Aglamide A

Details

• Internal ID: fc282adc-c20e-4916-8faa-ecf5352f06d4
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives
• IUPAC Name: (E)-3-methylsulfanyl-N-[1-[(E)-3-phenylprop-2-enoyl]pyrrolidin-2-yl]prop-2-enamide
• SMILES (Canonical): CSC=CC(=O)NC1CCCN1C(=O)C=CC2=CC=CC=C2
• SMILES (Isomeric): CS/C=C/C(=O)NC1CCCN1C(=O)/C=C/C2=CC=CC=C2
• InChI: InChI=1S/C17H20N2O2S/c1-22-13-11-16(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: ZJGBZGLZDFRJRA-SNMPHBPQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀N₂O₂S
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.12454906 g/mol
• Topological Polar Surface Area (TPSA): 74.70 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.64
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• CHEMBL491877

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9850	98.50%
Caco-2	+	0.7418	74.18%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5617	56.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9170	91.70%
OATP1B3 inhibitior	+	0.9442	94.42%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6891	68.91%
BSEP inhibitior	+	0.6686	66.86%
P-glycoprotein inhibitior	-	0.7297	72.97%
P-glycoprotein substrate	-	0.7030	70.30%
CYP3A4 substrate	-	0.5107	51.07%
CYP2C9 substrate	-	0.8003	80.03%
CYP2D6 substrate	-	0.8364	83.64%
CYP3A4 inhibition	-	0.7175	71.75%
CYP2C9 inhibition	-	0.9078	90.78%
CYP2C19 inhibition	-	0.8365	83.65%
CYP2D6 inhibition	-	0.9183	91.83%
CYP1A2 inhibition	-	0.7402	74.02%
CYP2C8 inhibition	-	0.6338	63.38%
CYP inhibitory promiscuity	-	0.8289	82.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6181	61.81%
Eye corrosion	-	0.9765	97.65%
Eye irritation	-	0.9920	99.20%
Skin irritation	-	0.7306	73.06%
Skin corrosion	-	0.9125	91.25%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8085	80.85%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5391	53.91%
skin sensitisation	-	0.9024	90.24%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7024	70.24%
Acute Oral Toxicity (c)	III	0.6256	62.56%
Estrogen receptor binding	+	0.5697	56.97%
Androgen receptor binding	+	0.6835	68.35%
Thyroid receptor binding	-	0.6478	64.78%
Glucocorticoid receptor binding	-	0.7782	77.82%
Aromatase binding	+	0.6668	66.68%
PPAR gamma	-	0.6964	69.64%
Honey bee toxicity	-	0.9350	93.50%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.6556	65.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	95.90%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.56%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.57%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.90%	98.95%
CHEMBL4208	P20618	Proteasome component C5	88.33%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.25%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.87%	91.11%
CHEMBL5028	O14672	ADAM10	85.71%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.20%	86.33%
CHEMBL5805	Q9NR97	Toll-like receptor 8	82.78%	96.25%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.71%	90.24%

Plants that contains it

• Aglaia edulis

Cross-Links

• PubChem: 16099509
• LOTUS: LTS0258656
• wikiData: Q105377872