6-Methylidene-1-[4-(4-methyl-5-oxofuran-2-ylidene)butyl]-2,3,4,7-tetrahydrocyclopenta[b]pyridin-5-one

Details

• Internal ID: 4b70a5c7-1e6b-4bba-9357-6cc30c19e1e6
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Hydropyridines > Tetrahydropyridines
• IUPAC Name: 6-methylidene-1-[4-(4-methyl-5-oxofuran-2-ylidene)butyl]-2,3,4,7-tetrahydrocyclopenta[b]pyridin-5-one
• SMILES (Canonical): CC1=CC(=CCCCN2CCCC3=C2CC(=C)C3=O)OC1=O
• SMILES (Isomeric): CC1=CC(=CCCCN2CCCC3=C2CC(=C)C3=O)OC1=O
• InChI: InChI=1S/C18H21NO3/c1-12-11-16-15(17(12)20)7-5-9-19(16)8-4-3-6-14-10-13(2)18(21)22-14/h6,10H,1,3-5,7-9,11H2,2H3
• InChI Key: SIAHQINCBBSLKV-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₁NO₃
• Molecular Weight: 299.40 g/mol
• Exact Mass: 299.15214353 g/mol
• Topological Polar Surface Area (TPSA): 46.60 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.03
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9731	97.31%
Caco-2	+	0.5896	58.96%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7700	77.00%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8763	87.63%
OATP1B3 inhibitior	+	0.9412	94.12%
MATE1 inhibitior	-	0.8409	84.09%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.5808	58.08%
P-glycoprotein inhibitior	-	0.7018	70.18%
P-glycoprotein substrate	-	0.7446	74.46%
CYP3A4 substrate	+	0.6078	60.78%
CYP2C9 substrate	-	0.5968	59.68%
CYP2D6 substrate	-	0.8072	80.72%
CYP3A4 inhibition	-	0.9052	90.52%
CYP2C9 inhibition	-	0.8609	86.09%
CYP2C19 inhibition	-	0.7757	77.57%
CYP2D6 inhibition	-	0.8696	86.96%
CYP1A2 inhibition	+	0.5586	55.86%
CYP2C8 inhibition	-	0.8568	85.68%
CYP inhibitory promiscuity	-	0.8580	85.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4696	46.96%
Eye corrosion	-	0.9689	96.89%
Eye irritation	-	0.8519	85.19%
Skin irritation	-	0.7337	73.37%
Skin corrosion	-	0.8798	87.98%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7360	73.60%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.5710	57.10%
skin sensitisation	-	0.8105	81.05%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.6286	62.86%
Acute Oral Toxicity (c)	III	0.6083	60.83%
Estrogen receptor binding	-	0.6048	60.48%
Androgen receptor binding	-	0.5091	50.91%
Thyroid receptor binding	+	0.5425	54.25%
Glucocorticoid receptor binding	+	0.6875	68.75%
Aromatase binding	+	0.6194	61.94%
PPAR gamma	-	0.5727	57.27%
Honey bee toxicity	-	0.8731	87.31%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8813	88.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.05%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.80%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.99%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.68%	90.71%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.83%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.52%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.57%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	83.88%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.15%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.66%	95.89%

Plants that contains it

• Pandanus amaryllifolius

Cross-Links

• PubChem: 163032214
• LOTUS: LTS0036602
• wikiData: Q105253495