N-[2-(1H-indol-3-yl)-2-oxoethyl]acetamide

Details

• Internal ID: 2ec7b238-5bd6-4468-9382-b9dce31ad4cb
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles
• IUPAC Name: N-[2-(1H-indol-3-yl)-2-oxoethyl]acetamide
• SMILES (Canonical): CC(=O)NCC(=O)C1=CNC2=CC=CC=C21
• SMILES (Isomeric): CC(=O)NCC(=O)C1=CNC2=CC=CC=C21
• InChI: InChI=1S/C12H12N2O2/c1-8(15)13-7-12(16)10-6-14-11-5-3-2-4-9(10)11/h2-6,14H,7H2,1H3,(H,13,15)
• InChI Key: QYDMJTFKQVPEHJ-UHFFFAOYSA-N
• Popularity: 12 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂N₂O₂
• Molecular Weight: 216.24 g/mol
• Exact Mass: 216.089877630 g/mol
• Topological Polar Surface Area (TPSA): 62.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 73053-91-5
• N-[2-(1H-indol-3-yl)-2-oxoethyl]acetamide
• Oprea1_400295
• SCHEMBL16432881

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9912	99.12%
Caco-2	+	0.5913	59.13%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7083	70.83%
OATP2B1 inhibitior	-	0.8640	86.40%
OATP1B1 inhibitior	+	0.8961	89.61%
OATP1B3 inhibitior	+	0.9507	95.07%
MATE1 inhibitior	-	0.8809	88.09%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6792	67.92%
P-glycoprotein inhibitior	-	0.9720	97.20%
P-glycoprotein substrate	-	0.5674	56.74%
CYP3A4 substrate	-	0.5336	53.36%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8830	88.30%
CYP3A4 inhibition	-	0.8332	83.32%
CYP2C9 inhibition	-	0.5521	55.21%
CYP2C19 inhibition	-	0.5335	53.35%
CYP2D6 inhibition	-	0.9481	94.81%
CYP1A2 inhibition	+	0.7950	79.50%
CYP2C8 inhibition	-	0.8037	80.37%
CYP inhibitory promiscuity	+	0.6308	63.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6452	64.52%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9478	94.78%
Skin irritation	-	0.7852	78.52%
Skin corrosion	-	0.9433	94.33%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4725	47.25%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.5677	56.77%
skin sensitisation	-	0.9133	91.33%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6052	60.52%
Acute Oral Toxicity (c)	III	0.6353	63.53%
Estrogen receptor binding	-	0.4894	48.94%
Androgen receptor binding	-	0.7317	73.17%
Thyroid receptor binding	-	0.6684	66.84%
Glucocorticoid receptor binding	-	0.5085	50.85%
Aromatase binding	+	0.6253	62.53%
PPAR gamma	-	0.5405	54.05%
Honey bee toxicity	-	0.9673	96.73%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	-	0.8692	86.92%

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	98.01%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.45%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.33%	96.09%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	91.40%	83.10%
CHEMBL255	P29275	Adenosine A2b receptor	89.74%	98.59%
CHEMBL4208	P20618	Proteasome component C5	88.34%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.09%	94.45%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	86.67%	92.67%
CHEMBL3401	O75469	Pregnane X receptor	85.17%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.98%	95.56%
CHEMBL2535	P11166	Glucose transporter	84.32%	98.75%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	82.31%	81.14%
CHEMBL3310	Q96DB2	Histone deacetylase 11	81.17%	88.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.06%	89.00%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.65%	96.39%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 4188168
• LOTUS: LTS0151918
• wikiData: Q77511899