5-methoxy-4-(3-methylbut-2-enyl)-1H-indole

Details

• Internal ID: cffa0660-65e2-4821-a79a-2b99c17737fa
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles
• IUPAC Name: 5-methoxy-4-(3-methylbut-2-enyl)-1H-indole
• InChI: InChI=1S/C14H17NO/c1-10(2)4-5-12-11-8-9-15-13(11)6-7-14(12)16-3/h4,6-9,15H,5H2,1-3H3
• InChI Key: OOIIWKYCKZGTNO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₇NO
• Molecular Weight: 215.29 g/mol
• Exact Mass: 215.131014166 g/mol
• Topological Polar Surface Area (TPSA): 25.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.69
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7654	76.54%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Nucleus	0.3597	35.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8950	89.50%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5565	55.65%
P-glycoprotein inhibitior	-	0.9684	96.84%
P-glycoprotein substrate	-	0.7013	70.13%
CYP3A4 substrate	-	0.5769	57.69%
CYP2C9 substrate	-	0.6261	62.61%
CYP2D6 substrate	+	0.4366	43.66%
CYP3A4 inhibition	+	0.7409	74.09%
CYP2C9 inhibition	+	0.6267	62.67%
CYP2C19 inhibition	+	0.7460	74.60%
CYP2D6 inhibition	+	0.5000	50.00%
CYP1A2 inhibition	+	0.9256	92.56%
CYP2C8 inhibition	-	0.6369	63.69%
CYP inhibitory promiscuity	+	0.9692	96.92%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9108	91.08%
Carcinogenicity (trinary)	Non-required	0.5589	55.89%
Eye corrosion	-	0.9882	98.82%
Eye irritation	+	0.7272	72.72%
Skin irritation	-	0.7664	76.64%
Skin corrosion	-	0.9060	90.60%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7444	74.44%
Micronuclear	+	0.5159	51.59%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7729	77.29%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8084	80.84%
Acute Oral Toxicity (c)	III	0.6204	62.04%
Estrogen receptor binding	+	0.7269	72.69%
Androgen receptor binding	-	0.5367	53.67%
Thyroid receptor binding	+	0.5136	51.36%
Glucocorticoid receptor binding	-	0.4678	46.78%
Aromatase binding	+	0.7041	70.41%
PPAR gamma	+	0.7029	70.29%
Honey bee toxicity	-	0.8535	85.35%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9504	95.04%

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	96.37%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.96%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.12%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	89.99%	94.75%
CHEMBL1255126	O15151	Protein Mdm4	89.81%	90.20%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.68%	89.62%
CHEMBL213	P08588	Beta-1 adrenergic receptor	86.09%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.30%	96.00%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	85.08%	83.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.44%	95.56%
CHEMBL2535	P11166	Glucose transporter	83.45%	98.75%
CHEMBL255	P29275	Adenosine A2b receptor	83.17%	98.59%
CHEMBL2581	P07339	Cathepsin D	82.86%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.68%	94.00%
CHEMBL2996	Q05655	Protein kinase C delta	81.33%	97.79%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.88%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.78%	95.89%

Plants that contains it

• Spermacoce verticillata

Cross-Links

• PubChem: 102052891
• LOTUS: LTS0249015
• wikiData: Q105195394