(E)-N-[4-[(2R)-2-hydroxy-4-methyl-5-oxo-2H-pyrrol-1-yl]butyl]-3-phenylprop-2-enamide

Details

• Internal ID: d70ab10e-d25a-4d2d-8622-010530628c5a
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: (E)-N-[4-[(2R)-2-hydroxy-4-methyl-5-oxo-2H-pyrrol-1-yl]butyl]-3-phenylprop-2-enamide
• SMILES (Canonical): CC1=CC(N(C1=O)CCCCNC(=O)C=CC2=CC=CC=C2)O
• SMILES (Isomeric): CC1=C[C@H](N(C1=O)CCCCNC(=O)/C=C/C2=CC=CC=C2)O
• InChI: InChI=1S/C18H22N2O3/c1-14-13-17(22)20(18(14)23)12-6-5-11-19-16(21)10-9-15-7-3-2-4-8-15/h2-4,7-10,13,17,22H,5-6,11-12H2,1H3,(H,19,21)/b10-9+/t17-/m1/s1
• InChI Key: BJWYJZGECNLLCG-OAGJVSPASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂N₂O₃
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.16304257 g/mol
• Topological Polar Surface Area (TPSA): 69.60 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.70
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9445	94.45%
Caco-2	+	0.6367	63.67%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7586	75.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8906	89.06%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6937	69.37%
P-glycoprotein inhibitior	-	0.6235	62.35%
P-glycoprotein substrate	+	0.5677	56.77%
CYP3A4 substrate	+	0.5650	56.50%
CYP2C9 substrate	-	0.8174	81.74%
CYP2D6 substrate	-	0.8791	87.91%
CYP3A4 inhibition	-	0.7578	75.78%
CYP2C9 inhibition	-	0.8431	84.31%
CYP2C19 inhibition	-	0.8427	84.27%
CYP2D6 inhibition	-	0.9109	91.09%
CYP1A2 inhibition	-	0.7207	72.07%
CYP2C8 inhibition	-	0.7158	71.58%
CYP inhibitory promiscuity	-	0.9111	91.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5869	58.69%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9772	97.72%
Skin irritation	-	0.7589	75.89%
Skin corrosion	-	0.9240	92.40%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8750	87.50%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8959	89.59%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.8759	87.59%
Acute Oral Toxicity (c)	III	0.6714	67.14%
Estrogen receptor binding	+	0.7435	74.35%
Androgen receptor binding	+	0.7113	71.13%
Thyroid receptor binding	-	0.5138	51.38%
Glucocorticoid receptor binding	-	0.6798	67.98%
Aromatase binding	+	0.5388	53.88%
PPAR gamma	+	0.7136	71.36%
Honey bee toxicity	-	0.9523	95.23%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.7411	74.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.87%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.54%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.09%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.90%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	92.80%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.41%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.58%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.65%	99.23%
CHEMBL3524	P56524	Histone deacetylase 4	82.51%	92.97%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.61%	93.00%
CHEMBL5028	O14672	ADAM10	81.58%	97.50%
CHEMBL4208	P20618	Proteasome component C5	80.96%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.29%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.04%	99.17%

Plants that contains it

• Aphanamixis polystachya

Cross-Links

• PubChem: 162918960
• LOTUS: LTS0093860
• wikiData: Q104937428