3-Hydroxy-4-methoxy-5-(4-methoxy-1-methyl-2,5-dioxopyrrol-3-yl)-1-methyl-3-(2-oxopropyl)pyridine-2,6-dione

Details

• Internal ID: bdc9f19f-5c4b-4174-896a-9aaf4e6f3bb1
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines > Pyrrolidones > Maleimides
• IUPAC Name: 3-hydroxy-4-methoxy-5-(4-methoxy-1-methyl-2,5-dioxopyrrol-3-yl)-1-methyl-3-(2-oxopropyl)pyridine-2,6-dione
• SMILES (Canonical): CC(=O)CC1(C(=C(C(=O)N(C1=O)C)C2=C(C(=O)N(C2=O)C)OC)OC)O
• SMILES (Isomeric): CC(=O)CC1(C(=C(C(=O)N(C1=O)C)C2=C(C(=O)N(C2=O)C)OC)OC)O
• InChI: InChI=1S/C16H18N2O8/c1-7(19)6-16(24)11(26-5)9(13(21)18(3)15(16)23)8-10(25-4)14(22)17(2)12(8)20/h24H,6H2,1-5H3
• InChI Key: HBEBAZSIVFJMBQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈N₂O₈
• Molecular Weight: 366.32 g/mol
• Exact Mass: 366.10631554 g/mol
• Topological Polar Surface Area (TPSA): 131.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -1.51
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8379	83.79%
Caco-2	+	0.5850	58.50%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6755	67.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9258	92.58%
OATP1B3 inhibitior	+	0.9321	93.21%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9066	90.66%
P-glycoprotein inhibitior	-	0.7871	78.71%
P-glycoprotein substrate	-	0.7719	77.19%
CYP3A4 substrate	+	0.5564	55.64%
CYP2C9 substrate	-	0.7981	79.81%
CYP2D6 substrate	-	0.8688	86.88%
CYP3A4 inhibition	-	0.9279	92.79%
CYP2C9 inhibition	-	0.8148	81.48%
CYP2C19 inhibition	-	0.8430	84.30%
CYP2D6 inhibition	-	0.9278	92.78%
CYP1A2 inhibition	-	0.9056	90.56%
CYP2C8 inhibition	-	0.8786	87.86%
CYP inhibitory promiscuity	-	0.9358	93.58%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5119	51.19%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.8043	80.43%
Skin irritation	-	0.7740	77.40%
Skin corrosion	-	0.9110	91.10%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6487	64.87%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.7007	70.07%
skin sensitisation	-	0.8508	85.08%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.4727	47.27%
Acute Oral Toxicity (c)	III	0.5081	50.81%
Estrogen receptor binding	+	0.6973	69.73%
Androgen receptor binding	+	0.5366	53.66%
Thyroid receptor binding	+	0.5454	54.54%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6108	61.08%
PPAR gamma	-	0.4885	48.85%
Honey bee toxicity	-	0.8732	87.32%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.7454	74.54%

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	97.00%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.29%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.77%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.06%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.88%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.40%	95.17%
CHEMBL4208	P20618	Proteasome component C5	86.31%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.45%	95.56%

Plants that contains it

• Speranskia tuberculata

Cross-Links

• PubChem: 10808867
• LOTUS: LTS0026425
• wikiData: Q105025249