3-(3-Methyl-2-butenoyl)-1H-indole

Details

• Internal ID: da872163-2b0c-4b58-a9ff-0ddf6639fe74
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles
• IUPAC Name: 1-(1H-indol-3-yl)-3-methylbut-2-en-1-one
• SMILES (Canonical): CC(=CC(=O)C1=CNC2=CC=CC=C21)C
• SMILES (Isomeric): CC(=CC(=O)C1=CNC2=CC=CC=C21)C
• InChI: InChI=1S/C13H13NO/c1-9(2)7-13(15)11-8-14-12-6-4-3-5-10(11)12/h3-8,14H,1-2H3
• InChI Key: PGSPKBQWDJNJLS-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₃NO
• Molecular Weight: 199.25 g/mol
• Exact Mass: 199.099714038 g/mol
• Topological Polar Surface Area (TPSA): 32.90 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 3-(3-Methyl-2-butenoyl)-1H-indole
• (3-(3-methyl-1-oxo-2-butenyl))1h indole

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7892	78.92%
Blood Brain Barrier	+	0.7879	78.79%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5052	50.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9278	92.78%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5868	58.68%
P-glycoprotein inhibitior	-	0.9474	94.74%
P-glycoprotein substrate	-	0.9013	90.13%
CYP3A4 substrate	-	0.5533	55.33%
CYP2C9 substrate	+	0.6048	60.48%
CYP2D6 substrate	-	0.8762	87.62%
CYP3A4 inhibition	-	0.8182	81.82%
CYP2C9 inhibition	+	0.6475	64.75%
CYP2C19 inhibition	+	0.6984	69.84%
CYP2D6 inhibition	-	0.5697	56.97%
CYP1A2 inhibition	+	0.9181	91.81%
CYP2C8 inhibition	-	0.8822	88.22%
CYP inhibitory promiscuity	+	0.7116	71.16%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.5689	56.89%
Eye corrosion	-	0.9696	96.96%
Eye irritation	+	0.8783	87.83%
Skin irritation	-	0.6384	63.84%
Skin corrosion	-	0.9378	93.78%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4207	42.07%
Micronuclear	+	0.6559	65.59%
Hepatotoxicity	+	0.5948	59.48%
skin sensitisation	-	0.6418	64.18%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6635	66.35%
Acute Oral Toxicity (c)	III	0.7989	79.89%
Estrogen receptor binding	+	0.8529	85.29%
Androgen receptor binding	+	0.5449	54.49%
Thyroid receptor binding	+	0.5925	59.25%
Glucocorticoid receptor binding	+	0.6161	61.61%
Aromatase binding	+	0.8496	84.96%
PPAR gamma	-	0.4879	48.79%
Honey bee toxicity	-	0.9440	94.40%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.7635	76.35%

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	95.79%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.51%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.54%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.28%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.36%	94.45%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.37%	94.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.32%	89.00%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	86.11%	83.10%
CHEMBL3401	O75469	Pregnane X receptor	84.08%	94.73%
CHEMBL2535	P11166	Glucose transporter	83.86%	98.75%
CHEMBL3310	Q96DB2	Histone deacetylase 11	83.55%	88.56%

Plants that contains it

• Cirsium canum
• Opuntia humifusa
• Pamburus missionis
• Piper hancei
• Salvia lasiantha

Cross-Links

• PubChem: 11805712
• NPASS: NPC265421
• LOTUS: LTS0138593
• wikiData: Q105208644