Natural Product: ENC001909

NPs Basic Information

Download MOL File
Name
Cyclo(L-leucyl-L-phenylalanyl)
Molecular Formula C15H20N2O2
IUPAC Name*
(3S,6S)-3-benzyl-6-(2-methylpropyl)piperazine-2,5-dione
SMILES
CC(C)C[C@H]1C(=O)N[C@H](C(=O)N1)CC2=CC=CC=C2
InChI
InChI=1S/C15H20N2O2/c1-10(2)8-12-14(18)17-13(15(19)16-12)9-11-6-4-3-5-7-11/h3-7,10,12-13H,8-9H2,1-2H3,(H,16,19)(H,17,18)/t12-,13-/m0/s1
InChIKey
QPDMOMIYLJMOQJ-STQMWFEESA-N
Synonyms
7280-77-5; CYCLO(-LEU-PHE); Cyclo(Leu-Phe); cyclo(L-Phe-L-Leu); Cyclo(L-leucyl-L-phenylalanyl); Cyclo(Phe-Leu); cyclo(L-phenylalanyl-L-leucyl); L-Phenylalanyl-L-leucine diketopiperazine; cyclo(L-Leu-L-Phe); (3S,6S)-3-benzyl-6-(2-methylpropyl)piperazine-2,5-dione; CHEBI:71608; 2,5-Piperazinedione, 3-(2-methylpropyl)-6-(phenylmethyl)-, (3S,6S)-; (3S,6S)-3-benzyl-6-isobutylpiperazine-2,5-dione; (3S,6S)-3-(2-Methylpropyl)-6-(phenylmethyl)-2,5-piperazinedione; Cyclo(-L-Leu-L-Phe); Cyclo(leucyl-phenylalanyl); Cyclo(L-Leu-L-Phe-); cyclo(-leu-phe), AldrichCPR; CHEMBL189999; SCHEMBL2864427; 2,5-Piperazinedione, 3-benzyl-6-isobutyl-, (3S,6S)-; Cyclo-(l-leucyl-l-phenylalanyl); DTXSID20993602; ZINC4026203; MFCD00672388; 2,5-Piperazinedione, 3-(2-methylpropyl)-6-(phenylmethyl)-, (3S-cis)-; AKOS027250806; 3-Benzyl-6-isobutyl-2,5-piperazinedione #; C20519; Q27139751; 3-Benzyl-6-(2-methylpropyl)-3,6-dihydropyrazine-2,5-diol; cFL
CAS 7280-77-5
PubChem CID 7076347
ChEMBL ID CHEMBL189999
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organic acids and derivat
      • Class: Carboxylic acids and deri
        • Subclass: Amino acids, peptides, an
          • Direct Parent: Alpha amino acids and der

ClassyFire Version 1.0
PMID:27867422

NPs Species Source

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NPs Physi-Chem Properties

Molecular Weight: 260.33 ALogp: 2.4
HBD: 2 HBA: 2
Rotatable Bonds: 4 Lipinski's rule of five: Accepted
Polar Surface Area: 58.2 Aromatic Rings: 2
Heavy Atoms: 19 QED Weighted: 0.866

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.597 MDCK Permeability: 0.00011894
Pgp-inhibitor: 0.002 Pgp-substrate: 0.005
Human Intestinal Absorption (HIA): 0.007 20% Bioavailability (F20%): 0.006
30% Bioavailability (F30%): 0.002

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.74 Plasma Protein Binding (PPB): 67.92%
Volume Distribution (VD): 0.557 Fu: 24.29%

ADMET: Metabolism

CYP1A2-inhibitor: 0.088 CYP1A2-substrate: 0.091
CYP2C19-inhibitor: 0.469 CYP2C19-substrate: 0.287
CYP2C9-inhibitor: 0.401 CYP2C9-substrate: 0.804
CYP2D6-inhibitor: 0.018 CYP2D6-substrate: 0.306
CYP3A4-inhibitor: 0.506 CYP3A4-substrate: 0.257

ADMET: Excretion

Clearance (CL): 4.403 Half-life (T1/2): 0.618

ADMET: Toxicity

hERG Blockers: 0.03 Human Hepatotoxicity (H-HT): 0.462
Drug-inuced Liver Injury (DILI): 0.124 AMES Toxicity: 0.251
Rat Oral Acute Toxicity: 0.666 Maximum Recommended Daily Dose: 0.088
Skin Sensitization: 0.085 Carcinogencity: 0.091
Eye Corrosion: 0.003 Eye Irritation: 0.016
Respiratory Toxicity: 0.038
*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

*Note: the compound similarity was calculated by RDKIT.