Lepistamide C

Details

• Internal ID: cbe9aac7-62e4-4ea7-81da-81258e7a2a0f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: (3S,6S)-3-benzyl-3,6-dimethoxy-6-(2-methylpropyl)piperazine-2,5-dione
• InChI: InChI=1S/C17H24N2O4/c1-12(2)10-16(22-3)14(20)19-17(23-4,15(21)18-16)11-13-8-6-5-7-9-13/h5-9,12H,10-11H2,1-4H3,(H,18,21)(H,19,20)/t16-,17-/m0/s1
• InChI Key: BMACKMSINBGRRE-IRXDYDNUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄N₂O₄
• Molecular Weight: 320.40 g/mol
• Exact Mass: 320.17360725 g/mol
• Topological Polar Surface Area (TPSA): 76.70 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.21
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9199	91.99%
Caco-2	+	0.6268	62.68%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5876	58.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9543	95.43%
OATP1B3 inhibitior	+	0.9372	93.72%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9068	90.68%
BSEP inhibitior	-	0.4667	46.67%
P-glycoprotein inhibitior	-	0.6971	69.71%
P-glycoprotein substrate	-	0.8180	81.80%
CYP3A4 substrate	-	0.5646	56.46%
CYP2C9 substrate	-	0.6017	60.17%
CYP2D6 substrate	-	0.8480	84.80%
CYP3A4 inhibition	-	0.7690	76.90%
CYP2C9 inhibition	-	0.9452	94.52%
CYP2C19 inhibition	-	0.8863	88.63%
CYP2D6 inhibition	-	0.9228	92.28%
CYP1A2 inhibition	-	0.8878	88.78%
CYP2C8 inhibition	-	0.8799	87.99%
CYP inhibitory promiscuity	-	0.9319	93.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6552	65.52%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9859	98.59%
Skin irritation	-	0.7962	79.62%
Skin corrosion	-	0.9419	94.19%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6811	68.11%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.5088	50.88%
skin sensitisation	-	0.8953	89.53%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5408	54.08%
Acute Oral Toxicity (c)	III	0.6688	66.88%
Estrogen receptor binding	-	0.6336	63.36%
Androgen receptor binding	+	0.6041	60.41%
Thyroid receptor binding	-	0.5253	52.53%
Glucocorticoid receptor binding	-	0.7092	70.92%
Aromatase binding	-	0.5460	54.60%
PPAR gamma	-	0.6999	69.99%
Honey bee toxicity	-	0.7675	76.75%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	-	0.6274	62.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.47%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.52%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.58%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.82%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	89.51%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.38%	91.11%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.18%	94.08%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	85.30%	92.67%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.76%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.40%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54597488
• LOTUS: LTS0231958
• wikiData: Q77310232