N-[2-[5-hydroxy-4-[5-hydroxy-3-[2-[3-(4-hydroxyphenyl)prop-2-enoylamino]ethyl]-1H-indol-4-yl]-1H-indol-3-yl]ethyl]-3-(4-hydroxyphenyl)prop-2-enamide

Details

• Internal ID: 8e35875d-6892-4fee-93a0-867ac4f414fa
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Hydroxyindoles
• IUPAC Name: N-[2-[5-hydroxy-4-[5-hydroxy-3-[2-[3-(4-hydroxyphenyl)prop-2-enoylamino]ethyl]-1H-indol-4-yl]-1H-indol-3-yl]ethyl]-3-(4-hydroxyphenyl)prop-2-enamide
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=O)NCCC2=CNC3=C2C(=C(C=C3)O)C4=C(C=CC5=C4C(=CN5)CCNC(=O)C=CC6=CC=C(C=C6)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C=CC(=O)NCCC2=CNC3=C2C(=C(C=C3)O)C4=C(C=CC5=C4C(=CN5)CCNC(=O)C=CC6=CC=C(C=C6)O)O)O
• InChI: InChI=1S/C38H34N4O6/c43-27-7-1-23(2-8-27)5-15-33(47)39-19-17-25-21-41-29-11-13-31(45)37(35(25)29)38-32(46)14-12-30-36(38)26(22-42-30)18-20-40-34(48)16-6-24-3-9-28(44)10-4-24/h1-16,21-22,41-46H,17-20H2,(H,39,47)(H,40,48)
• InChI Key: OIUNULHHOJRJBI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₃₄N₄O₆
• Molecular Weight: 642.70 g/mol
• Exact Mass: 642.24783482 g/mol
• Topological Polar Surface Area (TPSA): 171.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.88
• H-Bond Acceptor: 6
• H-Bond Donor: 8
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9885	98.85%
Caco-2	-	0.8973	89.73%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7980	79.80%
OATP2B1 inhibitior	+	0.7150	71.50%
OATP1B1 inhibitior	+	0.8958	89.58%
OATP1B3 inhibitior	+	0.9360	93.60%
MATE1 inhibitior	-	0.8609	86.09%
OCT2 inhibitior	-	0.6648	66.48%
BSEP inhibitior	+	0.9630	96.30%
P-glycoprotein inhibitior	+	0.8107	81.07%
P-glycoprotein substrate	-	0.5490	54.90%
CYP3A4 substrate	+	0.5333	53.33%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.8180	81.80%
CYP3A4 inhibition	+	0.6476	64.76%
CYP2C9 inhibition	+	0.5287	52.87%
CYP2C19 inhibition	-	0.6268	62.68%
CYP2D6 inhibition	-	0.7982	79.82%
CYP1A2 inhibition	-	0.5102	51.02%
CYP2C8 inhibition	+	0.6604	66.04%
CYP inhibitory promiscuity	+	0.5838	58.38%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6211	62.11%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9160	91.60%
Skin irritation	-	0.8005	80.05%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6533	65.33%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.7573	75.73%
skin sensitisation	-	0.8960	89.60%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6782	67.82%
Acute Oral Toxicity (c)	III	0.6029	60.29%
Estrogen receptor binding	+	0.7706	77.06%
Androgen receptor binding	+	0.8461	84.61%
Thyroid receptor binding	+	0.6002	60.02%
Glucocorticoid receptor binding	+	0.6471	64.71%
Aromatase binding	+	0.5274	52.74%
PPAR gamma	+	0.7401	74.01%
Honey bee toxicity	-	0.8563	85.63%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.6790	67.90%

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	99.50%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.22%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.64%	93.99%
CHEMBL255	P29275	Adenosine A2b receptor	92.34%	98.59%
CHEMBL2581	P07339	Cathepsin D	92.17%	98.95%
CHEMBL3959	P16083	Quinone reductase 2	91.63%	89.49%
CHEMBL1914	P06276	Butyrylcholinesterase	90.87%	95.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.42%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	90.10%	94.75%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	89.20%	83.10%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.87%	91.71%
CHEMBL4208	P20618	Proteasome component C5	88.00%	90.00%
CHEMBL3194	P02766	Transthyretin	87.13%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.82%	96.09%
CHEMBL242	Q92731	Estrogen receptor beta	84.75%	98.35%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.16%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.53%	89.62%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	83.33%	89.33%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.26%	89.67%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	81.99%	97.03%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.08%	96.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.06%	94.00%
CHEMBL2535	P11166	Glucose transporter	80.97%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.91%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.77%	99.17%

Plants that contains it

• Carthamus tinctorius

Cross-Links

• PubChem: 73091705
• LOTUS: LTS0038585
• wikiData: Q105192770