7-Isopentenylindole

Details

• Internal ID: f54bd2ad-1d14-4cd8-9577-2d747ecafb8b
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles
• IUPAC Name: 7-(3-methylbut-2-enyl)-1H-indole
• SMILES (Canonical): CC(=CCC1=CC=CC2=C1NC=C2)C
• SMILES (Isomeric): CC(=CCC1=CC=CC2=C1NC=C2)C
• InChI: InChI=1S/C13H15N/c1-10(2)6-7-11-4-3-5-12-8-9-14-13(11)12/h3-6,8-9,14H,7H2,1-2H3
• InChI Key: SUZRQQRDPSVXEC-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₅N
• Molecular Weight: 185.26 g/mol
• Exact Mass: 185.120449483 g/mol
• Topological Polar Surface Area (TPSA): 15.80 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.68
• H-Bond Acceptor: 0
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• SCHEMBL1158630
• 7-(3-methyl-2-butenyl) indole
• SUZRQQRDPSVXEC-UHFFFAOYSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8621	86.21%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.6039	60.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9518	95.18%
OATP1B3 inhibitior	+	0.9493	94.93%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.4604	46.04%
P-glycoprotein inhibitior	-	0.9768	97.68%
P-glycoprotein substrate	-	0.8074	80.74%
CYP3A4 substrate	-	0.6401	64.01%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	+	0.3835	38.35%
CYP3A4 inhibition	-	0.7252	72.52%
CYP2C9 inhibition	+	0.6209	62.09%
CYP2C19 inhibition	+	0.7291	72.91%
CYP2D6 inhibition	+	0.6789	67.89%
CYP1A2 inhibition	+	0.8047	80.47%
CYP2C8 inhibition	-	0.8976	89.76%
CYP inhibitory promiscuity	+	0.7504	75.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.5992	59.92%
Eye corrosion	-	0.9698	96.98%
Eye irritation	+	0.9511	95.11%
Skin irritation	-	0.5414	54.14%
Skin corrosion	-	0.8149	81.49%
Ames mutagenesis	-	0.5154	51.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6488	64.88%
Micronuclear	+	0.5859	58.59%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.4772	47.72%
Acute Oral Toxicity (c)	III	0.7327	73.27%
Estrogen receptor binding	+	0.6013	60.13%
Androgen receptor binding	-	0.7914	79.14%
Thyroid receptor binding	-	0.6821	68.21%
Glucocorticoid receptor binding	-	0.6908	69.08%
Aromatase binding	+	0.7391	73.91%
PPAR gamma	+	0.6456	64.56%
Honey bee toxicity	-	0.9571	95.71%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9641	96.41%

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	93.84%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.37%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.07%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.65%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.91%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	85.24%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.62%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	82.82%	90.17%

Plants that contains it

• Anonidium mannii
• Riccardia chamedryfolia

Cross-Links

• PubChem: 11769228
• LOTUS: LTS0110947
• wikiData: Q104402821