(1S,2S,5R,6S)-2-(1,3-benzodioxol-5-yl)-6-[(E)-hept-1-enyl]-N-(2-methylpropyl)-5-(piperidine-1-carbonyl)cyclohex-3-ene-1-carboxamide

Details

• Internal ID: 56729fc3-faaf-406a-a644-ad3cb2fea38c
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: (1S,2S,5R,6S)-2-(1,3-benzodioxol-5-yl)-6-[(E)-hept-1-enyl]-N-(2-methylpropyl)-5-(piperidine-1-carbonyl)cyclohex-3-ene-1-carboxamide
• SMILES (Canonical): CCCCCC=CC1C(C=CC(C1C(=O)NCC(C)C)C2=CC3=C(C=C2)OCO3)C(=O)N4CCCCC4
• SMILES (Isomeric): CCCCC/C=C/[C@@H]1[C@@H](C=C[C@@H]([C@H]1C(=O)NCC(C)C)C2=CC3=C(C=C2)OCO3)C(=O)N4CCCCC4
• InChI: InChI=1S/C31H44N2O4/c1-4-5-6-7-9-12-25-26(31(35)33-17-10-8-11-18-33)15-14-24(29(25)30(34)32-20-22(2)3)23-13-16-27-28(19-23)37-21-36-27/h9,12-16,19,22,24-26,29H,4-8,10-11,17-18,20-21H2,1-3H3,(H,32,34)/b12-9+/t24-,25-,26-,29-/m1/s1
• InChI Key: IQEDQEFKHVXVLW-LDOJEKBXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₄N₂O₄
• Molecular Weight: 508.70 g/mol
• Exact Mass: 508.33010789 g/mol
• Topological Polar Surface Area (TPSA): 67.90 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 5.84
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9824	98.24%
Caco-2	-	0.6944	69.44%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5799	57.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8537	85.37%
OATP1B3 inhibitior	+	0.9301	93.01%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9755	97.55%
P-glycoprotein inhibitior	+	0.8898	88.98%
P-glycoprotein substrate	+	0.6359	63.59%
CYP3A4 substrate	+	0.6405	64.05%
CYP2C9 substrate	+	0.6029	60.29%
CYP2D6 substrate	-	0.8372	83.72%
CYP3A4 inhibition	+	0.8656	86.56%
CYP2C9 inhibition	-	0.6480	64.80%
CYP2C19 inhibition	+	0.5513	55.13%
CYP2D6 inhibition	-	0.7907	79.07%
CYP1A2 inhibition	-	0.7244	72.44%
CYP2C8 inhibition	+	0.4934	49.34%
CYP inhibitory promiscuity	+	0.5351	53.51%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6253	62.53%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9819	98.19%
Skin irritation	-	0.7939	79.39%
Skin corrosion	-	0.9151	91.51%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8073	80.73%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8613	86.13%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.9062	90.62%
Acute Oral Toxicity (c)	III	0.7117	71.17%
Estrogen receptor binding	-	0.5148	51.48%
Androgen receptor binding	+	0.7504	75.04%
Thyroid receptor binding	-	0.5351	53.51%
Glucocorticoid receptor binding	+	0.6953	69.53%
Aromatase binding	+	0.5205	52.05%
PPAR gamma	-	0.6697	66.97%
Honey bee toxicity	-	0.9014	90.14%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5502	55.02%
Fish aquatic toxicity	+	0.9895	98.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.59%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	99.57%	89.63%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.51%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.57%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.27%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.46%	91.11%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	91.43%	96.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.35%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.77%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.97%	99.17%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	88.26%	90.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.05%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.76%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.22%	96.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.88%	98.75%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.82%	96.47%
CHEMBL3401	O75469	Pregnane X receptor	85.90%	94.73%
CHEMBL5028	O14672	ADAM10	85.50%	97.50%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	85.47%	98.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.16%	92.62%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.69%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.04%	97.09%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.39%	89.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.15%	100.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.94%	94.80%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.10%	97.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.77%	95.89%
CHEMBL5646	Q6L5J4	FML2_HUMAN	80.48%	100.00%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	80.48%	97.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.26%	95.83%

Plants that contains it

• Piper nigrum

Cross-Links

• PubChem: 11272161
• LOTUS: LTS0156706
• wikiData: Q105117748