3',4'-Dimethoxydihydrocinnamoylpyrrole

Details

• Internal ID: b01c0183-15ea-42d0-9abf-5a00f1946f9f
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Methoxybenzenes > Dimethoxybenzenes
• IUPAC Name: 3-(3,4-dimethoxyphenyl)-1-pyrrol-1-ylpropan-1-one
• SMILES (Canonical): COC1=C(C=C(C=C1)CCC(=O)N2C=CC=C2)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)CCC(=O)N2C=CC=C2)OC
• InChI: InChI=1S/C15H17NO3/c1-18-13-7-5-12(11-14(13)19-2)6-8-15(17)16-9-3-4-10-16/h3-5,7,9-11H,6,8H2,1-2H3
• InChI Key: BUYBHBORFUJCKY-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₇NO₃
• Molecular Weight: 259.30 g/mol
• Exact Mass: 259.12084340 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.78
• 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	+	0.9882	98.82%
Caco-2	+	0.9328	93.28%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8063	80.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9063	90.63%
OATP1B3 inhibitior	+	0.9468	94.68%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7848	78.48%
BSEP inhibitior	-	0.5568	55.68%
P-glycoprotein inhibitior	-	0.8953	89.53%
P-glycoprotein substrate	-	0.7344	73.44%
CYP3A4 substrate	+	0.5124	51.24%
CYP2C9 substrate	+	0.8032	80.32%
CYP2D6 substrate	-	0.8122	81.22%
CYP3A4 inhibition	-	0.8103	81.03%
CYP2C9 inhibition	+	0.5263	52.63%
CYP2C19 inhibition	+	0.7684	76.84%
CYP2D6 inhibition	-	0.9162	91.62%
CYP1A2 inhibition	+	0.8708	87.08%
CYP2C8 inhibition	+	0.7548	75.48%
CYP inhibitory promiscuity	+	0.7634	76.34%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5390	53.90%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.8100	81.00%
Skin irritation	-	0.8056	80.56%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4518	45.18%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5826	58.26%
skin sensitisation	-	0.9186	91.86%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6201	62.01%
Nephrotoxicity	-	0.7405	74.05%
Acute Oral Toxicity (c)	III	0.7182	71.82%
Estrogen receptor binding	+	0.6849	68.49%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5450	54.50%
Glucocorticoid receptor binding	-	0.5484	54.84%
Aromatase binding	-	0.7400	74.00%
PPAR gamma	-	0.8092	80.92%
Honey bee toxicity	-	0.9358	93.58%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	-	0.7762	77.62%

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	98.46%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.64%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.28%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.59%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.06%	99.17%
CHEMBL2535	P11166	Glucose transporter	88.70%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	88.28%	90.20%
CHEMBL4208	P20618	Proteasome component C5	83.79%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.48%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.63%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.07%	94.00%

Plants that contains it

• Piper peepuloides

Cross-Links

• PubChem: 53702577
• LOTUS: LTS0044625
• wikiData: Q104946389