3-[2,3,5,6-tetramethoxy-4-(5-methoxy-1H-indol-3-yl)phenyl]-1H-indol-5-ol

Details

• Internal ID: 883dab66-9543-484b-bb8e-35c90c2ff262
• Taxonomy: Organoheterocyclic compounds > Pyrroles > Substituted pyrroles > Phenylpyrroles
• IUPAC Name: 3-[2,3,5,6-tetramethoxy-4-(5-methoxy-1H-indol-3-yl)phenyl]-1H-indol-5-ol
• InChI: InChI=1S/C27H26N2O6/c1-31-15-7-9-21-17(11-15)19(13-29-21)23-26(34-4)24(32-2)22(25(33-3)27(23)35-5)18-12-28-20-8-6-14(30)10-16(18)20/h6-13,28-30H,1-5H3
• InChI Key: INYICJIVZADXGB-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₆N₂O₆
• Molecular Weight: 474.50 g/mol
• Exact Mass: 474.17908655 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 5.73
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	+	0.5354	53.54%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6605	66.05%
OATP2B1 inhibitior	-	0.8634	86.34%
OATP1B1 inhibitior	+	0.8759	87.59%
OATP1B3 inhibitior	+	0.9104	91.04%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9690	96.90%
P-glycoprotein inhibitior	+	0.8203	82.03%
P-glycoprotein substrate	-	0.6819	68.19%
CYP3A4 substrate	+	0.5372	53.72%
CYP2C9 substrate	-	0.8120	81.20%
CYP2D6 substrate	+	0.4145	41.45%
CYP3A4 inhibition	+	0.6289	62.89%
CYP2C9 inhibition	+	0.5125	51.25%
CYP2C19 inhibition	+	0.7267	72.67%
CYP2D6 inhibition	-	0.5120	51.20%
CYP1A2 inhibition	+	0.8282	82.82%
CYP2C8 inhibition	+	0.6358	63.58%
CYP inhibitory promiscuity	+	0.9064	90.64%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9208	92.08%
Carcinogenicity (trinary)	Non-required	0.3706	37.06%
Eye corrosion	-	0.9946	99.46%
Eye irritation	-	0.7219	72.19%
Skin irritation	-	0.8595	85.95%
Skin corrosion	-	0.9502	95.02%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6681	66.81%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.9249	92.49%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8123	81.23%
Acute Oral Toxicity (c)	III	0.4358	43.58%
Estrogen receptor binding	+	0.8737	87.37%
Androgen receptor binding	+	0.7698	76.98%
Thyroid receptor binding	+	0.8395	83.95%
Glucocorticoid receptor binding	+	0.8354	83.54%
Aromatase binding	+	0.6955	69.55%
PPAR gamma	+	0.7150	71.50%
Honey bee toxicity	-	0.9450	94.50%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.7072	70.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.62%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	97.57%	98.35%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	95.86%	93.24%
CHEMBL2535	P11166	Glucose transporter	94.76%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.38%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.38%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.92%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.67%	99.15%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	89.88%	91.71%
CHEMBL1907	P15144	Aminopeptidase N	89.31%	93.31%
CHEMBL2581	P07339	Cathepsin D	88.86%	98.95%
CHEMBL5443	O00311	Cell division cycle 7-related protein kinase	88.44%	96.11%
CHEMBL213	P08588	Beta-1 adrenergic receptor	88.34%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	87.86%	91.49%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	87.52%	92.67%
CHEMBL4208	P20618	Proteasome component C5	86.80%	90.00%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	86.56%	91.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.15%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.95%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.48%	99.17%
CHEMBL5543	Q9Y463	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	81.31%	94.70%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.22%	95.89%
CHEMBL4581	P52732	Kinesin-like protein 1	80.90%	93.18%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.76%	86.92%
CHEMBL3085	P43003	Excitatory amino acid transporter 1	80.40%	94.67%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	80.18%	82.86%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162973267
• LOTUS: LTS0195600
• wikiData: Q105116486