methyl 4-hydroxy-3-[(3E)-3-(methoxymethylidene)-2-oxoindol-1-yl]benzoate

Details

• Internal ID: c8bec410-b79b-4d7b-b88e-eeffe156dd24
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Acylaminobenzoic acid and derivatives
• IUPAC Name: methyl 4-hydroxy-3-[(3E)-3-(methoxymethylidene)-2-oxoindol-1-yl]benzoate
• InChI: InChI=1S/C18H15NO5/c1-23-10-13-12-5-3-4-6-14(12)19(17(13)21)15-9-11(18(22)24-2)7-8-16(15)20/h3-10,20H,1-2H3/b13-10+
• InChI Key: BOKWTIBYYIPGGY-JLHYYAGUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₅NO₅
• Molecular Weight: 325.30 g/mol
• Exact Mass: 325.09502258 g/mol
• Topological Polar Surface Area (TPSA): 76.10 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.84
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9724	97.24%
Caco-2	+	0.8401	84.01%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6001	60.01%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8617	86.17%
OATP1B3 inhibitior	+	0.9289	92.89%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6427	64.27%
P-glycoprotein inhibitior	+	0.5764	57.64%
P-glycoprotein substrate	-	0.7786	77.86%
CYP3A4 substrate	+	0.5521	55.21%
CYP2C9 substrate	-	0.7914	79.14%
CYP2D6 substrate	-	0.8396	83.96%
CYP3A4 inhibition	-	0.9092	90.92%
CYP2C9 inhibition	-	0.5126	51.26%
CYP2C19 inhibition	-	0.5787	57.87%
CYP2D6 inhibition	-	0.8645	86.45%
CYP1A2 inhibition	-	0.7846	78.46%
CYP2C8 inhibition	+	0.5579	55.79%
CYP inhibitory promiscuity	-	0.6484	64.84%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.3934	39.34%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.6326	63.26%
Skin irritation	-	0.8378	83.78%
Skin corrosion	-	0.9543	95.43%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.8469	84.69%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.5802	58.02%
skin sensitisation	-	0.9095	90.95%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.5580	55.80%
Acute Oral Toxicity (c)	III	0.5801	58.01%
Estrogen receptor binding	+	0.8548	85.48%
Androgen receptor binding	+	0.7217	72.17%
Thyroid receptor binding	+	0.6616	66.16%
Glucocorticoid receptor binding	+	0.8463	84.63%
Aromatase binding	+	0.6692	66.92%
PPAR gamma	+	0.5702	57.02%
Honey bee toxicity	-	0.9012	90.12%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9881	98.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.68%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.95%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.79%	98.95%
CHEMBL2535	P11166	Glucose transporter	92.26%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.91%	86.33%
CHEMBL4208	P20618	Proteasome component C5	90.77%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.88%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.00%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.22%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.22%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.08%	99.23%
CHEMBL5332	Q13164	Mitogen-activated protein kinase 7	80.62%	92.64%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.10%	93.03%

Plants that contains it

• Isatis costata

Cross-Links

• PubChem: 11845224
• LOTUS: LTS0120238
• wikiData: Q104939299