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

Details

• Internal ID: b06020d6-3312-45e7-8ced-c9bfa938c6ea
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: 2,5-dihydroxy-3,6-bis[[2-(3-methylbut-2-enyl)-1H-indol-3-yl]methyl]cyclohexa-2,5-diene-1,4-dione
• InChI: InChI=1S/C34H34N2O4/c1-19(2)13-15-29-23(21-9-5-7-11-27(21)35-29)17-25-31(37)33(39)26(34(40)32(25)38)18-24-22-10-6-8-12-28(22)36-30(24)16-14-20(3)4/h5-14,35-37,40H,15-18H2,1-4H3
• InChI Key: OAESCRDRJBFQOR-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₄N₂O₄
• Molecular Weight: 534.60 g/mol
• Exact Mass: 534.25185757 g/mol
• Topological Polar Surface Area (TPSA): 106.00 Ų
• XlogP: 7.80
• Atomic LogP (AlogP): 7.23
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	-	0.8257	82.57%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.4892	48.92%
OATP2B1 inhibitior	+	0.5722	57.22%
OATP1B1 inhibitior	+	0.8018	80.18%
OATP1B3 inhibitior	+	0.9213	92.13%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9704	97.04%
P-glycoprotein inhibitior	+	0.8088	80.88%
P-glycoprotein substrate	-	0.8549	85.49%
CYP3A4 substrate	+	0.5344	53.44%
CYP2C9 substrate	+	0.5677	56.77%
CYP2D6 substrate	-	0.8566	85.66%
CYP3A4 inhibition	-	0.6158	61.58%
CYP2C9 inhibition	+	0.5787	57.87%
CYP2C19 inhibition	+	0.5633	56.33%
CYP2D6 inhibition	+	0.5509	55.09%
CYP1A2 inhibition	+	0.7914	79.14%
CYP2C8 inhibition	-	0.7433	74.33%
CYP inhibitory promiscuity	+	0.6040	60.40%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5404	54.04%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.8807	88.07%
Skin irritation	-	0.7766	77.66%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8864	88.64%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.5676	56.76%
skin sensitisation	-	0.8308	83.08%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.5908	59.08%
Acute Oral Toxicity (c)	III	0.5284	52.84%
Estrogen receptor binding	+	0.7850	78.50%
Androgen receptor binding	+	0.6147	61.47%
Thyroid receptor binding	+	0.5318	53.18%
Glucocorticoid receptor binding	+	0.7150	71.50%
Aromatase binding	+	0.5981	59.81%
PPAR gamma	+	0.7477	74.77%
Honey bee toxicity	-	0.8629	86.29%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9845	98.45%

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	98.25%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.76%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.17%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	94.40%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.24%	94.45%
CHEMBL255	P29275	Adenosine A2b receptor	94.23%	98.59%
CHEMBL3401	O75469	Pregnane X receptor	90.38%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.55%	99.23%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.56%	91.71%
CHEMBL1937	Q92769	Histone deacetylase 2	84.29%	94.75%
CHEMBL3310	Q96DB2	Histone deacetylase 11	83.13%	88.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.03%	89.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.95%	90.08%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10482249
• LOTUS: LTS0149628
• wikiData: Q104193177