Aglamide B

Details

• Internal ID: d221e001-5d0c-4fba-aebf-2d6ba6aa26ea
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives
• IUPAC Name: (E)-3-methylsulfinyl-N-[1-[(E)-3-phenylprop-2-enoyl]pyrrolidin-2-yl]prop-2-enamide
• SMILES (Canonical): CS(=O)C=CC(=O)NC1CCCN1C(=O)C=CC2=CC=CC=C2
• SMILES (Isomeric): CS(=O)/C=C/C(=O)NC1CCCN1C(=O)/C=C/C2=CC=CC=C2
• InChI: InChI=1S/C17H20N2O3S/c1-23(22)13-11-16(20)18-15-8-5-12-19(15)17(21)10-9-14-6-3-2-4-7-14/h2-4,6-7,9-11,13,15H,5,8,12H2,1H3,(H,18,20)/b10-9+,13-11+
• InChI Key: YIMIJWXCYXPRAS-SNMPHBPQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀N₂O₃S
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.11946368 g/mol
• Topological Polar Surface Area (TPSA): 85.70 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.66
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• CHEMBL523322

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9763	97.63%
Caco-2	+	0.6744	67.44%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5122	51.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9149	91.49%
OATP1B3 inhibitior	+	0.9401	94.01%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6794	67.94%
BSEP inhibitior	+	0.7231	72.31%
P-glycoprotein inhibitior	-	0.7439	74.39%
P-glycoprotein substrate	-	0.6226	62.26%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.8371	83.71%
CYP3A4 inhibition	-	0.6371	63.71%
CYP2C9 inhibition	-	0.8176	81.76%
CYP2C19 inhibition	-	0.7817	78.17%
CYP2D6 inhibition	-	0.8974	89.74%
CYP1A2 inhibition	-	0.7898	78.98%
CYP2C8 inhibition	+	0.4453	44.53%
CYP inhibitory promiscuity	-	0.9156	91.56%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6912	69.12%
Carcinogenicity (trinary)	Non-required	0.6292	62.92%
Eye corrosion	-	0.9767	97.67%
Eye irritation	-	0.9954	99.54%
Skin irritation	-	0.7439	74.39%
Skin corrosion	-	0.9177	91.77%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7507	75.07%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.5588	55.88%
skin sensitisation	-	0.8578	85.78%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7204	72.04%
Acute Oral Toxicity (c)	III	0.6340	63.40%
Estrogen receptor binding	-	0.4773	47.73%
Androgen receptor binding	+	0.6726	67.26%
Thyroid receptor binding	-	0.6601	66.01%
Glucocorticoid receptor binding	-	0.6781	67.81%
Aromatase binding	+	0.5776	57.76%
PPAR gamma	-	0.6852	68.52%
Honey bee toxicity	-	0.9249	92.49%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.8125	81.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	93.74%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.56%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.32%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.10%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.93%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.53%	96.00%
CHEMBL5028	O14672	ADAM10	84.87%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.01%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.53%	99.23%
CHEMBL4208	P20618	Proteasome component C5	82.99%	90.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.66%	90.24%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.63%	93.00%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.18%	96.25%

Plants that contains it

• Aglaia edulis

Cross-Links

• PubChem: 16099516
• LOTUS: LTS0203618
• wikiData: Q105348903