[(1S,4R,5R,6S)-5-(1,3-benzodioxol-5-yl)-4-pentyl-6-(piperidine-1-carbonyl)cyclohex-2-en-1-yl]-piperidin-1-ylmethanone

Details

• Internal ID: 8f22fe72-e353-4f3f-b0e6-9065522f739c
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: [(1S,4R,5R,6S)-5-(1,3-benzodioxol-5-yl)-4-pentyl-6-(piperidine-1-carbonyl)cyclohex-2-en-1-yl]-piperidin-1-ylmethanone
• SMILES (Canonical): CCCCCC1C=CC(C(C1C2=CC3=C(C=C2)OCO3)C(=O)N4CCCCC4)C(=O)N5CCCCC5
• SMILES (Isomeric): CCCCC[C@@H]1C=C[C@@H]([C@H]([C@@H]1C2=CC3=C(C=C2)OCO3)C(=O)N4CCCCC4)C(=O)N5CCCCC5
• InChI: InChI=1S/C30H42N2O4/c1-2-3-6-11-22-12-14-24(29(33)31-16-7-4-8-17-31)28(30(34)32-18-9-5-10-19-32)27(22)23-13-15-25-26(20-23)36-21-35-25/h12-15,20,22,24,27-28H,2-11,16-19,21H2,1H3/t22-,24+,27+,28-/m1/s1
• InChI Key: XNDMTCOUTFTPFJ-SSVAKIOMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₂N₂O₄
• Molecular Weight: 494.70 g/mol
• Exact Mass: 494.31445783 g/mol
• Topological Polar Surface Area (TPSA): 59.10 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.52
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 7

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	-	0.5580	55.80%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6458	64.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8826	88.26%
OATP1B3 inhibitior	+	0.9366	93.66%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9080	90.80%
P-glycoprotein inhibitior	+	0.7992	79.92%
P-glycoprotein substrate	-	0.6147	61.47%
CYP3A4 substrate	+	0.5678	56.78%
CYP2C9 substrate	-	0.5844	58.44%
CYP2D6 substrate	-	0.8353	83.53%
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	-	0.7072	70.72%
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	-	0.9647	96.47%
Skin irritation	-	0.7855	78.55%
Skin corrosion	-	0.9189	91.89%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8202	82.02%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.5677	56.77%
skin sensitisation	-	0.8590	85.90%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.5640	56.40%
Acute Oral Toxicity (c)	III	0.7200	72.00%
Estrogen receptor binding	+	0.6716	67.16%
Androgen receptor binding	+	0.7783	77.83%
Thyroid receptor binding	+	0.5637	56.37%
Glucocorticoid receptor binding	+	0.5811	58.11%
Aromatase binding	-	0.5675	56.75%
PPAR gamma	-	0.7502	75.02%
Honey bee toxicity	-	0.9537	95.37%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5359	53.59%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.50%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.41%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	97.17%	89.63%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.10%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.07%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.76%	86.33%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	91.67%	90.24%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.17%	90.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.29%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.90%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.77%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.16%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.35%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.11%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	83.34%	94.73%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	83.14%	96.25%
CHEMBL5028	O14672	ADAM10	82.39%	97.50%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.24%	98.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.09%	95.56%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.39%	82.38%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	81.16%	91.81%
CHEMBL240	Q12809	HERG	80.41%	89.76%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.24%	100.00%

Plants that contains it

• Piper nigrum

Cross-Links

• PubChem: 11225675
• LOTUS: LTS0127674
• wikiData: Q105331576