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

Details

• Internal ID: 896a4b0d-0044-483e-ad56-05a193990fe4
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: (E)-N-[4-(4-methyl-5-oxo-2H-pyrrol-1-yl)butyl]-3-phenylprop-2-enamide
• SMILES (Canonical): CC1=CCN(C1=O)CCCCNC(=O)C=CC2=CC=CC=C2
• SMILES (Isomeric): CC1=CCN(C1=O)CCCCNC(=O)/C=C/C2=CC=CC=C2
• InChI: InChI=1S/C18H22N2O2/c1-15-11-14-20(18(15)22)13-6-5-12-19-17(21)10-9-16-7-3-2-4-8-16/h2-4,7-11H,5-6,12-14H2,1H3,(H,19,21)/b10-9+
• InChI Key: PDOJVBADVIUTAB-MDZDMXLPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂N₂O₂
• Molecular Weight: 298.40 g/mol
• Exact Mass: 298.168127949 g/mol
• Topological Polar Surface Area (TPSA): 49.40 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	+	0.7101	71.01%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5040	50.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9312	93.12%
OATP1B3 inhibitior	+	0.9379	93.79%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.7871	78.71%
P-glycoprotein inhibitior	-	0.5496	54.96%
P-glycoprotein substrate	-	0.5823	58.23%
CYP3A4 substrate	+	0.5394	53.94%
CYP2C9 substrate	-	0.6446	64.46%
CYP2D6 substrate	-	0.8795	87.95%
CYP3A4 inhibition	-	0.9068	90.68%
CYP2C9 inhibition	-	0.7824	78.24%
CYP2C19 inhibition	-	0.6952	69.52%
CYP2D6 inhibition	-	0.8158	81.58%
CYP1A2 inhibition	-	0.7700	77.00%
CYP2C8 inhibition	-	0.8284	82.84%
CYP inhibitory promiscuity	-	0.8462	84.62%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6385	63.85%
Eye corrosion	-	0.9818	98.18%
Eye irritation	-	0.9580	95.80%
Skin irritation	-	0.7443	74.43%
Skin corrosion	-	0.8870	88.70%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9054	90.54%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8961	89.61%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8614	86.14%
Acute Oral Toxicity (c)	III	0.6692	66.92%
Estrogen receptor binding	-	0.5509	55.09%
Androgen receptor binding	+	0.5351	53.51%
Thyroid receptor binding	-	0.5381	53.81%
Glucocorticoid receptor binding	-	0.8130	81.30%
Aromatase binding	+	0.5361	53.61%
PPAR gamma	+	0.7078	70.78%
Honey bee toxicity	-	0.9680	96.80%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8573	85.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.21%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.15%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.15%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.02%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.86%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.27%	93.99%
CHEMBL3524	P56524	Histone deacetylase 4	89.27%	92.97%
CHEMBL1937	Q92769	Histone deacetylase 2	88.80%	94.75%
CHEMBL4208	P20618	Proteasome component C5	88.33%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	88.31%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.88%	96.00%
CHEMBL5028	O14672	ADAM10	86.34%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.21%	89.00%

Plants that contains it

• Aglaia rubiginosa

Cross-Links

• PubChem: 12043531
• LOTUS: LTS0087846
• wikiData: Q105206628