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

Details

• Internal ID: d0a8b767-3bbd-4e38-b82e-5c3f0415d27b
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles
• IUPAC Name: 3-ethylidene-6-[[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methylidene]piperazine-2,5-dione
• InChI: InChI=1S/C20H21N3O2/c1-5-14-18(24)23-16(19(25)22-14)11-13-12-9-7-8-10-15(12)21-17(13)20(3,4)6-2/h5-11,21H,2H2,1,3-4H3,(H,22,25)(H,23,24)
• InChI Key: NZJGQSUIQDSMTO-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₁N₃O₂
• Molecular Weight: 335.40 g/mol
• Exact Mass: 335.16337692 g/mol
• Topological Polar Surface Area (TPSA): 74.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 1.64
• H-Bond Acceptor: 2
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	-	0.6020	60.20%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7440	74.40%
OATP2B1 inhibitior	-	0.7133	71.33%
OATP1B1 inhibitior	+	0.8505	85.05%
OATP1B3 inhibitior	+	0.9425	94.25%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8119	81.19%
P-glycoprotein inhibitior	-	0.4690	46.90%
P-glycoprotein substrate	-	0.8249	82.49%
CYP3A4 substrate	+	0.5562	55.62%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	-	0.8959	89.59%
CYP3A4 inhibition	+	0.6345	63.45%
CYP2C9 inhibition	+	0.5682	56.82%
CYP2C19 inhibition	-	0.5195	51.95%
CYP2D6 inhibition	-	0.8593	85.93%
CYP1A2 inhibition	+	0.6991	69.91%
CYP2C8 inhibition	-	0.6495	64.95%
CYP inhibitory promiscuity	+	0.8095	80.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5802	58.02%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.8318	83.18%
Skin irritation	-	0.8139	81.39%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6402	64.02%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8214	82.14%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5484	54.84%
Acute Oral Toxicity (c)	III	0.5339	53.39%
Estrogen receptor binding	+	0.8841	88.41%
Androgen receptor binding	+	0.6713	67.13%
Thyroid receptor binding	+	0.8065	80.65%
Glucocorticoid receptor binding	+	0.6372	63.72%
Aromatase binding	+	0.7530	75.30%
PPAR gamma	+	0.7549	75.49%
Honey bee toxicity	-	0.7945	79.45%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9594	95.94%

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	98.19%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.25%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.38%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.96%	99.23%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	87.26%	81.14%
CHEMBL3401	O75469	Pregnane X receptor	87.02%	94.73%
CHEMBL255	P29275	Adenosine A2b receptor	86.60%	98.59%
CHEMBL3524	P56524	Histone deacetylase 4	85.66%	92.97%
CHEMBL1937	Q92769	Histone deacetylase 2	84.32%	94.75%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.97%	94.80%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.33%	89.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.28%	90.08%
CHEMBL3310	Q96DB2	Histone deacetylase 11	81.94%	88.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.11%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162815330
• LOTUS: LTS0039593
• wikiData: Q104193152