7-(1,3-Benzodioxol-5-yl)-1-pyrrolidin-1-ylhepta-2,4,6-trien-1-one

Details

• Internal ID: a652443a-2bad-4756-94f5-9ce26a19762b
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: 7-(1,3-benzodioxol-5-yl)-1-pyrrolidin-1-ylhepta-2,4,6-trien-1-one
• SMILES (Canonical): C1CCN(C1)C(=O)C=CC=CC=CC2=CC3=C(C=C2)OCO3
• SMILES (Isomeric): C1CCN(C1)C(=O)C=CC=CC=CC2=CC3=C(C=C2)OCO3
• InChI: InChI=1S/C18H19NO3/c20-18(19-11-5-6-12-19)8-4-2-1-3-7-15-9-10-16-17(13-15)22-14-21-16/h1-4,7-10,13H,5-6,11-12,14H2
• InChI Key: CUTSGEORQNCXRC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₉NO₃
• Molecular Weight: 297.30 g/mol
• Exact Mass: 297.13649347 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.16
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	+	0.8591	85.91%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6033	60.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9527	95.27%
OATP1B3 inhibitior	+	0.9490	94.90%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6664	66.64%
BSEP inhibitior	+	0.7171	71.71%
P-glycoprotein inhibitior	+	0.6172	61.72%
P-glycoprotein substrate	-	0.9197	91.97%
CYP3A4 substrate	-	0.5880	58.80%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.8586	85.86%
CYP3A4 inhibition	+	0.5285	52.85%
CYP2C9 inhibition	-	0.8911	89.11%
CYP2C19 inhibition	-	0.6622	66.22%
CYP2D6 inhibition	+	0.6843	68.43%
CYP1A2 inhibition	+	0.8754	87.54%
CYP2C8 inhibition	-	0.8855	88.55%
CYP inhibitory promiscuity	+	0.6348	63.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5415	54.15%
Eye corrosion	-	0.9748	97.48%
Eye irritation	-	0.6411	64.11%
Skin irritation	-	0.6770	67.70%
Skin corrosion	-	0.8281	82.81%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5469	54.69%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.9125	91.25%
skin sensitisation	-	0.8163	81.63%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6790	67.90%
Acute Oral Toxicity (c)	III	0.7354	73.54%
Estrogen receptor binding	+	0.7875	78.75%
Androgen receptor binding	+	0.8975	89.75%
Thyroid receptor binding	+	0.6177	61.77%
Glucocorticoid receptor binding	-	0.6770	67.70%
Aromatase binding	+	0.8446	84.46%
PPAR gamma	+	0.6301	63.01%
Honey bee toxicity	-	0.9327	93.27%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6052	60.52%
Fish aquatic toxicity	+	0.7263	72.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.90%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.58%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.43%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.56%	89.00%
CHEMBL2039	P27338	Monoamine oxidase B	90.78%	92.51%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.80%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.32%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.12%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.97%	94.80%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.44%	83.57%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	86.03%	90.24%
CHEMBL4208	P20618	Proteasome component C5	85.71%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.56%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.51%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.42%	90.71%

Plants that contains it

• Piper nigrum

Cross-Links

• PubChem: 73098580
• LOTUS: LTS0237875
• wikiData: Q104970499