Piperchabamide B

Details

• Internal ID: 652b45ad-dd6e-4c97-a02d-22e41eb4877b
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: (2E,10E)-11-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylundeca-2,10-dien-1-one
• SMILES (Canonical): C1CCN(CC1)C(=O)C=CCCCCCCC=CC2=CC3=C(C=C2)OCO3
• SMILES (Isomeric): C1CCN(CC1)C(=O)/C=C/CCCCCC/C=C/C2=CC3=C(C=C2)OCO3
• InChI: InChI=1S/C23H31NO3/c25-23(24-16-10-7-11-17-24)13-9-6-4-2-1-3-5-8-12-20-14-15-21-22(18-20)27-19-26-21/h8-9,12-15,18H,1-7,10-11,16-17,19H2/b12-8+,13-9+
• InChI Key: CHOLQJRIMZGPNC-QHKWOANTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₁NO₃
• Molecular Weight: 369.50 g/mol
• Exact Mass: 369.23039385 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.34
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

• CHEMBL255970
• CHOLQJRIMZGPNC-QHKWOANTSA-N
• AKOS040734325
• (2E,10E)-11-(benzo[d][1,3]dioxol-5-yl)-1-(piperidin-1-yl)undeca-2,10-dien-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	-	0.6112	61.12%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7406	74.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9218	92.18%
OATP1B3 inhibitior	+	0.9492	94.92%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9135	91.35%
P-glycoprotein inhibitior	+	0.7426	74.26%
P-glycoprotein substrate	-	0.8490	84.90%
CYP3A4 substrate	-	0.5118	51.18%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.8586	85.86%
CYP3A4 inhibition	+	0.7018	70.18%
CYP2C9 inhibition	-	0.8788	87.88%
CYP2C19 inhibition	-	0.6068	60.68%
CYP2D6 inhibition	+	0.8288	82.88%
CYP1A2 inhibition	+	0.8777	87.77%
CYP2C8 inhibition	-	0.8154	81.54%
CYP inhibitory promiscuity	+	0.8272	82.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5932	59.32%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.6770	67.70%
Skin irritation	-	0.7307	73.07%
Skin corrosion	-	0.8626	86.26%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8054	80.54%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.6783	67.83%
skin sensitisation	-	0.8192	81.92%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.8866	88.66%
Acute Oral Toxicity (c)	III	0.8109	81.09%
Estrogen receptor binding	+	0.8291	82.91%
Androgen receptor binding	+	0.8894	88.94%
Thyroid receptor binding	-	0.4874	48.74%
Glucocorticoid receptor binding	-	0.4922	49.22%
Aromatase binding	+	0.5812	58.12%
PPAR gamma	+	0.5639	56.39%
Honey bee toxicity	-	0.9401	94.01%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5310	53.10%
Fish aquatic toxicity	+	0.8457	84.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.13%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.09%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.78%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.23%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.59%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.31%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.61%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.61%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.96%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.74%	99.17%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	87.79%	90.24%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.92%	91.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.82%	90.71%
CHEMBL4208	P20618	Proteasome component C5	84.04%	90.00%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	83.30%	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 longum
• Piper retrofractum
• Retrophyllum minus
• Verbesina virginica

Cross-Links

• PubChem: 44453655
• NPASS: NPC99078
• ChEMBL: CHEMBL255970
• LOTUS: LTS0074814
• wikiData: Q104959086