Methyl 7-(hydroxymethyl)-1-oxo-2,4a,5,7a-tetrahydrocyclopenta[c]pyridine-4-carboxylate

Details

• Internal ID: 0e2539c7-3f3b-458d-89ff-0ff5b32ff274
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Hydropyridines > Tetrahydropyridines
• IUPAC Name: methyl 7-(hydroxymethyl)-1-oxo-2,4a,5,7a-tetrahydrocyclopenta[c]pyridine-4-carboxylate
• SMILES (Canonical): COC(=O)C1=CNC(=O)C2C1CC=C2CO
• SMILES (Isomeric): COC(=O)C1=CNC(=O)C2C1CC=C2CO
• InChI: InChI=1S/C11H13NO4/c1-16-11(15)8-4-12-10(14)9-6(5-13)2-3-7(8)9/h2,4,7,9,13H,3,5H2,1H3,(H,12,14)
• InChI Key: JKUVCURZAWEADG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₃NO₄
• Molecular Weight: 223.22 g/mol
• Exact Mass: 223.08445790 g/mol
• Topological Polar Surface Area (TPSA): 75.60 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -0.27
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9528	95.28%
Caco-2	-	0.5408	54.08%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7084	70.84%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.9177	91.77%
OATP1B3 inhibitior	+	0.9467	94.67%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9576	95.76%
P-glycoprotein inhibitior	-	0.9808	98.08%
P-glycoprotein substrate	-	0.7895	78.95%
CYP3A4 substrate	+	0.5546	55.46%
CYP2C9 substrate	-	0.6096	60.96%
CYP2D6 substrate	-	0.8766	87.66%
CYP3A4 inhibition	-	0.8302	83.02%
CYP2C9 inhibition	-	0.7973	79.73%
CYP2C19 inhibition	-	0.8107	81.07%
CYP2D6 inhibition	-	0.9146	91.46%
CYP1A2 inhibition	-	0.6805	68.05%
CYP2C8 inhibition	-	0.7353	73.53%
CYP inhibitory promiscuity	-	0.8615	86.15%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6340	63.40%
Eye corrosion	-	0.9812	98.12%
Eye irritation	-	0.8008	80.08%
Skin irritation	-	0.7909	79.09%
Skin corrosion	-	0.9501	95.01%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7372	73.72%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.5222	52.22%
skin sensitisation	-	0.8678	86.78%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.7238	72.38%
Acute Oral Toxicity (c)	III	0.6289	62.89%
Estrogen receptor binding	-	0.7798	77.98%
Androgen receptor binding	-	0.5110	51.10%
Thyroid receptor binding	-	0.6778	67.78%
Glucocorticoid receptor binding	+	0.6009	60.09%
Aromatase binding	-	0.8015	80.15%
PPAR gamma	-	0.7743	77.43%
Honey bee toxicity	-	0.8443	84.43%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.6472	64.72%

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	97.03%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.80%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.74%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.96%	97.09%
CHEMBL255	P29275	Adenosine A2b receptor	88.59%	98.59%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.29%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.36%	94.45%
CHEMBL4208	P20618	Proteasome component C5	82.64%	90.00%
CHEMBL226	P30542	Adenosine A1 receptor	82.21%	95.93%

Plants that contains it

• Gardenia jasminoides
• Rothmannia urcelliformis

Cross-Links

• PubChem: 85264176
• LOTUS: LTS0020695
• wikiData: Q104664511