Pestalamide C

Details

• Internal ID: 11814d1c-75ff-45c2-94f8-50979640aa44
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Pyridinecarboxylic acids and derivatives > Pyridinecarboxamides > Nicotinamides
• IUPAC Name: 6-benzyl-1-(2-hydroxyethyl)-4-oxopyridine-3-carboxamide
• SMILES (Canonical): C1=CC=C(C=C1)CC2=CC(=O)C(=CN2CCO)C(=O)N
• SMILES (Isomeric): C1=CC=C(C=C1)CC2=CC(=O)C(=CN2CCO)C(=O)N
• InChI: InChI=1S/C15H16N2O3/c16-15(20)13-10-17(6-7-18)12(9-14(13)19)8-11-4-2-1-3-5-11/h1-5,9-10,18H,6-8H2,(H2,16,20)
• InChI Key: UDMZEYMXXKXZBY-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆N₂O₃
• Molecular Weight: 272.30 g/mol
• Exact Mass: 272.11609238 g/mol
• Topological Polar Surface Area (TPSA): 83.60 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.53
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• 6-benzyl-1-(2-hydroxyethyl)-4-oxo-pyridine-3-carboxamide
• 6-Benzyl-1-(2-hydroxyethyl)-4-oxo-1,4-dihydropyridine-3-carboxamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9744	97.44%
Caco-2	-	0.7164	71.64%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7783	77.83%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.9288	92.88%
OATP1B3 inhibitior	+	0.9412	94.12%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.8982	89.82%
P-glycoprotein substrate	-	0.8083	80.83%
CYP3A4 substrate	-	0.6258	62.58%
CYP2C9 substrate	+	0.5996	59.96%
CYP2D6 substrate	-	0.8813	88.13%
CYP3A4 inhibition	-	0.5365	53.65%
CYP2C9 inhibition	-	0.8508	85.08%
CYP2C19 inhibition	-	0.8967	89.67%
CYP2D6 inhibition	-	0.8041	80.41%
CYP1A2 inhibition	-	0.7527	75.27%
CYP2C8 inhibition	-	0.8482	84.82%
CYP inhibitory promiscuity	-	0.7246	72.46%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6007	60.07%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9180	91.80%
Skin irritation	-	0.8363	83.63%
Skin corrosion	-	0.9570	95.70%
Ames mutagenesis	-	0.6970	69.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7798	77.98%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.9135	91.35%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7274	72.74%
Acute Oral Toxicity (c)	III	0.7018	70.18%
Estrogen receptor binding	+	0.7589	75.89%
Androgen receptor binding	+	0.6563	65.63%
Thyroid receptor binding	-	0.7175	71.75%
Glucocorticoid receptor binding	+	0.5487	54.87%
Aromatase binding	+	0.7228	72.28%
PPAR gamma	+	0.7957	79.57%
Honey bee toxicity	-	0.9265	92.65%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.8158	81.58%

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	97.08%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.99%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.21%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.79%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	86.55%	83.82%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.41%	93.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.18%	95.50%
CHEMBL3891	P07384	Calpain 1	81.92%	93.04%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.69%	99.17%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.67%	94.42%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 25158706
• LOTUS: LTS0131075
• wikiData: Q75052763