Carbonarone A

Details

• Internal ID: 3555aeee-c1f6-4628-9a4b-b0d2c6f1c8ed
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 6-benzyl-4-oxopyran-3-carboxamide
• SMILES (Canonical): C1=CC=C(C=C1)CC2=CC(=O)C(=CO2)C(=O)N
• SMILES (Isomeric): C1=CC=C(C=C1)CC2=CC(=O)C(=CO2)C(=O)N
• InChI: InChI=1S/C13H11NO3/c14-13(16)11-8-17-10(7-12(11)15)6-9-4-2-1-3-5-9/h1-5,7-8H,6H2,(H2,14,16)
• InChI Key: RQWMGMIZGOCPMP-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₁NO₃
• Molecular Weight: 229.23 g/mol
• Exact Mass: 229.07389321 g/mol
• Topological Polar Surface Area (TPSA): 69.40 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.33
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 6-Benzyl-4-oxo-4H-pyran-3-carboxamide
• CHEBI:69403
• 6-benzyl-4-oxopyran-3-carboxamide
• RefChem:123577
• CHEMBL1910766
• SCHEMBL21638076
• 6-benzyl-4-oxo-pyran-3-carboxamide
• Q27137743

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9904	99.04%
Caco-2	+	0.6366	63.66%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7687	76.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9314	93.14%
OATP1B3 inhibitior	+	0.9587	95.87%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7498	74.98%
P-glycoprotein inhibitior	-	0.9012	90.12%
P-glycoprotein substrate	-	0.9453	94.53%
CYP3A4 substrate	-	0.6599	65.99%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.8725	87.25%
CYP3A4 inhibition	-	0.7705	77.05%
CYP2C9 inhibition	-	0.7077	70.77%
CYP2C19 inhibition	+	0.5517	55.17%
CYP2D6 inhibition	-	0.8759	87.59%
CYP1A2 inhibition	-	0.6107	61.07%
CYP2C8 inhibition	-	0.8273	82.73%
CYP inhibitory promiscuity	-	0.7442	74.42%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5074	50.74%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.6718	67.18%
Skin irritation	-	0.8124	81.24%
Skin corrosion	-	0.9734	97.34%
Ames mutagenesis	-	0.6870	68.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7853	78.53%
Micronuclear	+	0.7659	76.59%
Hepatotoxicity	+	0.6556	65.56%
skin sensitisation	-	0.8701	87.01%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7557	75.57%
Acute Oral Toxicity (c)	III	0.7468	74.68%
Estrogen receptor binding	+	0.8201	82.01%
Androgen receptor binding	+	0.7648	76.48%
Thyroid receptor binding	-	0.5523	55.23%
Glucocorticoid receptor binding	+	0.7581	75.81%
Aromatase binding	+	0.8953	89.53%
PPAR gamma	+	0.6190	61.90%
Honey bee toxicity	-	0.9040	90.40%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.6898	68.98%

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	94.39%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	93.62%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.07%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.14%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.60%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.16%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.24%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.88%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 16067346
• LOTUS: LTS0052303
• wikiData: Q27137743