Lepistamide B

Details

• Internal ID: df07c86c-4f70-492c-901f-9de6e7da8d06
• 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-dihydroxy-6-(2-methylpropyl)piperazine-2,5-dione
• SMILES (Canonical): CC(C)CC1(C(=O)NC(C(=O)N1)(CC2=CC=CC=C2)O)O
• SMILES (Isomeric): CC(C)C[C@@]1(C(=O)N[C@@](C(=O)N1)(CC2=CC=CC=C2)O)O
• InChI: InChI=1S/C15H20N2O4/c1-10(2)8-14(20)12(18)17-15(21,13(19)16-14)9-11-6-4-3-5-7-11/h3-7,10,20-21H,8-9H2,1-2H3,(H,16,19)(H,17,18)/t14-,15-/m0/s1
• InChI Key: BFFIQSKYESGUSO-GJZGRUSLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀N₂O₄
• Molecular Weight: 292.33 g/mol
• Exact Mass: 292.14230712 g/mol
• Topological Polar Surface Area (TPSA): 98.70 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): -0.10
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8221	82.21%
Caco-2	+	0.5562	55.62%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6951	69.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9460	94.60%
OATP1B3 inhibitior	+	0.9432	94.32%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9636	96.36%
BSEP inhibitior	+	0.5670	56.70%
P-glycoprotein inhibitior	-	0.8782	87.82%
P-glycoprotein substrate	-	0.8347	83.47%
CYP3A4 substrate	-	0.6224	62.24%
CYP2C9 substrate	-	0.6017	60.17%
CYP2D6 substrate	-	0.8480	84.80%
CYP3A4 inhibition	-	0.9355	93.55%
CYP2C9 inhibition	-	0.9440	94.40%
CYP2C19 inhibition	-	0.9172	91.72%
CYP2D6 inhibition	-	0.9366	93.66%
CYP1A2 inhibition	-	0.9340	93.40%
CYP2C8 inhibition	-	0.9580	95.80%
CYP inhibitory promiscuity	-	0.9814	98.14%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.6905	69.05%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9646	96.46%
Skin irritation	-	0.7686	76.86%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5051	50.51%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.6432	64.32%
skin sensitisation	-	0.8644	86.44%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6773	67.73%
Acute Oral Toxicity (c)	III	0.6239	62.39%
Estrogen receptor binding	-	0.5726	57.26%
Androgen receptor binding	-	0.5918	59.18%
Thyroid receptor binding	-	0.5063	50.63%
Glucocorticoid receptor binding	-	0.7438	74.38%
Aromatase binding	+	0.5621	56.21%
PPAR gamma	-	0.6357	63.57%
Honey bee toxicity	-	0.9048	90.48%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	-	0.7511	75.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.46%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	95.00%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.26%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.67%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.11%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.70%	94.45%
CHEMBL4208	P20618	Proteasome component C5	85.82%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.31%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.27%	94.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54597431
• LOTUS: LTS0063791
• wikiData: Q77572208