3-methyl-1-[3-(2-methylbut-3-en-2-yl)-1H-indol-7-yl]butane-2,3-diol

Details

• Internal ID: fc6aa77c-6331-4988-bef9-1e1abd576f38
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: 3-methyl-1-[3-(2-methylbut-3-en-2-yl)-1H-indol-7-yl]butane-2,3-diol
• InChI: InChI=1S/C18H25NO2/c1-6-17(2,3)14-11-19-16-12(8-7-9-13(14)16)10-15(20)18(4,5)21/h6-9,11,15,19-21H,1,10H2,2-5H3
• InChI Key: CJERCEVQLPBXDE-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₅NO₂
• Molecular Weight: 287.40 g/mol
• Exact Mass: 287.188529040 g/mol
• Topological Polar Surface Area (TPSA): 56.30 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.31
• 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	+	0.9967	99.67%
Caco-2	+	0.6387	63.87%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.3495	34.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9050	90.50%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7021	70.21%
P-glycoprotein inhibitior	-	0.9271	92.71%
P-glycoprotein substrate	-	0.7279	72.79%
CYP3A4 substrate	+	0.5331	53.31%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.7091	70.91%
CYP3A4 inhibition	-	0.6206	62.06%
CYP2C9 inhibition	-	0.7392	73.92%
CYP2C19 inhibition	+	0.5163	51.63%
CYP2D6 inhibition	-	0.8067	80.67%
CYP1A2 inhibition	-	0.5551	55.51%
CYP2C8 inhibition	-	0.6130	61.30%
CYP inhibitory promiscuity	-	0.5554	55.54%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5852	58.52%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.7713	77.13%
Skin irritation	-	0.6863	68.63%
Skin corrosion	-	0.8753	87.53%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4084	40.84%
Micronuclear	+	0.5559	55.59%
Hepatotoxicity	+	0.5088	50.88%
skin sensitisation	-	0.6354	63.54%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8233	82.33%
Acute Oral Toxicity (c)	III	0.6430	64.30%
Estrogen receptor binding	-	0.4764	47.64%
Androgen receptor binding	-	0.6366	63.66%
Thyroid receptor binding	+	0.8217	82.17%
Glucocorticoid receptor binding	-	0.6167	61.67%
Aromatase binding	+	0.5904	59.04%
PPAR gamma	+	0.5969	59.69%
Honey bee toxicity	-	0.7983	79.83%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.7100	71.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.07%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.27%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.86%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.22%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.29%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	91.88%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.42%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	87.11%	97.79%
CHEMBL213	P08588	Beta-1 adrenergic receptor	86.23%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	83.98%	91.49%
CHEMBL2535	P11166	Glucose transporter	83.78%	98.75%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.94%	92.88%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.87%	85.14%
CHEMBL1907	P15144	Aminopeptidase N	81.30%	93.31%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.24%	89.62%

Plants that contains it

• Esenbeckia leiocarpa

Cross-Links

• PubChem: 14414115
• LOTUS: LTS0055322
• wikiData: Q104960959