3-[[7-(2-hydroxy-3-methoxy-3-methylbutyl)-2-(2-methylbut-3-en-2-yl)-5-(3-methylbut-2-enyl)-1H-indol-3-yl]methyl]-6-methylpiperazine-2,5-dione

Details

• Internal ID: 81cedd97-6e71-4a53-97d0-b10e2b0a09d9
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: 3-[[7-(2-hydroxy-3-methoxy-3-methylbutyl)-2-(2-methylbut-3-en-2-yl)-5-(3-methylbut-2-enyl)-1H-indol-3-yl]methyl]-6-methylpiperazine-2,5-dione
• SMILES (Canonical): CC1C(=O)NC(C(=O)N1)CC2=C(NC3=C(C=C(C=C23)CC=C(C)C)CC(C(C)(C)OC)O)C(C)(C)C=C
• SMILES (Isomeric): CC1C(=O)NC(C(=O)N1)CC2=C(NC3=C(C=C(C=C23)CC=C(C)C)CC(C(C)(C)OC)O)C(C)(C)C=C
• InChI: InChI=1S/C30H43N3O4/c1-10-29(5,6)26-22(16-23-28(36)31-18(4)27(35)32-23)21-14-19(12-11-17(2)3)13-20(25(21)33-26)15-24(34)30(7,8)37-9/h10-11,13-14,18,23-24,33-34H,1,12,15-16H2,2-9H3,(H,31,36)(H,32,35)
• InChI Key: ODRDPUNVAUMJOH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₃N₃O₄
• Molecular Weight: 509.70 g/mol
• Exact Mass: 509.32535686 g/mol
• Topological Polar Surface Area (TPSA): 103.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.01
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9535	95.35%
Caco-2	-	0.7595	75.95%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5687	56.87%
OATP2B1 inhibitior	-	0.7090	70.90%
OATP1B1 inhibitior	+	0.8365	83.65%
OATP1B3 inhibitior	+	0.9170	91.70%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9627	96.27%
P-glycoprotein inhibitior	+	0.7226	72.26%
P-glycoprotein substrate	+	0.6790	67.90%
CYP3A4 substrate	+	0.6749	67.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8100	81.00%
CYP3A4 inhibition	-	0.6777	67.77%
CYP2C9 inhibition	-	0.6994	69.94%
CYP2C19 inhibition	-	0.7030	70.30%
CYP2D6 inhibition	-	0.8465	84.65%
CYP1A2 inhibition	-	0.6968	69.68%
CYP2C8 inhibition	+	0.6014	60.14%
CYP inhibitory promiscuity	-	0.5463	54.63%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5917	59.17%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9530	95.30%
Skin irritation	-	0.7621	76.21%
Skin corrosion	-	0.9278	92.78%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4320	43.20%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8478	84.78%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8868	88.68%
Acute Oral Toxicity (c)	III	0.5362	53.62%
Estrogen receptor binding	+	0.7030	70.30%
Androgen receptor binding	+	0.5999	59.99%
Thyroid receptor binding	+	0.6612	66.12%
Glucocorticoid receptor binding	+	0.6896	68.96%
Aromatase binding	+	0.6220	62.20%
PPAR gamma	+	0.7453	74.53%
Honey bee toxicity	-	0.6188	61.88%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9215	92.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.20%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.23%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.76%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.62%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.55%	97.25%
CHEMBL240	Q12809	HERG	94.40%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.33%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	92.41%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.01%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.09%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.45%	99.17%
CHEMBL213	P08588	Beta-1 adrenergic receptor	89.11%	95.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.52%	95.56%
CHEMBL2179	P04062	Beta-glucocerebrosidase	88.38%	85.31%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.33%	92.88%
CHEMBL2535	P11166	Glucose transporter	86.70%	98.75%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.69%	96.90%
CHEMBL1902	P62942	FK506-binding protein 1A	85.34%	97.05%
CHEMBL1937	Q92769	Histone deacetylase 2	84.93%	94.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.39%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	84.17%	91.19%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.46%	93.03%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.44%	97.29%
CHEMBL1951	P21397	Monoamine oxidase A	82.81%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.47%	95.89%
CHEMBL255	P29275	Adenosine A2b receptor	82.16%	98.59%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.57%	96.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.46%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.21%	91.07%

Plants that contains it

• Abrus precatorius
• Plenckia populnea
• Tripterygium regelii
• Tripterygium wilfordii

Cross-Links

• PubChem: 142737379
• LOTUS: LTS0266981
• wikiData: Q105109725