3-[[2-(2-methylbut-3-en-2-yl)-5-(3-methylbut-2-enyl)-1H-indol-3-yl]methylidene]-6-methylidenepiperazine-2,5-dione

Details

• Internal ID: 59586668-f0d8-4de4-8790-fd5be4f2ffb6
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles
• IUPAC Name: 3-[[2-(2-methylbut-3-en-2-yl)-5-(3-methylbut-2-enyl)-1H-indol-3-yl]methylidene]-6-methylidenepiperazine-2,5-dione
• InChI: InChI=1S/C24H27N3O2/c1-7-24(5,6)21-18(13-20-23(29)25-15(4)22(28)27-20)17-12-16(9-8-14(2)3)10-11-19(17)26-21/h7-8,10-13,26H,1,4,9H2,2-3,5-6H3,(H,25,29)(H,27,28)
• InChI Key: YXEBXGSIECYEQC-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₇N₃O₂
• Molecular Weight: 389.50 g/mol
• Exact Mass: 389.21032711 g/mol
• Topological Polar Surface Area (TPSA): 74.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 2.76
• H-Bond Acceptor: 2
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9927	99.27%
Caco-2	-	0.8077	80.77%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6817	68.17%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.8661	86.61%
OATP1B3 inhibitior	+	0.9367	93.67%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9010	90.10%
P-glycoprotein inhibitior	+	0.6323	63.23%
P-glycoprotein substrate	-	0.5534	55.34%
CYP3A4 substrate	+	0.5789	57.89%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8614	86.14%
CYP3A4 inhibition	+	0.6512	65.12%
CYP2C9 inhibition	+	0.6402	64.02%
CYP2C19 inhibition	+	0.5249	52.49%
CYP2D6 inhibition	-	0.8107	81.07%
CYP1A2 inhibition	+	0.6723	67.23%
CYP2C8 inhibition	-	0.5790	57.90%
CYP inhibitory promiscuity	+	0.8887	88.87%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6164	61.64%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.8445	84.45%
Skin irritation	-	0.7937	79.37%
Skin corrosion	-	0.9260	92.60%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5561	55.61%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8051	80.51%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8017	80.17%
Acute Oral Toxicity (c)	III	0.5432	54.32%
Estrogen receptor binding	+	0.7876	78.76%
Androgen receptor binding	+	0.5686	56.86%
Thyroid receptor binding	+	0.6729	67.29%
Glucocorticoid receptor binding	+	0.5931	59.31%
Aromatase binding	+	0.6517	65.17%
PPAR gamma	+	0.8000	80.00%
Honey bee toxicity	-	0.7237	72.37%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9786	97.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.05%	94.45%
CHEMBL2581	P07339	Cathepsin D	97.85%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.36%	91.11%
CHEMBL255	P29275	Adenosine A2b receptor	93.91%	98.59%
CHEMBL1951	P21397	Monoamine oxidase A	93.86%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.25%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.28%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	90.23%	94.73%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.94%	96.90%
CHEMBL2535	P11166	Glucose transporter	83.82%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.73%	96.09%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	81.76%	97.88%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.90%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162959422
• LOTUS: LTS0009114
• wikiData: Q105367523