(2E)-N-hydroxy-2-hydroxyimino-3-[4-(3-methylbut-2-enoxy)phenyl]propanamide

Details

• Internal ID: 2e92a163-948c-4d5e-bade-2ceba9636f98
• Taxonomy: Benzenoids > Phenol ethers
• IUPAC Name: (2E)-N-hydroxy-2-hydroxyimino-3-[4-(3-methylbut-2-enoxy)phenyl]propanamide
• SMILES (Canonical): CC(=CCOC1=CC=C(C=C1)CC(=NO)C(=O)NO)C
• SMILES (Isomeric): CC(=CCOC1=CC=C(C=C1)C/C(=N\O)/C(=O)NO)C
• InChI: InChI=1S/C14H18N2O4/c1-10(2)7-8-20-12-5-3-11(4-6-12)9-13(15-18)14(17)16-19/h3-7,18-19H,8-9H2,1-2H3,(H,16,17)/b15-13+
• InChI Key: NLPWVJBBQRDFSC-FYWRMAATSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈N₂O₄
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.12665706 g/mol
• Topological Polar Surface Area (TPSA): 91.20 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 1.91
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9613	96.13%
Caco-2	+	0.6158	61.58%
Blood Brain Barrier	-	0.5879	58.79%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7995	79.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9443	94.43%
OATP1B3 inhibitior	+	0.9402	94.02%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8838	88.38%
BSEP inhibitior	+	0.8451	84.51%
P-glycoprotein inhibitior	-	0.9012	90.12%
P-glycoprotein substrate	-	0.8926	89.26%
CYP3A4 substrate	+	0.5053	50.53%
CYP2C9 substrate	-	0.6079	60.79%
CYP2D6 substrate	-	0.8364	83.64%
CYP3A4 inhibition	-	0.9333	93.33%
CYP2C9 inhibition	-	0.8398	83.98%
CYP2C19 inhibition	-	0.7409	74.09%
CYP2D6 inhibition	-	0.8584	85.84%
CYP1A2 inhibition	-	0.7098	70.98%
CYP2C8 inhibition	-	0.7002	70.02%
CYP inhibitory promiscuity	-	0.7784	77.84%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.5900	59.00%
Carcinogenicity (trinary)	Non-required	0.5814	58.14%
Eye corrosion	-	0.9814	98.14%
Eye irritation	-	0.8380	83.80%
Skin irritation	-	0.7562	75.62%
Skin corrosion	-	0.9280	92.80%
Ames mutagenesis	+	0.5046	50.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.6410	64.10%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.5785	57.85%
skin sensitisation	-	0.8249	82.49%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6639	66.39%
Acute Oral Toxicity (c)	III	0.6247	62.47%
Estrogen receptor binding	+	0.7667	76.67%
Androgen receptor binding	+	0.6467	64.67%
Thyroid receptor binding	+	0.6821	68.21%
Glucocorticoid receptor binding	+	0.5983	59.83%
Aromatase binding	+	0.8398	83.98%
PPAR gamma	+	0.8235	82.35%
Honey bee toxicity	-	0.8805	88.05%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9169	91.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	94.60%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	93.78%	90.17%
CHEMBL4208	P20618	Proteasome component C5	93.75%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.37%	96.09%
CHEMBL3492	P49721	Proteasome Macropain subunit	91.40%	90.24%
CHEMBL2581	P07339	Cathepsin D	90.90%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.44%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.97%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.44%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.89%	89.34%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.61%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.46%	94.00%
CHEMBL2535	P11166	Glucose transporter	83.46%	98.75%
CHEMBL2243	O00519	Anandamide amidohydrolase	83.19%	97.53%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.41%	86.33%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.03%	81.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 145956788
• LOTUS: LTS0050659
• wikiData: Q105181510