3-[(2R)-2-hydroxy-3-methoxy-1-methyl-5-oxo-2H-pyrrol-4-yl]-4-methoxy-1-methylpyrrole-2,5-dione

Details

• Internal ID: 92727305-66ff-4f06-b0a5-bd6570c94003
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines > Pyrrolidones > Maleimides
• IUPAC Name: 3-[(2R)-2-hydroxy-3-methoxy-1-methyl-5-oxo-2H-pyrrol-4-yl]-4-methoxy-1-methylpyrrole-2,5-dione
• SMILES (Canonical): CN1C(C(=C(C1=O)C2=C(C(=O)N(C2=O)C)OC)OC)O
• SMILES (Isomeric): CN1[C@@H](C(=C(C1=O)C2=C(C(=O)N(C2=O)C)OC)OC)O
• InChI: InChI=1S/C12H14N2O6/c1-13-9(15)5(7(19-3)11(13)17)6-8(20-4)12(18)14(2)10(6)16/h11,17H,1-4H3/t11-/m1/s1
• InChI Key: ORTYNVRHBHRAKL-LLVKDONJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄N₂O₆
• Molecular Weight: 282.25 g/mol
• Exact Mass: 282.08518617 g/mol
• Topological Polar Surface Area (TPSA): 96.40 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -1.42
• H-Bond Acceptor: 6
• 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	+	0.8830	88.30%
Caco-2	+	0.5818	58.18%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7455	74.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9360	93.60%
OATP1B3 inhibitior	+	0.9334	93.34%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9599	95.99%
P-glycoprotein inhibitior	-	0.9022	90.22%
P-glycoprotein substrate	-	0.9333	93.33%
CYP3A4 substrate	-	0.5269	52.69%
CYP2C9 substrate	-	0.7948	79.48%
CYP2D6 substrate	-	0.8740	87.40%
CYP3A4 inhibition	-	0.9394	93.94%
CYP2C9 inhibition	-	0.7959	79.59%
CYP2C19 inhibition	-	0.9219	92.19%
CYP2D6 inhibition	-	0.9002	90.02%
CYP1A2 inhibition	-	0.9237	92.37%
CYP2C8 inhibition	-	0.9352	93.52%
CYP inhibitory promiscuity	-	0.9661	96.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.4866	48.66%
Eye corrosion	-	0.9680	96.80%
Eye irritation	-	0.5743	57.43%
Skin irritation	-	0.7894	78.94%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.8075	80.75%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.5959	59.59%
skin sensitisation	-	0.8885	88.85%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6305	63.05%
Acute Oral Toxicity (c)	III	0.5242	52.42%
Estrogen receptor binding	-	0.4803	48.03%
Androgen receptor binding	-	0.4875	48.75%
Thyroid receptor binding	+	0.5860	58.60%
Glucocorticoid receptor binding	+	0.6802	68.02%
Aromatase binding	+	0.5230	52.30%
PPAR gamma	-	0.6516	65.16%
Honey bee toxicity	-	0.8978	89.78%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	-	0.6995	69.95%

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	95.94%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.98%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.70%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.85%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.25%	85.14%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.76%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.33%	94.00%

Plants that contains it

• Speranskia tuberculata

Cross-Links

• PubChem: 162991222
• LOTUS: LTS0182658
• wikiData: Q105198446