Aristopyridinone A

Details

• Internal ID: 6967dffd-e221-4d0e-a30e-513d6ad7196f
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Hydropyridines > Pyridinones
• IUPAC Name: 4-(hydroxymethyl)-3-[2-(4-hydroxyphenyl)ethyl]-1H-pyridin-2-one
• SMILES (Canonical): C1=CC(=CC=C1CCC2=C(C=CNC2=O)CO)O
• SMILES (Isomeric): C1=CC(=CC=C1CCC2=C(C=CNC2=O)CO)O
• InChI: InChI=1S/C14H15NO3/c16-9-11-7-8-15-14(18)13(11)6-3-10-1-4-12(17)5-2-10/h1-2,4-5,7-8,16-17H,3,6,9H2,(H,15,18)
• InChI Key: YKMQXAWTGCOPNE-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₅NO₃
• Molecular Weight: 245.27 g/mol
• Exact Mass: 245.10519334 g/mol
• Topological Polar Surface Area (TPSA): 69.60 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.36
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• CHEMBL1684818
• J3.542.801A

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	-	0.5565	55.65%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.9405	94.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8382	83.82%
OATP1B3 inhibitior	+	0.9367	93.67%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6448	64.48%
P-glycoprotein inhibitior	-	0.9744	97.44%
P-glycoprotein substrate	-	0.7926	79.26%
CYP3A4 substrate	-	0.5573	55.73%
CYP2C9 substrate	-	0.8004	80.04%
CYP2D6 substrate	-	0.8541	85.41%
CYP3A4 inhibition	-	0.5275	52.75%
CYP2C9 inhibition	-	0.7954	79.54%
CYP2C19 inhibition	-	0.5857	58.57%
CYP2D6 inhibition	-	0.8858	88.58%
CYP1A2 inhibition	+	0.6316	63.16%
CYP2C8 inhibition	-	0.5742	57.42%
CYP inhibitory promiscuity	-	0.6679	66.79%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.7025	70.25%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.5574	55.74%
Skin irritation	-	0.7986	79.86%
Skin corrosion	-	0.9717	97.17%
Ames mutagenesis	+	0.5046	50.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.7879	78.79%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.6853	68.53%
skin sensitisation	-	0.8554	85.54%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7639	76.39%
Acute Oral Toxicity (c)	III	0.6678	66.78%
Estrogen receptor binding	-	0.5221	52.21%
Androgen receptor binding	+	0.6977	69.77%
Thyroid receptor binding	-	0.6811	68.11%
Glucocorticoid receptor binding	-	0.6324	63.24%
Aromatase binding	+	0.6101	61.01%
PPAR gamma	+	0.7446	74.46%
Honey bee toxicity	-	0.8033	80.33%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	-	0.3777	37.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.58%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.97%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.28%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	90.97%	97.79%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	90.67%	91.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.07%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.69%	90.08%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.55%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.24%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.91%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.87%	93.99%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.71%	97.09%
CHEMBL255	P29275	Adenosine A2b receptor	82.04%	98.59%
CHEMBL3310	Q96DB2	Histone deacetylase 11	80.85%	88.56%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	80.54%	82.86%

Plants that contains it

• Aristolochia manshuriensis

Cross-Links

• PubChem: 53322330
• NPASS: NPC191629