3-[(E)-4-(1H-indol-6-yl)-2-methylbut-3-en-2-yl]-7-(3-methylbut-2-enyl)-1H-indole

Details

• Internal ID: e85552d4-98d9-44b3-8aca-6ff18978842b
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: 3-[(E)-4-(1H-indol-6-yl)-2-methylbut-3-en-2-yl]-7-(3-methylbut-2-enyl)-1H-indole
• SMILES (Canonical): CC(=CCC1=C2C(=CC=C1)C(=CN2)C(C)(C)C=CC3=CC4=C(C=C3)C=CN4)C
• SMILES (Isomeric): CC(=CCC1=C2C(=CC=C1)C(=CN2)C(C)(C)/C=C/C3=CC4=C(C=C3)C=CN4)C
• InChI: InChI=1S/C26H28N2/c1-18(2)8-10-21-6-5-7-22-23(17-28-25(21)22)26(3,4)14-12-19-9-11-20-13-15-27-24(20)16-19/h5-9,11-17,27-28H,10H2,1-4H3/b14-12+
• InChI Key: QLEWZPONEOHLMI-WYMLVPIESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈N₂
• Molecular Weight: 368.50 g/mol
• Exact Mass: 368.225248902 g/mol
• Topological Polar Surface Area (TPSA): 31.60 Ų
• XlogP: 7.50
• Atomic LogP (AlogP): 7.15
• H-Bond Acceptor: 0
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• 3-[(E)-3-(1H-Indol-6-yl)-1,1-dimethyl-2-propenyl]-7-(3-methyl-2-butenyl)-1H-indole

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	-	0.5549	55.49%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.3790	37.90%
OATP2B1 inhibitior	-	0.7117	71.17%
OATP1B1 inhibitior	+	0.9099	90.99%
OATP1B3 inhibitior	+	0.9389	93.89%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9957	99.57%
P-glycoprotein inhibitior	+	0.8810	88.10%
P-glycoprotein substrate	+	0.5302	53.02%
CYP3A4 substrate	+	0.6022	60.22%
CYP2C9 substrate	-	0.6159	61.59%
CYP2D6 substrate	-	0.7154	71.54%
CYP3A4 inhibition	+	0.8154	81.54%
CYP2C9 inhibition	+	0.7224	72.24%
CYP2C19 inhibition	+	0.7705	77.05%
CYP2D6 inhibition	+	0.7066	70.66%
CYP1A2 inhibition	+	0.7768	77.68%
CYP2C8 inhibition	+	0.5874	58.74%
CYP inhibitory promiscuity	+	0.9630	96.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5407	54.07%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.6769	67.69%
Skin irritation	-	0.7050	70.50%
Skin corrosion	-	0.8810	88.10%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9569	95.69%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.5749	57.49%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8720	87.20%
Acute Oral Toxicity (c)	III	0.5946	59.46%
Estrogen receptor binding	+	0.9456	94.56%
Androgen receptor binding	+	0.6385	63.85%
Thyroid receptor binding	+	0.8771	87.71%
Glucocorticoid receptor binding	+	0.8359	83.59%
Aromatase binding	+	0.8209	82.09%
PPAR gamma	+	0.8364	83.64%
Honey bee toxicity	-	0.8251	82.51%
Biodegradation	-	1.0000	100.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9769	97.69%

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	98.89%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.00%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.77%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.25%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.08%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.41%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	91.01%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.20%	95.56%
CHEMBL213	P08588	Beta-1 adrenergic receptor	89.57%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.19%	91.71%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.03%	93.99%
CHEMBL1937	Q92769	Histone deacetylase 2	87.77%	94.75%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	87.65%	83.10%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	87.08%	96.39%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.97%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.39%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.36%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.88%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.79%	100.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.86%	89.62%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	81.81%	82.86%

Plants that contains it

• Anonidium mannii

Cross-Links

• PubChem: 90477927
• LOTUS: LTS0115829
• wikiData: Q105223524