Methyl 5-[(1S,2S)-1,2-dihydroxypropyl]pyridine-2-carboxylate

Details

• Internal ID: d32c420e-bac5-4440-b8e0-ba3aedca7795
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Pyridinecarboxylic acids and derivatives > Pyridine-2-carboxylic acids > 5-alkyl-2-carboxypyrimidines
• IUPAC Name: methyl 5-[(1S,2S)-1,2-dihydroxypropyl]pyridine-2-carboxylate
• SMILES (Canonical): CC(C(C1=CN=C(C=C1)C(=O)OC)O)O
• SMILES (Isomeric): C[C@@H]([C@H](C1=CN=C(C=C1)C(=O)OC)O)O
• InChI: InChI=1S/C10H13NO4/c1-6(12)9(13)7-3-4-8(11-5-7)10(14)15-2/h3-6,9,12-13H,1-2H3/t6-,9+/m0/s1
• InChI Key: XZXCYBBAXJQLFQ-IMTBSYHQSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₃NO₄
• Molecular Weight: 211.21 g/mol
• Exact Mass: 211.08445790 g/mol
• Topological Polar Surface Area (TPSA): 79.70 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.28
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• CHEMBL492507
• CJ-14,877
• METHYL 5-[(1S,2S)-1,2-DIHYDROXYPROPYL]PYRIDINE-2-CARBOXYLATE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7730	77.30%
Caco-2	+	0.5744	57.44%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8406	84.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9438	94.38%
OATP1B3 inhibitior	+	0.9534	95.34%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9407	94.07%
P-glycoprotein inhibitior	-	0.9815	98.15%
P-glycoprotein substrate	-	0.8491	84.91%
CYP3A4 substrate	-	0.6135	61.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8549	85.49%
CYP3A4 inhibition	-	0.9658	96.58%
CYP2C9 inhibition	-	0.8766	87.66%
CYP2C19 inhibition	-	0.9319	93.19%
CYP2D6 inhibition	-	0.9428	94.28%
CYP1A2 inhibition	-	0.9320	93.20%
CYP2C8 inhibition	-	0.8779	87.79%
CYP inhibitory promiscuity	-	0.9581	95.81%
UGT catelyzed	+	0.6159	61.59%
Carcinogenicity (binary)	-	0.8417	84.17%
Carcinogenicity (trinary)	Non-required	0.7299	72.99%
Eye corrosion	-	0.9889	98.89%
Eye irritation	+	0.6307	63.07%
Skin irritation	-	0.6648	66.48%
Skin corrosion	-	0.9739	97.39%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6481	64.81%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.5148	51.48%
skin sensitisation	-	0.9239	92.39%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.5880	58.80%
Acute Oral Toxicity (c)	III	0.5124	51.24%
Estrogen receptor binding	-	0.8449	84.49%
Androgen receptor binding	-	0.9292	92.92%
Thyroid receptor binding	-	0.7962	79.62%
Glucocorticoid receptor binding	-	0.8875	88.75%
Aromatase binding	-	0.5916	59.16%
PPAR gamma	-	0.7345	73.45%
Honey bee toxicity	-	0.8563	85.63%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.9277	92.77%

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	97.54%	96.09%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	92.70%	81.11%
CHEMBL4208	P20618	Proteasome component C5	90.02%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.55%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.54%	96.00%
CHEMBL2535	P11166	Glucose transporter	87.84%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	85.84%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.54%	93.65%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.07%	90.24%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.56%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.64%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.73%	99.17%
CHEMBL2581	P07339	Cathepsin D	80.08%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 9794337
• LOTUS: LTS0175734
• wikiData: Q77566628