2-Acetyl-2-amino-4-hydroxyindeno[1,2-b]oxet-3-one

Details

• Internal ID: a9000de2-6468-42ed-9420-25cb72c5125b
• Taxonomy: Benzenoids > Indenes and isoindenes
• IUPAC Name: 2-acetyl-2-amino-4-hydroxyindeno[1,2-b]oxet-3-one
• InChI: InChI=1S/C12H9NO4/c1-5(14)12(13)9-10(16)8-6(11(9)17-12)3-2-4-7(8)15/h2-4,15H,13H2,1H3
• InChI Key: MFVOGDBQZRUXSR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₉NO₄
• Molecular Weight: 231.20 g/mol
• Exact Mass: 231.05315777 g/mol
• Topological Polar Surface Area (TPSA): 89.60 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.57
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9700	97.00%
Caco-2	-	0.6977	69.77%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5139	51.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9374	93.74%
OATP1B3 inhibitior	+	0.9503	95.03%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8084	80.84%
P-glycoprotein inhibitior	-	0.9355	93.55%
P-glycoprotein substrate	-	0.7753	77.53%
CYP3A4 substrate	+	0.5224	52.24%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.8657	86.57%
CYP3A4 inhibition	-	0.9096	90.96%
CYP2C9 inhibition	-	0.7302	73.02%
CYP2C19 inhibition	-	0.7591	75.91%
CYP2D6 inhibition	-	0.8798	87.98%
CYP1A2 inhibition	-	0.6767	67.67%
CYP2C8 inhibition	-	0.7971	79.71%
CYP inhibitory promiscuity	-	0.8787	87.87%
UGT catelyzed	+	0.7362	73.62%
Carcinogenicity (binary)	-	0.8343	83.43%
Carcinogenicity (trinary)	Non-required	0.4887	48.87%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.7416	74.16%
Skin irritation	-	0.7492	74.92%
Skin corrosion	-	0.9321	93.21%
Ames mutagenesis	+	0.7063	70.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.8824	88.24%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.7898	78.98%
skin sensitisation	-	0.8323	83.23%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.7063	70.63%
Acute Oral Toxicity (c)	III	0.5646	56.46%
Estrogen receptor binding	+	0.7892	78.92%
Androgen receptor binding	+	0.5764	57.64%
Thyroid receptor binding	-	0.5954	59.54%
Glucocorticoid receptor binding	+	0.5959	59.59%
Aromatase binding	+	0.5840	58.40%
PPAR gamma	+	0.7273	72.73%
Honey bee toxicity	-	0.9633	96.33%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.7383	73.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.75%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.61%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.46%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	94.70%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.31%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	91.46%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.69%	89.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	90.41%	90.24%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.37%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.94%	97.21%
CHEMBL1937	Q92769	Histone deacetylase 2	85.90%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.17%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.27%	93.03%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.02%	93.65%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.98%	93.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.29%	96.38%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.55%	99.15%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.14%	96.95%

Plants that contains it

• Chelidonium majus
• Hylomecon japonica

Cross-Links

• PubChem: 5315814
• NPASS: NPC129276