vertilecanin A

Details

• Internal ID: cbfd4327-4d5e-4be3-929c-70daef4e3335
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Pyridinecarboxylic acids and derivatives > Pyridine-2-carboxylic acids > 5-alkyl-2-carboxypyrimidines
• IUPAC Name: 5-[(R)-hydroxy(phenyl)methyl]pyridine-2-carboxylic acid
• SMILES (Canonical): C1=CC=C(C=C1)C(C2=CN=C(C=C2)C(=O)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)[C@H](C2=CN=C(C=C2)C(=O)O)O
• InChI: InChI=1S/C13H11NO3/c15-12(9-4-2-1-3-5-9)10-6-7-11(13(16)17)14-8-10/h1-8,12,15H,(H,16,17)/t12-/m1/s1
• InChI Key: BMTGCDDXYNEVRV-GFCCVEGCSA-N
• Popularity: 1 reference 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): 70.40 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.86
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 5-[(R)-hydroxy(phenyl)methyl]pyridine-2-carboxylic acid
• 5-((R)-hydroxy(phenyl)methyl)pyridine-2-carboxylic acid
• RefChem:194139
• 328079-23-8
• CHEMBL459095
• CHEBI:209555

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9832	98.32%
Caco-2	-	0.6406	64.06%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8553	85.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9690	96.90%
OATP1B3 inhibitior	+	0.9477	94.77%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8105	81.05%
P-glycoprotein inhibitior	-	0.9530	95.30%
P-glycoprotein substrate	-	0.9641	96.41%
CYP3A4 substrate	-	0.7252	72.52%
CYP2C9 substrate	-	0.8303	83.03%
CYP2D6 substrate	-	0.8845	88.45%
CYP3A4 inhibition	-	0.9466	94.66%
CYP2C9 inhibition	-	0.8779	87.79%
CYP2C19 inhibition	-	0.9020	90.20%
CYP2D6 inhibition	-	0.9743	97.43%
CYP1A2 inhibition	-	0.9050	90.50%
CYP2C8 inhibition	-	0.8967	89.67%
CYP inhibitory promiscuity	-	0.9225	92.25%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.7426	74.26%
Carcinogenicity (trinary)	Non-required	0.7424	74.24%
Eye corrosion	-	0.9964	99.64%
Eye irritation	+	0.8597	85.97%
Skin irritation	+	0.6122	61.22%
Skin corrosion	-	0.9762	97.62%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8727	87.27%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.7178	71.78%
skin sensitisation	-	0.9081	90.81%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7023	70.23%
Acute Oral Toxicity (c)	IV	0.4296	42.96%
Estrogen receptor binding	-	0.4876	48.76%
Androgen receptor binding	-	0.8288	82.88%
Thyroid receptor binding	-	0.5737	57.37%
Glucocorticoid receptor binding	-	0.6827	68.27%
Aromatase binding	+	0.7703	77.03%
PPAR gamma	+	0.7681	76.81%
Honey bee toxicity	-	0.7911	79.11%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	-	0.7145	71.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	96.16%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.92%	94.08%
CHEMBL3902	P09211	Glutathione S-transferase Pi	88.03%	93.81%
CHEMBL2535	P11166	Glucose transporter	87.49%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.82%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.12%	95.56%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.55%	81.11%
CHEMBL1811	P34995	Prostanoid EP1 receptor	83.29%	95.71%
CHEMBL2039	P27338	Monoamine oxidase B	82.32%	92.51%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.60%	96.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.31%	94.23%

Plants that contains it

• Petroselinum crispum

Cross-Links

• PubChem: 10263201
• NPASS: NPC207851
• LOTUS: LTS0114095
• wikiData: Q77518766