methyl (4aS,6S,7R,7aS)-6-(5-ethenylpyridine-3-carbonyl)oxy-7-methyl-2,4a,5,6,7,7a-hexahydro-1H-cyclopenta[c]pyridine-4-carboxylate

Details

• Internal ID: 4d5d3d38-0c0f-4c0d-bb65-1c642c4726d5
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Pyridinecarboxylic acids and derivatives > Pyridinecarboxylic acids
• IUPAC Name: methyl (4aS,6S,7R,7aS)-6-(5-ethenylpyridine-3-carbonyl)oxy-7-methyl-2,4a,5,6,7,7a-hexahydro-1H-cyclopenta[c]pyridine-4-carboxylate
• SMILES (Canonical): CC1C(CC2C1CNC=C2C(=O)OC)OC(=O)C3=CN=CC(=C3)C=C
• SMILES (Isomeric): C[C@H]1[C@H](C[C@H]2[C@@H]1CNC=C2C(=O)OC)OC(=O)C3=CN=CC(=C3)C=C
• InChI: InChI=1S/C19H22N2O4/c1-4-12-5-13(8-20-7-12)18(22)25-17-6-14-15(11(17)2)9-21-10-16(14)19(23)24-3/h4-5,7-8,10-11,14-15,17,21H,1,6,9H2,2-3H3/t11-,14+,15-,17+/m1/s1
• InChI Key: OMSCKIXRVCHVAG-MVQRFQBOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂N₂O₄
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.15795719 g/mol
• Topological Polar Surface Area (TPSA): 77.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.18
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9638	96.38%
Caco-2	-	0.5763	57.63%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7805	78.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8149	81.49%
OATP1B3 inhibitior	+	0.9272	92.72%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.4811	48.11%
P-glycoprotein inhibitior	-	0.5722	57.22%
P-glycoprotein substrate	-	0.5271	52.71%
CYP3A4 substrate	+	0.6423	64.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8809	88.09%
CYP3A4 inhibition	-	0.5190	51.90%
CYP2C9 inhibition	-	0.6765	67.65%
CYP2C19 inhibition	-	0.6376	63.76%
CYP2D6 inhibition	-	0.8241	82.41%
CYP1A2 inhibition	+	0.5628	56.28%
CYP2C8 inhibition	+	0.7338	73.38%
CYP inhibitory promiscuity	+	0.5800	58.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6333	63.33%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.9512	95.12%
Skin irritation	-	0.7662	76.62%
Skin corrosion	-	0.9349	93.49%
Ames mutagenesis	-	0.6160	61.60%
Human Ether-a-go-go-Related Gene inhibition	+	0.8282	82.82%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.6709	67.09%
skin sensitisation	-	0.8393	83.93%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8444	84.44%
Acute Oral Toxicity (c)	III	0.5772	57.72%
Estrogen receptor binding	-	0.4782	47.82%
Androgen receptor binding	-	0.5234	52.34%
Thyroid receptor binding	-	0.4926	49.26%
Glucocorticoid receptor binding	-	0.6017	60.17%
Aromatase binding	-	0.5951	59.51%
PPAR gamma	-	0.6668	66.68%
Honey bee toxicity	-	0.7450	74.50%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9517	95.17%

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	97.56%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.16%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.02%	99.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.62%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.17%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.81%	85.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.25%	96.95%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	89.87%	81.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.73%	97.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.18%	97.09%
CHEMBL2243	O00519	Anandamide amidohydrolase	87.95%	97.53%
CHEMBL4208	P20618	Proteasome component C5	87.54%	90.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.78%	92.88%
CHEMBL4530	P00488	Coagulation factor XIII	84.83%	96.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.43%	95.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.20%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	83.76%	91.19%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	81.87%	92.29%
CHEMBL3401	O75469	Pregnane X receptor	81.75%	94.73%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.14%	89.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.12%	99.23%
CHEMBL2535	P11166	Glucose transporter	80.44%	98.75%

Plants that contains it

• Scaevola racemigera

Cross-Links

• PubChem: 23258396
• LOTUS: LTS0036631
• wikiData: Q105194480