methyl 6-hydroxy-7-methyl-2,4a,5,6,7,7a-hexahydro-1H-cyclopenta[c]pyridine-4-carboxylate

Details

• Internal ID: 5efccf9c-19c1-47e9-b4e1-17805abfe4ff
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Hydropyridines > Tetrahydropyridines
• IUPAC Name: methyl 6-hydroxy-7-methyl-2,4a,5,6,7,7a-hexahydro-1H-cyclopenta[c]pyridine-4-carboxylate
• SMILES (Canonical): CC1C(CC2C1CNC=C2C(=O)OC)O
• SMILES (Isomeric): CC1C(CC2C1CNC=C2C(=O)OC)O
• InChI: InChI=1S/C11H17NO3/c1-6-8-4-12-5-9(11(14)15-2)7(8)3-10(6)13/h5-8,10,12-13H,3-4H2,1-2H3
• InChI Key: UFTLJHOQQZCDQR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₇NO₃
• Molecular Weight: 211.26 g/mol
• Exact Mass: 211.12084340 g/mol
• Topological Polar Surface Area (TPSA): 58.60 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.28
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9757	97.57%
Caco-2	+	0.8069	80.69%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6822	68.22%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.8491	84.91%
OATP1B3 inhibitior	+	0.9518	95.18%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9572	95.72%
P-glycoprotein inhibitior	-	0.9631	96.31%
P-glycoprotein substrate	-	0.7101	71.01%
CYP3A4 substrate	+	0.5582	55.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8407	84.07%
CYP3A4 inhibition	-	0.9446	94.46%
CYP2C9 inhibition	-	0.8934	89.34%
CYP2C19 inhibition	-	0.8700	87.00%
CYP2D6 inhibition	-	0.8545	85.45%
CYP1A2 inhibition	-	0.6665	66.65%
CYP2C8 inhibition	-	0.8535	85.35%
CYP inhibitory promiscuity	-	0.8620	86.20%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6410	64.10%
Eye corrosion	-	0.9816	98.16%
Eye irritation	-	0.9381	93.81%
Skin irritation	-	0.7152	71.52%
Skin corrosion	-	0.9240	92.40%
Ames mutagenesis	-	0.5608	56.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.4551	45.51%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.7334	73.34%
skin sensitisation	-	0.8289	82.89%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6672	66.72%
Acute Oral Toxicity (c)	III	0.5556	55.56%
Estrogen receptor binding	-	0.8953	89.53%
Androgen receptor binding	-	0.5567	55.67%
Thyroid receptor binding	-	0.6901	69.01%
Glucocorticoid receptor binding	-	0.7173	71.73%
Aromatase binding	-	0.9000	90.00%
PPAR gamma	-	0.9060	90.60%
Honey bee toxicity	-	0.8464	84.64%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.5000	50.00%

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	97.27%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.37%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.11%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.30%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	85.64%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	80.83%	94.73%
CHEMBL4208	P20618	Proteasome component C5	80.71%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.15%	99.23%

Plants that contains it

• Scaevola racemigera
• Strychnos variabilis

Cross-Links

• PubChem: 73800010
• LOTUS: LTS0025184
• wikiData: Q105272098