2,5-dihydroxy-3-[6-(3-methylbuta-1,3-dienyl)-1H-indol-3-yl]-6-[6-(3-methylbut-2-enyl)-1H-indol-3-yl]cyclohexa-2,5-diene-1,4-dione

Details

• Internal ID: 5e9e12c4-1582-4817-8fb2-b311cc2e3764
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles
• IUPAC Name: 2,5-dihydroxy-3-[6-(3-methylbuta-1,3-dienyl)-1H-indol-3-yl]-6-[6-(3-methylbut-2-enyl)-1H-indol-3-yl]cyclohexa-2,5-diene-1,4-dione
• SMILES (Canonical): CC(=CCC1=CC2=C(C=C1)C(=CN2)C3=C(C(=O)C(=C(C3=O)O)C4=CNC5=C4C=CC(=C5)C=CC(=C)C)O)C
• SMILES (Isomeric): CC(=CCC1=CC2=C(C=C1)C(=CN2)C3=C(C(=O)C(=C(C3=O)O)C4=CNC5=C4C=CC(=C5)C=CC(=C)C)O)C
• InChI: InChI=1S/C32H28N2O4/c1-17(2)5-7-19-9-11-21-23(15-33-25(21)13-19)27-29(35)31(37)28(32(38)30(27)36)24-16-34-26-14-20(8-6-18(3)4)10-12-22(24)26/h5-7,9-16,33-35,38H,1,8H2,2-4H3
• InChI Key: XUNIIULIATZTPL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₂₈N₂O₄
• Molecular Weight: 504.60 g/mol
• Exact Mass: 504.20490738 g/mol
• Topological Polar Surface Area (TPSA): 106.00 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 7.14
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9902	99.02%
Caco-2	-	0.8657	86.57%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5740	57.40%
OATP2B1 inhibitior	+	0.7156	71.56%
OATP1B1 inhibitior	+	0.8986	89.86%
OATP1B3 inhibitior	+	0.8985	89.85%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.9214	92.14%
P-glycoprotein inhibitior	+	0.7576	75.76%
P-glycoprotein substrate	-	0.5128	51.28%
CYP3A4 substrate	+	0.5910	59.10%
CYP2C9 substrate	-	0.8109	81.09%
CYP2D6 substrate	-	0.8554	85.54%
CYP3A4 inhibition	-	0.6800	68.00%
CYP2C9 inhibition	+	0.7418	74.18%
CYP2C19 inhibition	+	0.7029	70.29%
CYP2D6 inhibition	+	0.5662	56.62%
CYP1A2 inhibition	+	0.8077	80.77%
CYP2C8 inhibition	+	0.5508	55.08%
CYP inhibitory promiscuity	+	0.7963	79.63%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4770	47.70%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.8537	85.37%
Skin irritation	-	0.7888	78.88%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.7154	71.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3917	39.17%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5593	55.93%
skin sensitisation	-	0.8334	83.34%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8648	86.48%
Acute Oral Toxicity (c)	III	0.5097	50.97%
Estrogen receptor binding	+	0.8208	82.08%
Androgen receptor binding	+	0.7657	76.57%
Thyroid receptor binding	+	0.5747	57.47%
Glucocorticoid receptor binding	+	0.7072	70.72%
Aromatase binding	+	0.5428	54.28%
PPAR gamma	+	0.8067	80.67%
Honey bee toxicity	-	0.7360	73.60%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9887	98.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.96%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.75%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.18%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.96%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.46%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.39%	89.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	90.99%	91.71%
CHEMBL3922	P50579	Methionine aminopeptidase 2	90.15%	97.28%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	88.03%	97.88%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.65%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.91%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.59%	96.00%
CHEMBL3038469	P24941	CDK2/Cyclin A	86.48%	91.38%
CHEMBL3401	O75469	Pregnane X receptor	86.24%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.15%	89.34%
CHEMBL1937	Q92769	Histone deacetylase 2	83.87%	94.75%
CHEMBL2216739	Q92523	Carnitine O-palmitoyltransferase 1, muscle isoform	83.65%	88.33%
CHEMBL255	P29275	Adenosine A2b receptor	82.81%	98.59%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.56%	96.95%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.56%	90.24%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.55%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.41%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85089915
• LOTUS: LTS0244301
• wikiData: Q104201369