2-hydroxy-4-methyl-1-(4-methyl-5-oxo-1,2-dihydropyrrol-2-yl)-2H-pyrrol-5-one

Details

• Internal ID: 3ee49155-b402-4628-9f5a-b24739ba6327
• Taxonomy: Organoheterocyclic compounds > Pyrrolines
• IUPAC Name: 2-hydroxy-4-methyl-1-(4-methyl-5-oxo-1,2-dihydropyrrol-2-yl)-2H-pyrrol-5-one
• SMILES (Canonical): CC1=CC(NC1=O)N2C(C=C(C2=O)C)O
• SMILES (Isomeric): CC1=CC(NC1=O)N2C(C=C(C2=O)C)O
• InChI: InChI=1S/C10H12N2O3/c1-5-3-7(11-9(5)14)12-8(13)4-6(2)10(12)15/h3-4,7-8,13H,1-2H3,(H,11,14)
• InChI Key: NRRUIDNYDPVJEP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂N₂O₃
• Molecular Weight: 208.21 g/mol
• Exact Mass: 208.08479225 g/mol
• Topological Polar Surface Area (TPSA): 69.60 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.50
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEMBL2001733
• [1,2'-Bi-1H-pyrrole]-2,5'(2'H,5H)-dione, 5-hydroxy-3,4'-dimethyl-
• NSC-624951
• 2-hydroxy-4-methyl-1-(4-methyl-5-oxo-1,2-dihydropyrrol-2-yl)-2H-pyrrol-5-one
• NCI60_007621

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9503	95.03%
Caco-2	+	0.8348	83.48%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6731	67.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9449	94.49%
OATP1B3 inhibitior	+	0.9373	93.73%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9006	90.06%
P-glycoprotein inhibitior	-	0.9741	97.41%
P-glycoprotein substrate	-	0.8581	85.81%
CYP3A4 substrate	-	0.5830	58.30%
CYP2C9 substrate	+	0.5989	59.89%
CYP2D6 substrate	-	0.9095	90.95%
CYP3A4 inhibition	-	0.9668	96.68%
CYP2C9 inhibition	-	0.8577	85.77%
CYP2C19 inhibition	-	0.8482	84.82%
CYP2D6 inhibition	-	0.8888	88.88%
CYP1A2 inhibition	-	0.8662	86.62%
CYP2C8 inhibition	-	0.9778	97.78%
CYP inhibitory promiscuity	-	0.9801	98.01%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.4862	48.62%
Eye corrosion	-	0.9569	95.69%
Eye irritation	+	0.6310	63.10%
Skin irritation	-	0.7411	74.11%
Skin corrosion	-	0.9210	92.10%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7931	79.31%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8733	87.33%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.5814	58.14%
Acute Oral Toxicity (c)	III	0.5646	56.46%
Estrogen receptor binding	-	0.7371	73.71%
Androgen receptor binding	-	0.5167	51.67%
Thyroid receptor binding	-	0.5290	52.90%
Glucocorticoid receptor binding	-	0.6905	69.05%
Aromatase binding	-	0.6561	65.61%
PPAR gamma	-	0.7867	78.67%
Honey bee toxicity	-	0.9605	96.05%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.5000	50.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	91.53%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.07%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.80%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	89.16%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.73%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.69%	94.45%

Plants that contains it

• Lilium candidum

Cross-Links

• PubChem: 361710
• LOTUS: LTS0151532
• wikiData: Q105184786