toxicity	-	0.9364	93.64%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9730	97.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	95.51%	89.76%
CHEMBL2487	P05067	Beta amyloid A4 protein	93.99%	96.74%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.66%	96.09%
CHEMBL4208	P20618	Proteasome component C5	91.35%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.03%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.30%	96.00%
CHEMBL1907	P15144	Aminopeptidase N	88.78%	93.31%
CHEMBL221	P23219	Cyclooxygenase-1	87.35%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.05%	99.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.85%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.59%	86.33%
CHEMBL2243	O00519	Anandamide amidohydrolase	83.60%	97.53%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.37%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	82.84%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.17%	94.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.70%	90.24%

Plants that contains it

• Asparagus officinalis

Cross-Links

• PubChem: 85086644
• LOTUS: LTS0257959
• wikiData: Q105385099