5-Hydroxy-3-[[2-(4-hydroxyphenyl)ethyl]amino]-5-vinyl-2-cyclopenten-1-one

Details

• Internal ID: 2dea8428-558b-40b8-996b-82d3b636342f
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenethylamines
• IUPAC Name: 5-ethenyl-5-hydroxy-3-[2-(4-hydroxyphenyl)ethylamino]cyclopent-2-en-1-one
• SMILES (Canonical): C=CC1(CC(=CC1=O)NCCC2=CC=C(C=C2)O)O
• SMILES (Isomeric): C=CC1(CC(=CC1=O)NCCC2=CC=C(C=C2)O)O
• InChI: InChI=1S/C15H17NO3/c1-2-15(19)10-12(9-14(15)18)16-8-7-11-3-5-13(17)6-4-11/h2-6,9,16-17,19H,1,7-8,10H2
• InChI Key: QNQUWKMQUOYBLF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₇NO₃
• Molecular Weight: 259.30 g/mol
• Exact Mass: 259.12084340 g/mol
• Topological Polar Surface Area (TPSA): 69.60 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.30
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9807	98.07%
Caco-2	+	0.5154	51.54%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7507	75.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8661	86.61%
OATP1B3 inhibitior	+	0.9432	94.32%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6838	68.38%
BSEP inhibitior	-	0.8468	84.68%
P-glycoprotein inhibitior	-	0.9536	95.36%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.5473	54.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7970	79.70%
CYP3A4 inhibition	-	0.9002	90.02%
CYP2C9 inhibition	-	0.7771	77.71%
CYP2C19 inhibition	-	0.7415	74.15%
CYP2D6 inhibition	-	0.7730	77.30%
CYP1A2 inhibition	-	0.7112	71.12%
CYP2C8 inhibition	+	0.5326	53.26%
CYP inhibitory promiscuity	-	0.7137	71.37%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6127	61.27%
Eye corrosion	-	0.9801	98.01%
Eye irritation	-	0.5230	52.30%
Skin irritation	-	0.6851	68.51%
Skin corrosion	-	0.9199	91.99%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5864	58.64%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.7320	73.20%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.5914	59.14%
Acute Oral Toxicity (c)	III	0.6374	63.74%
Estrogen receptor binding	+	0.6322	63.22%
Androgen receptor binding	+	0.8716	87.16%
Thyroid receptor binding	-	0.5840	58.40%
Glucocorticoid receptor binding	-	0.5510	55.10%
Aromatase binding	+	0.6509	65.09%
PPAR gamma	+	0.6278	62.78%
Honey bee toxicity	-	0.7544	75.44%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.7862	78.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.96%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.74%	98.95%
CHEMBL3437	Q16853	Amine oxidase, copper containing	88.97%	94.00%
CHEMBL268	P43235	Cathepsin K	84.58%	96.85%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.24%	94.45%
CHEMBL4208	P20618	Proteasome component C5	83.96%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.90%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.38%	96.95%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.41%	85.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73015731
• LOTUS: LTS0119784
• wikiData: Q104196004