5alpha,6beta-Bis(piperidinocarbonyl)-4beta-[(E)-2-(1,3-benzodioxole-5-yl)ethenyl]-3beta-(1,3-benzodioxole-5-yl)cyclohexene

Details

• Internal ID: 88c620c0-f15e-4b04-8517-2f63b8ee4111
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: [(1S,4R,5R,6S)-4-(1,3-benzodioxol-5-yl)-5-[(E)-2-(1,3-benzodioxol-5-yl)ethenyl]-6-(piperidine-1-carbonyl)cyclohex-2-en-1-yl]-piperidin-1-ylmethanone
• SMILES (Canonical): C1CCN(CC1)C(=O)C2C=CC(C(C2C(=O)N3CCCCC3)C=CC4=CC5=C(C=C4)OCO5)C6=CC7=C(C=C6)OCO7
• SMILES (Isomeric): C1CCN(CC1)C(=O)[C@H]2C=C[C@H]([C@H]([C@@H]2C(=O)N3CCCCC3)/C=C/C4=CC5=C(C=C4)OCO5)C6=CC7=C(C=C6)OCO7
• InChI: InChI=1S/C34H38N2O6/c37-33(35-15-3-1-4-16-35)27-12-11-25(24-9-14-29-31(20-24)42-22-40-29)26(32(27)34(38)36-17-5-2-6-18-36)10-7-23-8-13-28-30(19-23)41-21-39-28/h7-14,19-20,25-27,32H,1-6,15-18,21-22H2/b10-7+/t25-,26+,27-,32-/m0/s1
• InChI Key: ZUHSRZLUGOUPFT-CSOUCCRTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₈N₂O₆
• Molecular Weight: 570.70 g/mol
• Exact Mass: 570.27298694 g/mol
• Topological Polar Surface Area (TPSA): 77.50 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.38
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• 5alpha,6beta-Bis(piperidinocarbonyl)-4beta-[(E)-2-(1,3-benzodioxole-5-yl)ethenyl]-3beta-(1,3-benzodioxole-5-yl)cyclohexene

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9730	97.30%
Caco-2	-	0.7925	79.25%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8179	81.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9164	91.64%
OATP1B3 inhibitior	+	0.9392	93.92%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9914	99.14%
P-glycoprotein inhibitior	+	0.9511	95.11%
P-glycoprotein substrate	-	0.8116	81.16%
CYP3A4 substrate	+	0.5449	54.49%
CYP2C9 substrate	+	0.6190	61.90%
CYP2D6 substrate	-	0.8222	82.22%
CYP3A4 inhibition	+	0.9128	91.28%
CYP2C9 inhibition	-	0.7390	73.90%
CYP2C19 inhibition	-	0.6090	60.90%
CYP2D6 inhibition	-	0.7130	71.30%
CYP1A2 inhibition	-	0.5163	51.63%
CYP2C8 inhibition	-	0.6433	64.33%
CYP inhibitory promiscuity	+	0.7366	73.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5964	59.64%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9433	94.33%
Skin irritation	-	0.7676	76.76%
Skin corrosion	-	0.9325	93.25%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8478	84.78%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8728	87.28%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7828	78.28%
Acute Oral Toxicity (c)	III	0.7232	72.32%
Estrogen receptor binding	+	0.7469	74.69%
Androgen receptor binding	+	0.7861	78.61%
Thyroid receptor binding	-	0.5153	51.53%
Glucocorticoid receptor binding	+	0.6568	65.68%
Aromatase binding	-	0.4886	48.86%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8618	86.18%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9760	97.60%

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	93.64%	96.09%
CHEMBL230	P35354	Cyclooxygenase-2	93.37%	89.63%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.98%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.11%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.89%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.60%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.56%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.83%	96.77%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	89.46%	90.24%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.42%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.45%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.00%	94.45%
CHEMBL2039	P27338	Monoamine oxidase B	85.83%	92.51%
CHEMBL4208	P20618	Proteasome component C5	84.29%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.48%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.38%	100.00%
CHEMBL5028	O14672	ADAM10	81.58%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.01%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.80%	92.62%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	80.58%	96.25%

Plants that contains it

• Brickellia longifolia
• Bupleurum rigidum
• Carpesium longifolium
• Cochlearia officinalis
• Coelogyne nitida
• Crocus corsicus
• Dichotomanthes tristaniicarpa
• Dracontium spruceanum
• Euphorbia micractina
• Frullania brasiliensis
• Heptapleurum venulosum
• Homalium laurifolium
• Lychnis coronata
• Matsumurella chinensis
• Palisota barteri
• Piper nigrum
• Piper retrofractum
• Retrophyllum minus
• Verbesina virginica

Cross-Links

• PubChem: 10438004
• NPASS: NPC305799
• LOTUS: LTS0079277
• wikiData: Q105383662