1-Pyrrolidin-1-yl-3-(2,4,5-trimethoxyphenyl)prop-2-en-1-one

Details

• Internal ID: 4dbc1e70-7f20-4705-8fc6-637e2eef834c
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives
• IUPAC Name: 1-pyrrolidin-1-yl-3-(2,4,5-trimethoxyphenyl)prop-2-en-1-one
• SMILES (Canonical): COC1=CC(=C(C=C1C=CC(=O)N2CCCC2)OC)OC
• SMILES (Isomeric): COC1=CC(=C(C=C1C=CC(=O)N2CCCC2)OC)OC
• InChI: InChI=1S/C16H21NO4/c1-19-13-11-15(21-3)14(20-2)10-12(13)6-7-16(18)17-8-4-5-9-17/h6-7,10-11H,4-5,8-9H2,1-3H3
• InChI Key: CUIVKXVMMSFHFP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₁NO₄
• Molecular Weight: 291.34 g/mol
• Exact Mass: 291.14705815 g/mol
• Topological Polar Surface Area (TPSA): 48.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.35
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9803	98.03%
Caco-2	+	0.9264	92.64%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7144	71.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8360	83.60%
OATP1B3 inhibitior	+	0.9485	94.85%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5098	50.98%
BSEP inhibitior	+	0.8018	80.18%
P-glycoprotein inhibitior	-	0.8841	88.41%
P-glycoprotein substrate	-	0.7860	78.60%
CYP3A4 substrate	-	0.5790	57.90%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.8077	80.77%
CYP3A4 inhibition	-	0.7932	79.32%
CYP2C9 inhibition	-	0.8377	83.77%
CYP2C19 inhibition	-	0.8160	81.60%
CYP2D6 inhibition	-	0.8567	85.67%
CYP1A2 inhibition	+	0.5762	57.62%
CYP2C8 inhibition	-	0.9105	91.05%
CYP inhibitory promiscuity	-	0.7650	76.50%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5861	58.61%
Eye corrosion	-	0.9821	98.21%
Eye irritation	-	0.9260	92.60%
Skin irritation	-	0.7847	78.47%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6488	64.88%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.5644	56.44%
skin sensitisation	-	0.8842	88.42%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7901	79.01%
Acute Oral Toxicity (c)	III	0.4552	45.52%
Estrogen receptor binding	+	0.6412	64.12%
Androgen receptor binding	-	0.6447	64.47%
Thyroid receptor binding	+	0.5402	54.02%
Glucocorticoid receptor binding	-	0.4849	48.49%
Aromatase binding	+	0.8471	84.71%
PPAR gamma	-	0.7237	72.37%
Honey bee toxicity	-	0.9520	95.20%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7155	71.55%
Fish aquatic toxicity	-	0.3971	39.71%

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	97.03%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.60%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.17%	96.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.67%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.52%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.99%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.45%	85.14%
CHEMBL4208	P20618	Proteasome component C5	87.34%	90.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.60%	89.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.26%	94.45%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.96%	90.24%
CHEMBL3474	P14555	Phospholipase A2 group IIA	80.50%	94.05%
CHEMBL2535	P11166	Glucose transporter	80.44%	98.75%

Plants that contains it

• Piper sarmentosum

Cross-Links

• PubChem: 72991044
• LOTUS: LTS0236189
• wikiData: Q104970295