2-[(3R)-4-hydroxy-2-oxo-1,3-dihydroindol-3-yl]acetamide

Details

• Internal ID: e2ceefe1-ad05-49a8-a7f1-4a2f40e7fad3
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indolines
• IUPAC Name: 2-[(3R)-4-hydroxy-2-oxo-1,3-dihydroindol-3-yl]acetamide
• SMILES (Canonical): C1=CC2=C(C(C(=O)N2)CC(=O)N)C(=C1)O
• SMILES (Isomeric): C1=CC2=C([C@H](C(=O)N2)CC(=O)N)C(=C1)O
• InChI: InChI=1S/C10H10N2O3/c11-8(14)4-5-9-6(12-10(5)15)2-1-3-7(9)13/h1-3,5,13H,4H2,(H2,11,14)(H,12,15)/t5-/m1/s1
• InChI Key: HQYXWMMNGCCJDD-RXMQYKEDSA-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: -0.70
• 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	+	0.9889	98.89%
Caco-2	-	0.7408	74.08%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6881	68.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9602	96.02%
OATP1B3 inhibitior	+	0.9433	94.33%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9546	95.46%
P-glycoprotein inhibitior	-	0.9847	98.47%
P-glycoprotein substrate	-	0.6027	60.27%
CYP3A4 substrate	-	0.5614	56.14%
CYP2C9 substrate	-	0.7515	75.15%
CYP2D6 substrate	-	0.7461	74.61%
CYP3A4 inhibition	-	0.9080	90.80%
CYP2C9 inhibition	-	0.8650	86.50%
CYP2C19 inhibition	-	0.9226	92.26%
CYP2D6 inhibition	-	0.9101	91.01%
CYP1A2 inhibition	-	0.9028	90.28%
CYP2C8 inhibition	-	0.8635	86.35%
CYP inhibitory promiscuity	-	0.8007	80.07%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5799	57.99%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.7549	75.49%
Skin irritation	-	0.8296	82.96%
Skin corrosion	-	0.9584	95.84%
Ames mutagenesis	+	0.5263	52.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.8339	83.39%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.5342	53.42%
skin sensitisation	-	0.8867	88.67%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6648	66.48%
Acute Oral Toxicity (c)	III	0.6331	63.31%
Estrogen receptor binding	-	0.6691	66.91%
Androgen receptor binding	+	0.7363	73.63%
Thyroid receptor binding	-	0.6963	69.63%
Glucocorticoid receptor binding	+	0.7509	75.09%
Aromatase binding	-	0.6525	65.25%
PPAR gamma	+	0.6839	68.39%
Honey bee toxicity	-	0.9711	97.11%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.7668	76.68%

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	98.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.89%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.36%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.10%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.89%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.60%	94.45%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	88.46%	83.10%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.66%	93.03%
CHEMBL1937	Q92769	Histone deacetylase 2	86.35%	94.75%
CHEMBL4208	P20618	Proteasome component C5	81.81%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.45%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.27%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.25%	92.94%
CHEMBL3310	Q96DB2	Histone deacetylase 11	80.13%	88.56%

Plants that contains it

• Isatis tinctoria

Cross-Links

• PubChem: 60156063
• NPASS: NPC71343