3-[2-(1,3-Benzodioxol-5-yl)-6-pentyl-5-(piperidine-1-carbonyl)cyclohex-3-en-1-yl]-1-piperidin-1-ylprop-2-en-1-one

Details

• Internal ID: 7f755b85-4a86-425b-883a-e9d11cc4eea4
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: 3-[2-(1,3-benzodioxol-5-yl)-6-pentyl-5-(piperidine-1-carbonyl)cyclohex-3-en-1-yl]-1-piperidin-1-ylprop-2-en-1-one
• SMILES (Canonical): CCCCCC1C(C=CC(C1C=CC(=O)N2CCCCC2)C3=CC4=C(C=C3)OCO4)C(=O)N5CCCCC5
• SMILES (Isomeric): CCCCCC1C(C=CC(C1C=CC(=O)N2CCCCC2)C3=CC4=C(C=C3)OCO4)C(=O)N5CCCCC5
• InChI: InChI=1S/C32H44N2O4/c1-2-3-6-11-26-27(15-17-31(35)33-18-7-4-8-19-33)25(24-12-16-29-30(22-24)38-23-37-29)13-14-28(26)32(36)34-20-9-5-10-21-34/h12-17,22,25-28H,2-11,18-21,23H2,1H3
• InChI Key: PGBYRHUXIZJVKO-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₄N₂O₄
• Molecular Weight: 520.70 g/mol
• Exact Mass: 520.33010789 g/mol
• Topological Polar Surface Area (TPSA): 59.10 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 6.08
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9849	98.49%
Caco-2	-	0.6499	64.99%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6458	64.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8714	87.14%
OATP1B3 inhibitior	+	0.9366	93.66%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9867	98.67%
P-glycoprotein inhibitior	+	0.8848	88.48%
P-glycoprotein substrate	+	0.5238	52.38%
CYP3A4 substrate	+	0.6133	61.33%
CYP2C9 substrate	-	0.6198	61.98%
CYP2D6 substrate	-	0.8846	88.46%
CYP3A4 inhibition	+	0.7909	79.09%
CYP2C9 inhibition	-	0.5954	59.54%
CYP2C19 inhibition	+	0.6015	60.15%
CYP2D6 inhibition	-	0.8007	80.07%
CYP1A2 inhibition	-	0.5783	57.83%
CYP2C8 inhibition	+	0.5563	55.63%
CYP inhibitory promiscuity	+	0.7229	72.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5858	58.58%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9646	96.46%
Skin irritation	-	0.7855	78.55%
Skin corrosion	-	0.9189	91.89%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8756	87.56%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.5304	53.04%
skin sensitisation	-	0.8590	85.90%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7709	77.09%
Acute Oral Toxicity (c)	III	0.7200	72.00%
Estrogen receptor binding	+	0.8175	81.75%
Androgen receptor binding	+	0.8015	80.15%
Thyroid receptor binding	+	0.5424	54.24%
Glucocorticoid receptor binding	+	0.6159	61.59%
Aromatase binding	-	0.4900	49.00%
PPAR gamma	-	0.6000	60.00%
Honey bee toxicity	-	0.9239	92.39%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5017	50.17%
Fish aquatic toxicity	+	0.9915	99.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	99.08%	89.63%
CHEMBL2581	P07339	Cathepsin D	98.61%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.50%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.84%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.59%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.09%	91.11%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	88.67%	91.81%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.45%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.29%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.24%	89.00%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	86.72%	96.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.57%	95.50%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	85.58%	90.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.08%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.05%	95.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.80%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.28%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.38%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.64%	96.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.72%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.50%	99.17%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	81.37%	98.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.25%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.75%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.54%	97.25%

Plants that contains it

• Piper nigrum

Cross-Links

• PubChem: 72968118
• LOTUS: LTS0136211
• wikiData: Q105208306