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

Details

• Internal ID: 26f922ad-d646-4577-a946-f95bb47d2507
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indolines
• IUPAC Name: 2-[(3S)-3-hydroxy-2-oxo-1H-indol-3-yl]acetamide
• SMILES (Canonical): C1=CC=C2C(=C1)C(C(=O)N2)(CC(=O)N)O
• SMILES (Isomeric): C1=CC=C2C(=C1)[C@](C(=O)N2)(CC(=O)N)O
• InChI: InChI=1S/C10H10N2O3/c11-8(13)5-10(15)6-3-1-2-4-7(6)12-9(10)14/h1-4,15H,5H2,(H2,11,13)(H,12,14)/t10-/m0/s1
• InChI Key: JLVQWVLVZHOQGB-JTQLQIEISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀N₂O₃
• Molecular Weight: 206.20 g/mol
• Exact Mass: 206.06914219 g/mol
• Topological Polar Surface Area (TPSA): 92.40 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.30
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9413	94.13%
Caco-2	+	0.5862	58.62%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5477	54.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9472	94.72%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9166	91.66%
P-glycoprotein inhibitior	-	0.9848	98.48%
P-glycoprotein substrate	-	0.8595	85.95%
CYP3A4 substrate	-	0.5823	58.23%
CYP2C9 substrate	-	0.7874	78.74%
CYP2D6 substrate	-	0.7726	77.26%
CYP3A4 inhibition	-	0.9606	96.06%
CYP2C9 inhibition	-	0.9354	93.54%
CYP2C19 inhibition	-	0.9262	92.62%
CYP2D6 inhibition	-	0.9399	93.99%
CYP1A2 inhibition	-	0.9314	93.14%
CYP2C8 inhibition	-	0.9411	94.11%
CYP inhibitory promiscuity	-	0.9071	90.71%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6240	62.40%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.8595	85.95%
Skin irritation	-	0.8074	80.74%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9060	90.60%
Micronuclear	+	0.8532	85.32%
Hepatotoxicity	+	0.5659	56.59%
skin sensitisation	-	0.8603	86.03%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.4780	47.80%
Acute Oral Toxicity (c)	III	0.5668	56.68%
Estrogen receptor binding	-	0.7346	73.46%
Androgen receptor binding	-	0.5393	53.93%
Thyroid receptor binding	+	0.5455	54.55%
Glucocorticoid receptor binding	-	0.5277	52.77%
Aromatase binding	+	0.5335	53.35%
PPAR gamma	+	0.7148	71.48%
Honey bee toxicity	-	0.9841	98.41%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	-	0.8774	87.74%

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	96.22%	91.11%
CHEMBL4208	P20618	Proteasome component C5	94.31%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.97%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.07%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.36%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.63%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.16%	82.69%
CHEMBL221	P23219	Cyclooxygenase-1	82.44%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	81.02%	83.82%

Plants that contains it

• Isatis tinctoria

Cross-Links

• PubChem: 60156061
• NPASS: NPC207564