(s)-2-(3-Hydroxy-4-methoxy-2-oxoindolin-3-yl) acetamide

Details

• Internal ID: 0eb103e2-4e47-4a4a-954a-07b5621b159a
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indolines
• IUPAC Name: 2-[(3S)-3-hydroxy-4-methoxy-2-oxo-1H-indol-3-yl]acetamide
• SMILES (Canonical): COC1=CC=CC2=C1C(C(=O)N2)(CC(=O)N)O
• SMILES (Isomeric): COC1=CC=CC2=C1[C@](C(=O)N2)(CC(=O)N)O
• InChI: InChI=1S/C11H12N2O4/c1-17-7-4-2-3-6-9(7)11(16,5-8(12)14)10(15)13-6/h2-4,16H,5H2,1H3,(H2,12,14)(H,13,15)/t11-/m0/s1
• InChI Key: HLXNCVPODNZUQU-NSHDSACASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂N₂O₄
• Molecular Weight: 236.22 g/mol
• Exact Mass: 236.07970687 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.29
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• (s)-2-(3-hydroxy-4-methoxy-2-oxoindolin-3-yl) acetamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8859	88.59%
Caco-2	+	0.5273	52.73%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.8429	84.29%
Subcellular localzation	Mitochondria	0.5097	50.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9707	97.07%
OATP1B3 inhibitior	+	0.9507	95.07%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9232	92.32%
P-glycoprotein inhibitior	-	0.9685	96.85%
P-glycoprotein substrate	-	0.7483	74.83%
CYP3A4 substrate	+	0.5201	52.01%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.7338	73.38%
CYP3A4 inhibition	-	0.9397	93.97%
CYP2C9 inhibition	-	0.8834	88.34%
CYP2C19 inhibition	-	0.9176	91.76%
CYP2D6 inhibition	-	0.9404	94.04%
CYP1A2 inhibition	-	0.8964	89.64%
CYP2C8 inhibition	-	0.7904	79.04%
CYP inhibitory promiscuity	-	0.8964	89.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5827	58.27%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.8569	85.69%
Skin irritation	-	0.8152	81.52%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7215	72.15%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.8832	88.32%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4682	46.82%
Acute Oral Toxicity (c)	III	0.6325	63.25%
Estrogen receptor binding	-	0.5214	52.14%
Androgen receptor binding	+	0.5301	53.01%
Thyroid receptor binding	+	0.5641	56.41%
Glucocorticoid receptor binding	+	0.5611	56.11%
Aromatase binding	+	0.5289	52.89%
PPAR gamma	+	0.6744	67.44%
Honey bee toxicity	-	0.9581	95.81%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.8395	83.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.49%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.40%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.84%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.66%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.52%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.99%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.49%	85.14%
CHEMBL2535	P11166	Glucose transporter	86.52%	98.75%
CHEMBL4208	P20618	Proteasome component C5	86.32%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.10%	94.00%
CHEMBL1255126	O15151	Protein Mdm4	83.51%	90.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.51%	96.00%

Plants that contains it

• Isatis tinctoria

Cross-Links

• PubChem: 60156062
• NPASS: NPC72621