5-Hydroxy-3-[(methoxy-carbonyl)amino]-5-vinyl-2-cyclopenten-1-one

Details

• Internal ID: 966eca2b-aeb2-4423-a442-c6086274359f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Acyloins
• IUPAC Name: methyl N-(4-ethenyl-4-hydroxy-3-oxocyclopenten-1-yl)carbamate
• SMILES (Canonical): COC(=O)NC1=CC(=O)C(C1)(C=C)O
• SMILES (Isomeric): COC(=O)NC1=CC(=O)C(C1)(C=C)O
• InChI: InChI=1S/C9H11NO4/c1-3-9(13)5-6(4-7(9)11)10-8(12)14-2/h3-4,13H,1,5H2,2H3,(H,10,12)
• InChI Key: FLNBQOCZHUWGNK-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₁NO₄
• Molecular Weight: 197.19 g/mol
• Exact Mass: 197.06880783 g/mol
• Topological Polar Surface Area (TPSA): 75.60 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.12
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8078	80.78%
Caco-2	-	0.6221	62.21%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6177	61.77%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.9450	94.50%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9338	93.38%
BSEP inhibitior	-	0.9735	97.35%
P-glycoprotein inhibitior	-	0.9766	97.66%
P-glycoprotein substrate	-	0.9193	91.93%
CYP3A4 substrate	+	0.5217	52.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8538	85.38%
CYP3A4 inhibition	-	0.9508	95.08%
CYP2C9 inhibition	-	0.8829	88.29%
CYP2C19 inhibition	-	0.8441	84.41%
CYP2D6 inhibition	-	0.9258	92.58%
CYP1A2 inhibition	-	0.8486	84.86%
CYP2C8 inhibition	-	0.9252	92.52%
CYP inhibitory promiscuity	-	0.9413	94.13%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8011	80.11%
Carcinogenicity (trinary)	Non-required	0.5654	56.54%
Eye corrosion	-	0.9785	97.85%
Eye irritation	+	0.8328	83.28%
Skin irritation	-	0.7716	77.16%
Skin corrosion	-	0.9279	92.79%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8032	80.32%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.5533	55.33%
skin sensitisation	-	0.8454	84.54%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6281	62.81%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.7813	78.13%
Acute Oral Toxicity (c)	III	0.5868	58.68%
Estrogen receptor binding	-	0.8242	82.42%
Androgen receptor binding	+	0.6805	68.05%
Thyroid receptor binding	-	0.6840	68.40%
Glucocorticoid receptor binding	-	0.7145	71.45%
Aromatase binding	-	0.6725	67.25%
PPAR gamma	-	0.8254	82.54%
Honey bee toxicity	-	0.8054	80.54%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.7094	70.94%

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	96.83%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.94%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.89%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.68%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.46%	91.07%
CHEMBL4208	P20618	Proteasome component C5	84.01%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.92%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.62%	94.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73020695
• LOTUS: LTS0089434
• wikiData: Q104166510