1-(1,3-Benzodioxol-5-yl)-2-(piperidin-1-yl)ethanone

Details

• Internal ID: aa6b36c0-a984-4a69-ac0d-98a7485cb1dd
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: 1-(1,3-benzodioxol-5-yl)-2-piperidin-1-ylethanone
• SMILES (Canonical): C1CCN(CC1)CC(=O)C2=CC3=C(C=C2)OCO3
• SMILES (Isomeric): C1CCN(CC1)CC(=O)C2=CC3=C(C=C2)OCO3
• InChI: InChI=1S/C14H17NO3/c16-12(9-15-6-2-1-3-7-15)11-4-5-13-14(8-11)18-10-17-13/h4-5,8H,1-3,6-7,9-10H2
• InChI Key: BXHHJRHONZVBJK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₇NO₃
• Molecular Weight: 247.29 g/mol
• Exact Mass: 247.12084340 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.08
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• CHEMBL1740033
• BDBM50401982
• AKOS005458550
• CCG-274805

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9858	98.58%
Caco-2	+	0.8753	87.53%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6916	69.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9602	96.02%
OATP1B3 inhibitior	+	0.9503	95.03%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.6267	62.67%
P-glycoprotein inhibitior	-	0.8784	87.84%
P-glycoprotein substrate	-	0.9381	93.81%
CYP3A4 substrate	-	0.6625	66.25%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	+	0.5119	51.19%
CYP3A4 inhibition	+	0.5895	58.95%
CYP2C9 inhibition	-	0.8628	86.28%
CYP2C19 inhibition	-	0.6476	64.76%
CYP2D6 inhibition	+	0.8237	82.37%
CYP1A2 inhibition	+	0.9258	92.58%
CYP2C8 inhibition	-	0.9486	94.86%
CYP inhibitory promiscuity	+	0.7456	74.56%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6006	60.06%
Eye corrosion	-	0.9791	97.91%
Eye irritation	+	0.7821	78.21%
Skin irritation	-	0.7820	78.20%
Skin corrosion	-	0.8282	82.82%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7201	72.01%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8076	80.76%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.5571	55.71%
Acute Oral Toxicity (c)	III	0.7426	74.26%
Estrogen receptor binding	-	0.5528	55.28%
Androgen receptor binding	+	0.5756	57.56%
Thyroid receptor binding	-	0.6439	64.39%
Glucocorticoid receptor binding	-	0.7177	71.77%
Aromatase binding	+	0.6489	64.89%
PPAR gamma	-	0.5483	54.83%
Honey bee toxicity	-	0.9789	97.89%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7052	70.52%
Fish aquatic toxicity	-	0.5226	52.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.67%	86.33%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	93.64%	86.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.66%	96.77%
CHEMBL4208	P20618	Proteasome component C5	90.85%	90.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	90.12%	90.24%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.89%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.88%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.33%	94.80%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	85.54%	90.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.50%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.54%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.68%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.50%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.32%	90.71%

Plants that contains it

• Piper nigrum

Cross-Links

• PubChem: 794222
• LOTUS: LTS0032014
• wikiData: Q104948009