methyl 2-(2-hydroxyethyl)-7-(hydroxymethyl)-1-oxo-5,7a-dihydro-4aH-cyclopenta[c]pyridine-4-carboxylate

Details

• Internal ID: e20c5c19-b5ef-46f2-a2b0-c299384cdd7f
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Hydropyridines > Tetrahydropyridines
• IUPAC Name: methyl 2-(2-hydroxyethyl)-7-(hydroxymethyl)-1-oxo-5,7a-dihydro-4aH-cyclopenta[c]pyridine-4-carboxylate
• SMILES (Canonical): COC(=O)C1=CN(C(=O)C2C1CC=C2CO)CCO
• SMILES (Isomeric): COC(=O)C1=CN(C(=O)C2C1CC=C2CO)CCO
• InChI: InChI=1S/C13H17NO5/c1-19-13(18)10-6-14(4-5-15)12(17)11-8(7-16)2-3-9(10)11/h2,6,9,11,15-16H,3-5,7H2,1H3
• InChI Key: MLKFESWUFLKYRE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₇NO₅
• Molecular Weight: 267.28 g/mol
• Exact Mass: 267.11067264 g/mol
• Topological Polar Surface Area (TPSA): 87.10 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -0.57
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7671	76.71%
Caco-2	+	0.6436	64.36%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7977	79.77%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	+	0.9006	90.06%
OATP1B3 inhibitior	+	0.9427	94.27%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9403	94.03%
P-glycoprotein inhibitior	-	0.9583	95.83%
P-glycoprotein substrate	-	0.6932	69.32%
CYP3A4 substrate	+	0.5704	57.04%
CYP2C9 substrate	-	0.6077	60.77%
CYP2D6 substrate	-	0.8631	86.31%
CYP3A4 inhibition	-	0.9473	94.73%
CYP2C9 inhibition	-	0.8185	81.85%
CYP2C19 inhibition	-	0.7875	78.75%
CYP2D6 inhibition	-	0.9382	93.82%
CYP1A2 inhibition	-	0.6666	66.66%
CYP2C8 inhibition	-	0.8636	86.36%
CYP inhibitory promiscuity	-	0.7576	75.76%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5899	58.99%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.7018	70.18%
Skin irritation	-	0.7682	76.82%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	-	0.5654	56.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7810	78.10%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.5439	54.39%
skin sensitisation	-	0.8835	88.35%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.6762	67.62%
Acute Oral Toxicity (c)	III	0.5835	58.35%
Estrogen receptor binding	-	0.8179	81.79%
Androgen receptor binding	-	0.4863	48.63%
Thyroid receptor binding	-	0.6277	62.77%
Glucocorticoid receptor binding	+	0.5510	55.10%
Aromatase binding	-	0.7972	79.72%
PPAR gamma	-	0.6808	68.08%
Honey bee toxicity	-	0.9304	93.04%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	-	0.6876	68.76%

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	97.41%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.16%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.78%	97.25%
CHEMBL4208	P20618	Proteasome component C5	88.14%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.49%	91.11%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.89%	91.07%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.19%	86.92%

Plants that contains it

• Gardenia jasminoides

Cross-Links

• PubChem: 85280930
• LOTUS: LTS0059430
• wikiData: Q105166775