Acrylamide, (Z)-

Details

• Internal ID: ea3778d2-7795-42cc-b2e9-41325591a6b6
• Taxonomy: Organic acids and derivatives > Vinylogous thioesters
• IUPAC Name: (E)-3-tert-butylsulfanylprop-2-enamide
• SMILES (Canonical): CC(C)(C)SC=CC(=O)N
• SMILES (Isomeric): CC(C)(C)S/C=C/C(=O)N
• InChI: InChI=1S/C7H13NOS/c1-7(2,3)10-5-4-6(8)9/h4-5H,1-3H3,(H2,8,9)/b5-4+
• InChI Key: UTURRRPPLDSNSU-SNAWJCMRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₁₃NOS
• Molecular Weight: 159.25 g/mol
• Exact Mass: 159.07178521 g/mol
• Topological Polar Surface Area (TPSA): 68.40 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.52
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• Acrylamide, 3-(tert-butylthio)-, (Z)-
• NSC144292
• 2-Propenamide, 3-[(1,1-dimethylethyl)thio]-, (Z)-
• NSC-144292
• 871-39-6
• 2-Propenamide,1-dimethylethyl)thio]-, (Z)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	+	0.8815	88.15%
Blood Brain Barrier	+	1.0000	100.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Lysosomes	0.6394	63.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9537	95.37%
OATP1B3 inhibitior	+	0.9513	95.13%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9514	95.14%
P-glycoprotein inhibitior	-	0.9832	98.32%
P-glycoprotein substrate	-	0.9482	94.82%
CYP3A4 substrate	-	0.6438	64.38%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8760	87.60%
CYP3A4 inhibition	-	0.8876	88.76%
CYP2C9 inhibition	-	0.6953	69.53%
CYP2C19 inhibition	-	0.8140	81.40%
CYP2D6 inhibition	-	0.9332	93.32%
CYP1A2 inhibition	-	0.7702	77.02%
CYP2C8 inhibition	-	0.9621	96.21%
CYP inhibitory promiscuity	-	0.7831	78.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5300	53.00%
Carcinogenicity (trinary)	Non-required	0.3711	37.11%
Eye corrosion	+	0.6767	67.67%
Eye irritation	+	0.9819	98.19%
Skin irritation	-	0.6299	62.99%
Skin corrosion	-	0.7951	79.51%
Ames mutagenesis	-	0.7840	78.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.7539	75.39%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.6711	67.11%
skin sensitisation	-	0.8083	80.83%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.7333	73.33%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	-	0.5989	59.89%
Acute Oral Toxicity (c)	III	0.5717	57.17%
Estrogen receptor binding	-	0.8196	81.96%
Androgen receptor binding	-	0.8688	86.88%
Thyroid receptor binding	-	0.8378	83.78%
Glucocorticoid receptor binding	-	0.8671	86.71%
Aromatase binding	-	0.8623	86.23%
PPAR gamma	-	0.9215	92.15%
Honey bee toxicity	-	0.9563	95.63%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	-	0.4919	49.19%

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	91.57%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.90%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.50%	99.17%
CHEMBL2581	P07339	Cathepsin D	81.76%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.70%	97.29%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.37%	100.00%

Plants that contains it

• Asparagus cochinchinensis

Cross-Links

• PubChem: 6063118
• NPASS: NPC219530