methyl 3,4-bis(4-hydroxyphenyl)-1H-pyrrole-2-carboxylate

Details

• Internal ID: cbf67f3f-af3c-4316-89d2-e0158d20e08f
• Taxonomy: Organoheterocyclic compounds > Pyrroles > Substituted pyrroles > Phenylpyrroles
• IUPAC Name: methyl 3,4-bis(4-hydroxyphenyl)-1H-pyrrole-2-carboxylate
• InChI: InChI=1S/C18H15NO4/c1-23-18(22)17-16(12-4-8-14(21)9-5-12)15(10-19-17)11-2-6-13(20)7-3-11/h2-10,19-21H,1H3
• InChI Key: JMIXRTRKRGJSRQ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₅NO₄
• Molecular Weight: 309.30 g/mol
• Exact Mass: 309.10010796 g/mol
• Topological Polar Surface Area (TPSA): 82.60 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.55
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	+	0.5500	55.00%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8441	84.41%
OATP2B1 inhibitior	-	0.5728	57.28%
OATP1B1 inhibitior	+	0.8721	87.21%
OATP1B3 inhibitior	+	0.9294	92.94%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7601	76.01%
P-glycoprotein inhibitior	-	0.8145	81.45%
P-glycoprotein substrate	-	0.8288	82.88%
CYP3A4 substrate	+	0.5520	55.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8336	83.36%
CYP3A4 inhibition	-	0.7158	71.58%
CYP2C9 inhibition	+	0.6388	63.88%
CYP2C19 inhibition	+	0.5066	50.66%
CYP2D6 inhibition	-	0.8863	88.63%
CYP1A2 inhibition	+	0.6856	68.56%
CYP2C8 inhibition	+	0.7677	76.77%
CYP inhibitory promiscuity	+	0.8303	83.03%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8328	83.28%
Carcinogenicity (trinary)	Non-required	0.5478	54.78%
Eye corrosion	-	0.9959	99.59%
Eye irritation	-	0.6372	63.72%
Skin irritation	-	0.8783	87.83%
Skin corrosion	-	0.9681	96.81%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5654	56.54%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.5130	51.30%
skin sensitisation	-	0.9602	96.02%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.6117	61.17%
Acute Oral Toxicity (c)	III	0.5373	53.73%
Estrogen receptor binding	+	0.7812	78.12%
Androgen receptor binding	+	0.8728	87.28%
Thyroid receptor binding	+	0.6928	69.28%
Glucocorticoid receptor binding	+	0.9436	94.36%
Aromatase binding	+	0.7598	75.98%
PPAR gamma	+	0.7843	78.43%
Honey bee toxicity	-	0.8326	83.26%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8396	83.96%

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	96.44%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.46%	98.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	92.42%	95.64%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.78%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.95%	94.45%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	85.55%	91.79%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.37%	86.92%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.53%	97.28%
CHEMBL256	P0DMS8	Adenosine A3 receptor	83.22%	95.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.66%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.31%	99.17%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	82.22%	93.24%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	80.62%	96.09%
CHEMBL4208	P20618	Proteasome component C5	80.45%	90.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.07%	93.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10086640
• LOTUS: LTS0117568
• wikiData: Q105131456