(3S)-5-[(2R)-1,4-bis[[(E)-3-phenylprop-2-enoyl]amino]butan-2-yl]oxy-3-hydroxy-3-methyl-5-oxopentanoic acid

Details

• Internal ID: e1306d67-aa78-4f84-a6b6-68453e435d69
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid amides
• IUPAC Name: (3S)-5-[(2R)-1,4-bis[[(E)-3-phenylprop-2-enoyl]amino]butan-2-yl]oxy-3-hydroxy-3-methyl-5-oxopentanoic acid
• InChI: InChI=1S/C28H32N2O7/c1-28(36,18-26(33)34)19-27(35)37-23(20-30-25(32)15-13-22-10-6-3-7-11-22)16-17-29-24(31)14-12-21-8-4-2-5-9-21/h2-15,23,36H,16-20H2,1H3,(H,29,31)(H,30,32)(H,33,34)/b14-12+,15-13+/t23-,28+/m1/s1
• InChI Key: KIIAOYYFHUSITN-MGVJZABTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂N₂O₇
• Molecular Weight: 508.60 g/mol
• Exact Mass: 508.22095136 g/mol
• Topological Polar Surface Area (TPSA): 142.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6609	66.09%
Caco-2	-	0.8622	86.22%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8488	84.88%
OATP2B1 inhibitior	-	0.5710	57.10%
OATP1B1 inhibitior	+	0.8755	87.55%
OATP1B3 inhibitior	+	0.9391	93.91%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8838	88.38%
BSEP inhibitior	+	0.9739	97.39%
P-glycoprotein inhibitior	+	0.7978	79.78%
P-glycoprotein substrate	-	0.5094	50.94%
CYP3A4 substrate	+	0.5709	57.09%
CYP2C9 substrate	-	0.5981	59.81%
CYP2D6 substrate	-	0.8828	88.28%
CYP3A4 inhibition	-	0.6184	61.84%
CYP2C9 inhibition	-	0.8431	84.31%
CYP2C19 inhibition	-	0.6990	69.90%
CYP2D6 inhibition	-	0.6260	62.60%
CYP1A2 inhibition	-	0.9073	90.73%
CYP2C8 inhibition	+	0.5130	51.30%
CYP inhibitory promiscuity	-	0.5891	58.91%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6632	66.32%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.9621	96.21%
Skin irritation	-	0.8249	82.49%
Skin corrosion	-	0.9666	96.66%
Ames mutagenesis	-	0.6837	68.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8196	81.96%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.9071	90.71%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7732	77.32%
Acute Oral Toxicity (c)	III	0.6319	63.19%
Estrogen receptor binding	+	0.6371	63.71%
Androgen receptor binding	+	0.6438	64.38%
Thyroid receptor binding	+	0.5515	55.15%
Glucocorticoid receptor binding	+	0.5639	56.39%
Aromatase binding	-	0.5505	55.05%
PPAR gamma	+	0.7401	74.01%
Honey bee toxicity	-	0.8580	85.80%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9256	92.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.77%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.83%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.40%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.76%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.25%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.06%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	91.52%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.53%	95.56%
CHEMBL5028	O14672	ADAM10	87.67%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.82%	93.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	86.58%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.53%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.20%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23652613
• LOTUS: LTS0101189
• wikiData: Q105141522