1-[(3aR,4R,5R,7aS)-5-[(E)-5-pyridin-2-ylpent-4-enyl]-2,3,3a,4,5,7a-hexahydro-1H-inden-4-yl]ethanone

Details

• Internal ID: f8e358d9-30af-445f-8076-0fe6f8541183
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives
• IUPAC Name: 1-[(3aR,4R,5R,7aS)-5-[(E)-5-pyridin-2-ylpent-4-enyl]-2,3,3a,4,5,7a-hexahydro-1H-inden-4-yl]ethanone
• SMILES (Canonical): CC(=O)C1C2CCCC2C=CC1CCCC=CC3=CC=CC=N3
• SMILES (Isomeric): CC(=O)[C@H]1[C@@H]2CCC[C@H]2C=C[C@H]1CCC/C=C/C3=CC=CC=N3
• InChI: InChI=1S/C21H27NO/c1-16(23)21-18(14-13-17-9-7-12-20(17)21)8-3-2-4-10-19-11-5-6-15-22-19/h4-6,10-11,13-15,17-18,20-21H,2-3,7-9,12H2,1H3/b10-4+/t17-,18+,20+,21+/m0/s1
• InChI Key: NOQCDTWBLXKMJU-RMKJFREFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₇NO
• Molecular Weight: 309.40 g/mol
• Exact Mass: 309.209264485 g/mol
• Topological Polar Surface Area (TPSA): 30.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 5.07
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5712	57.12%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Plasma membrane	0.5672	56.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8582	85.82%
OATP1B3 inhibitior	+	0.9593	95.93%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8931	89.31%
P-glycoprotein inhibitior	-	0.4530	45.30%
P-glycoprotein substrate	-	0.6041	60.41%
CYP3A4 substrate	+	0.6146	61.46%
CYP2C9 substrate	-	0.7908	79.08%
CYP2D6 substrate	-	0.8375	83.75%
CYP3A4 inhibition	-	0.6095	60.95%
CYP2C9 inhibition	-	0.5275	52.75%
CYP2C19 inhibition	+	0.8950	89.50%
CYP2D6 inhibition	-	0.8416	84.16%
CYP1A2 inhibition	+	0.9308	93.08%
CYP2C8 inhibition	+	0.4812	48.12%
CYP inhibitory promiscuity	+	0.8713	87.13%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5946	59.46%
Eye corrosion	-	0.9581	95.81%
Eye irritation	-	0.9537	95.37%
Skin irritation	-	0.6207	62.07%
Skin corrosion	-	0.9543	95.43%
Ames mutagenesis	-	0.6419	64.19%
Human Ether-a-go-go-Related Gene inhibition	+	0.7092	70.92%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5722	57.22%
skin sensitisation	+	0.4857	48.57%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7710	77.10%
Acute Oral Toxicity (c)	III	0.7762	77.62%
Estrogen receptor binding	+	0.7709	77.09%
Androgen receptor binding	+	0.5346	53.46%
Thyroid receptor binding	-	0.4883	48.83%
Glucocorticoid receptor binding	+	0.5401	54.01%
Aromatase binding	-	0.6635	66.35%
PPAR gamma	-	0.5754	57.54%
Honey bee toxicity	-	0.9407	94.07%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.7309	73.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.78%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.25%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.56%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.91%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.96%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	89.96%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.73%	96.00%
CHEMBL240	Q12809	HERG	88.80%	89.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.98%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.53%	100.00%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	83.14%	88.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.92%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.70%	89.00%

Plants that contains it

• Xanthium strumarium

Cross-Links

• PubChem: 10403093
• NPASS: NPC214687
• LOTUS: LTS0235308
• wikiData: Q105182707