5-Chloro-3-hydroxy-6-methoxy-1-methyl-3-(2-oxopropyl)indol-2-one

Details

• Internal ID: 38643fab-eebb-4b27-9c35-b89640a776fd
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives
• IUPAC Name: 5-chloro-3-hydroxy-6-methoxy-1-methyl-3-(2-oxopropyl)indol-2-one
• SMILES (Canonical): CC(=O)CC1(C2=CC(=C(C=C2N(C1=O)C)OC)Cl)O
• SMILES (Isomeric): CC(=O)CC1(C2=CC(=C(C=C2N(C1=O)C)OC)Cl)O
• InChI: InChI=1S/C13H14ClNO4/c1-7(16)6-13(18)8-4-9(14)11(19-3)5-10(8)15(2)12(13)17/h4-5,18H,6H2,1-3H3
• InChI Key: GGPLNICMHMDHQR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄ClNO₄
• Molecular Weight: 283.71 g/mol
• Exact Mass: 283.0611356 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 4
• 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	+	0.9643	96.43%
Caco-2	+	0.8708	87.08%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.4593	45.93%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8846	88.46%
OATP1B3 inhibitior	+	0.9340	93.40%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6309	63.09%
P-glycoprotein inhibitior	-	0.9524	95.24%
P-glycoprotein substrate	-	0.7841	78.41%
CYP3A4 substrate	+	0.5806	58.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7727	77.27%
CYP3A4 inhibition	-	0.6442	64.42%
CYP2C9 inhibition	-	0.7313	73.13%
CYP2C19 inhibition	-	0.6422	64.22%
CYP2D6 inhibition	-	0.8770	87.70%
CYP1A2 inhibition	-	0.6919	69.19%
CYP2C8 inhibition	-	0.8740	87.40%
CYP inhibitory promiscuity	-	0.5873	58.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6868	68.68%
Carcinogenicity (trinary)	Non-required	0.3958	39.58%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9174	91.74%
Skin irritation	-	0.8061	80.61%
Skin corrosion	-	0.9288	92.88%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6805	68.05%
Micronuclear	+	0.5959	59.59%
Hepatotoxicity	+	0.7302	73.02%
skin sensitisation	-	0.8707	87.07%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5617	56.17%
Acute Oral Toxicity (c)	III	0.5439	54.39%
Estrogen receptor binding	+	0.6887	68.87%
Androgen receptor binding	-	0.5498	54.98%
Thyroid receptor binding	+	0.6526	65.26%
Glucocorticoid receptor binding	+	0.5936	59.36%
Aromatase binding	+	0.5239	52.39%
PPAR gamma	+	0.6454	64.54%
Honey bee toxicity	-	0.9137	91.37%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8030	80.30%

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	97.51%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.13%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.88%	98.95%
CHEMBL4208	P20618	Proteasome component C5	93.44%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.24%	86.33%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	91.94%	92.29%
CHEMBL4040	P28482	MAP kinase ERK2	91.21%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.76%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.09%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.80%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	86.01%	91.19%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.46%	86.92%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.71%	97.21%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.64%	89.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.15%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163131298
• LOTUS: LTS0040080
• wikiData: Q105106854