(2E)-N-[(2S)-2-[hydroxy(nitroso)amino]-3-methylbutyl]but-2-enamide

Details

• Internal ID: 5f5cfdf1-5c22-489c-933a-881c1adaa0bc
• Taxonomy: Organic nitrogen compounds > Organonitrogen compounds > Amines > Tertiary amines > Trialkylamines
• IUPAC Name: [(2S)-1-[[(E)-but-2-enoyl]amino]-3-methylbutan-2-yl]-hydroxyimino-oxidoazanium
• SMILES (Canonical): CC=CC(=O)NCC(C(C)C)[N+](=NO)[O-]
• SMILES (Isomeric): C/C=C/C(=O)NC[C@H](C(C)C)[N+](=NO)[O-]
• InChI: InChI=1S/C9H17N3O3/c1-4-5-9(13)10-6-8(7(2)3)12(15)11-14/h4-5,7-8,14H,6H2,1-3H3,(H,10,13)/b5-4+,12-11?/t8-/m1/s1
• InChI Key: XMPRFBUTGLVJQS-VAXFRCSPSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₇N₃O₃
• Molecular Weight: 215.25 g/mol
• Exact Mass: 215.12699141 g/mol
• Topological Polar Surface Area (TPSA): 90.40 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.05
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• (2E)-N-[(2S)-2-[hydroxy(nitroso)amino]-3-methylbutyl]but-2-enamide
• 37134-80-8
• Q5297294

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6924	69.24%
Caco-2	-	0.6996	69.96%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7803	78.03%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.9431	94.31%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9449	94.49%
P-glycoprotein inhibitior	-	0.9792	97.92%
P-glycoprotein substrate	-	0.8404	84.04%
CYP3A4 substrate	-	0.5814	58.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8962	89.62%
CYP3A4 inhibition	-	0.9561	95.61%
CYP2C9 inhibition	-	0.8558	85.58%
CYP2C19 inhibition	-	0.7703	77.03%
CYP2D6 inhibition	-	0.9127	91.27%
CYP1A2 inhibition	-	0.8228	82.28%
CYP2C8 inhibition	-	0.9689	96.89%
CYP inhibitory promiscuity	-	0.9675	96.75%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	+	0.5900	59.00%
Carcinogenicity (trinary)	Danger	0.4429	44.29%
Eye corrosion	-	0.9617	96.17%
Eye irritation	-	0.9774	97.74%
Skin irritation	-	0.7277	72.77%
Skin corrosion	-	0.9197	91.97%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5511	55.11%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7826	78.26%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.4592	45.92%
Acute Oral Toxicity (c)	III	0.6311	63.11%
Estrogen receptor binding	-	0.8538	85.38%
Androgen receptor binding	-	0.8693	86.93%
Thyroid receptor binding	-	0.6511	65.11%
Glucocorticoid receptor binding	-	0.7100	71.00%
Aromatase binding	-	0.8332	83.32%
PPAR gamma	-	0.8483	84.83%
Honey bee toxicity	-	0.8901	89.01%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.8400	84.00%
Fish aquatic toxicity	-	0.4801	48.01%

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	94.42%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.28%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.70%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.55%	94.33%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.67%	95.71%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.39%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.06%	94.45%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.78%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.44%	90.71%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.01%	89.34%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.34%	91.24%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.96%	97.47%
CHEMBL4072	P07858	Cathepsin B	80.68%	93.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 136752365
• LOTUS: LTS0221499
• wikiData: Q105331343