2,3-Bis[(4-methoxyphenyl)methylidene]butanedinitrile

Details

• Internal ID: 26eb065b-bd8c-44b4-adf5-6dcfeea9438d
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: 2,3-bis[(4-methoxyphenyl)methylidene]butanedinitrile
• SMILES (Canonical): COC1=CC=C(C=C1)C=C(C#N)C(=CC2=CC=C(C=C2)OC)C#N
• SMILES (Isomeric): COC1=CC=C(C=C1)C=C(C#N)C(=CC2=CC=C(C=C2)OC)C#N
• InChI: InChI=1S/C20H16N2O2/c1-23-19-7-3-15(4-8-19)11-17(13-21)18(14-22)12-16-5-9-20(24-2)10-6-16/h3-12H,1-2H3
• InChI Key: HCHFRAXBELVCGG-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₆N₂O₂
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.121177757 g/mol
• Topological Polar Surface Area (TPSA): 66.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.22
• H-Bond Acceptor: 4
• 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	+	1.0000	100.00%
Caco-2	+	0.5251	52.51%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8119	81.19%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.9541	95.41%
OATP1B3 inhibitior	+	0.9695	96.95%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9463	94.63%
P-glycoprotein inhibitior	+	0.6857	68.57%
P-glycoprotein substrate	-	0.9773	97.73%
CYP3A4 substrate	-	0.6312	63.12%
CYP2C9 substrate	+	0.7659	76.59%
CYP2D6 substrate	-	0.7069	70.69%
CYP3A4 inhibition	+	0.9302	93.02%
CYP2C9 inhibition	-	0.7615	76.15%
CYP2C19 inhibition	+	0.5506	55.06%
CYP2D6 inhibition	-	0.8905	89.05%
CYP1A2 inhibition	+	0.9220	92.20%
CYP2C8 inhibition	-	0.8385	83.85%
CYP inhibitory promiscuity	+	0.9224	92.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6043	60.43%
Carcinogenicity (trinary)	Non-required	0.5596	55.96%
Eye corrosion	-	0.9771	97.71%
Eye irritation	+	0.8418	84.18%
Skin irritation	-	0.9001	90.01%
Skin corrosion	-	0.9933	99.33%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7840	78.40%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	+	0.5748	57.48%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5440	54.40%
Estrogen receptor binding	+	0.7730	77.30%
Androgen receptor binding	+	0.8808	88.08%
Thyroid receptor binding	+	0.7076	70.76%
Glucocorticoid receptor binding	+	0.6975	69.75%
Aromatase binding	+	0.7480	74.80%
PPAR gamma	+	0.8639	86.39%
Honey bee toxicity	-	0.9113	91.13%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6800	68.00%
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	92.45%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.67%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.22%	95.56%
CHEMBL4208	P20618	Proteasome component C5	90.72%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.93%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.34%	86.33%
CHEMBL1929	P47989	Xanthine dehydrogenase	85.83%	96.12%
CHEMBL2039	P27338	Monoamine oxidase B	85.79%	92.51%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.13%	90.24%
CHEMBL240	Q12809	HERG	84.74%	89.76%
CHEMBL2487	P05067	Beta amyloid A4 protein	83.71%	96.74%
CHEMBL1907	P15144	Aminopeptidase N	82.66%	93.31%
CHEMBL2535	P11166	Glucose transporter	82.06%	98.75%
CHEMBL221	P23219	Cyclooxygenase-1	81.74%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 181668
• LOTUS: LTS0078727
• wikiData: Q104167698