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

Details

• Internal ID: f4a4dfff-e366-4ac9-9d60-8f47f022f900
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > N-alkylindoles
• IUPAC Name: 2,5-dihydroxy-3,6-bis[[1-(2-methylbut-3-en-2-yl)indol-3-yl]methyl]cyclohexa-2,5-diene-1,4-dione
• InChI: InChI=1S/C34H34N2O4/c1-7-33(3,4)35-19-21(23-13-9-11-15-27(23)35)17-25-29(37)31(39)26(32(40)30(25)38)18-22-20-36(34(5,6)8-2)28-16-12-10-14-24(22)28/h7-16,19-20,37,40H,1-2,17-18H2,3-6H3
• InChI Key: IEKPQBUQALXCQO-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): 84.50 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 7.00
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9355	93.55%
Caco-2	-	0.8495	84.95%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5742	57.42%
OATP2B1 inhibitior	-	0.5693	56.93%
OATP1B1 inhibitior	+	0.9082	90.82%
OATP1B3 inhibitior	+	0.9060	90.60%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9599	95.99%
P-glycoprotein inhibitior	+	0.7686	76.86%
P-glycoprotein substrate	-	0.9010	90.10%
CYP3A4 substrate	+	0.5390	53.90%
CYP2C9 substrate	-	0.6093	60.93%
CYP2D6 substrate	-	0.8752	87.52%
CYP3A4 inhibition	-	0.7005	70.05%
CYP2C9 inhibition	-	0.5434	54.34%
CYP2C19 inhibition	-	0.6032	60.32%
CYP2D6 inhibition	-	0.6813	68.13%
CYP1A2 inhibition	-	0.5068	50.68%
CYP2C8 inhibition	-	0.8016	80.16%
CYP inhibitory promiscuity	+	0.7031	70.31%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.3919	39.19%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.8583	85.83%
Skin irritation	-	0.7755	77.55%
Skin corrosion	-	0.9263	92.63%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9216	92.16%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.8238	82.38%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5978	59.78%
Acute Oral Toxicity (c)	III	0.4774	47.74%
Estrogen receptor binding	+	0.7640	76.40%
Androgen receptor binding	+	0.6833	68.33%
Thyroid receptor binding	+	0.6968	69.68%
Glucocorticoid receptor binding	+	0.7664	76.64%
Aromatase binding	+	0.6509	65.09%
PPAR gamma	+	0.7612	76.12%
Honey bee toxicity	-	0.9088	90.88%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9814	98.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.84%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.83%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.80%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.07%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.44%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.78%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	86.00%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.47%	96.09%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.82%	93.65%
CHEMBL1951	P21397	Monoamine oxidase A	81.45%	91.49%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.21%	96.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10792414
• LOTUS: LTS0168485
• wikiData: Q105278116