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

Details

• Internal ID: 2bb81b24-f1d9-4ed6-9021-882604f21307
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles
• IUPAC Name: N-[(1S)-1-hydroxy-2-(1H-indol-3-yl)-2-oxoethyl]acetamide
• InChI: InChI=1S/C12H12N2O3/c1-7(15)14-12(17)11(16)9-6-13-10-5-3-2-4-8(9)10/h2-6,12-13,17H,1H3,(H,14,15)/t12-/m0/s1
• InChI Key: KMUJHMYCVVYGRM-LBPRGKRZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂N₂O₃
• Molecular Weight: 232.23 g/mol
• Exact Mass: 232.08479225 g/mol
• Topological Polar Surface Area (TPSA): 82.20 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.81
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9834	98.34%
Caco-2	+	0.7687	76.87%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5653	56.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9307	93.07%
OATP1B3 inhibitior	+	0.9509	95.09%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7438	74.38%
P-glycoprotein inhibitior	-	0.9486	94.86%
P-glycoprotein substrate	-	0.7611	76.11%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8821	88.21%
CYP3A4 inhibition	-	0.9371	93.71%
CYP2C9 inhibition	-	0.8639	86.39%
CYP2C19 inhibition	-	0.8982	89.82%
CYP2D6 inhibition	-	0.9468	94.68%
CYP1A2 inhibition	-	0.6541	65.41%
CYP2C8 inhibition	-	0.9162	91.62%
CYP inhibitory promiscuity	-	0.8860	88.60%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8743	87.43%
Carcinogenicity (trinary)	Non-required	0.6244	62.44%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9392	93.92%
Skin irritation	-	0.7928	79.28%
Skin corrosion	-	0.9722	97.22%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5573	55.73%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.9394	93.94%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.4780	47.80%
Acute Oral Toxicity (c)	III	0.5694	56.94%
Estrogen receptor binding	+	0.6692	66.92%
Androgen receptor binding	-	0.6575	65.75%
Thyroid receptor binding	-	0.6505	65.05%
Glucocorticoid receptor binding	+	0.6567	65.67%
Aromatase binding	+	0.5847	58.47%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9254	92.54%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.8400	84.00%
Fish aquatic toxicity	-	0.7889	78.89%

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	97.28%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.23%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.80%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.28%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.16%	95.56%
CHEMBL2535	P11166	Glucose transporter	90.43%	98.75%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	90.27%	83.10%
CHEMBL3310	Q96DB2	Histone deacetylase 11	86.33%	88.56%
CHEMBL3401	O75469	Pregnane X receptor	85.00%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.57%	85.14%
CHEMBL213	P08588	Beta-1 adrenergic receptor	81.17%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163025158
• LOTUS: LTS0037884
• wikiData: Q105143210