Natural Product: ENC002149

NPs Basic Information

Download MOL File
Name
cyclo(L-tyrosyl-L-phenylalanyl)
Molecular Formula C18H18N2O3
IUPAC Name*
(3S,6S)-3-benzyl-6-[(4-hydroxyphenyl)methyl]piperazine-2,5-dione
SMILES
C1=CC=C(C=C1)C[C@H]2C(=O)N[C@H](C(=O)N2)CC3=CC=C(C=C3)O
InChI
InChI=1S/C18H18N2O3/c21-14-8-6-13(7-9-14)11-16-18(23)19-15(17(22)20-16)10-12-4-2-1-3-5-12/h1-9,15-16,21H,10-11H2,(H,19,23)(H,20,22)/t15-,16-/m0/s1
InChIKey
GRWVBLRIPRGGPD-HOTGVXAUSA-N
Synonyms
cyclo(L-Tyr-L-Phe); cyclo(L-tyrosyl-L-phenylalanyl); CHEBI:71611; CHEMBL191426; cyclo(L-phenylalanyl-L-tyrosyl); (3S,6S)-3-benzyl-6-(4-hydroxybenzyl)piperazine-2,5-dione; cyclo(Phe-Tyr); cyclo(TyrPhe); Cyclo[Phe-Tyr-]; cyclo(L-Phe-L-Tyr); (3S,6S)-3-benzyl-6-[(4-hydroxyphenyl)methyl]piperazine-2,5-dione; BDBM50505740; ZINC13376427; Q27139754; 1ED; cYF
CAS NA
PubChem CID 11438306
ChEMBL ID CHEMBL191426
*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

Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference
Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference

NPs Content

*Note: The vaules in Content Percentage are calculated by dividing the content value by the maximum content value in NP Content.
**Note: The units with different NP content, due to their incomparable values, are separated into different tables.

NPs Biological Activity

Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name
Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name

NPs Physi-Chem Properties

Molecular Weight: 310.3 ALogp: 2.3
HBD: 3 HBA: 3
Rotatable Bonds: 4 Lipinski's rule of five: Accepted
Polar Surface Area: 78.4 Aromatic Rings: 3
Heavy Atoms: 23 QED Weighted: 0.803

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.815 MDCK Permeability: 0.00002070
Pgp-inhibitor: 0.004 Pgp-substrate: 0.001
Human Intestinal Absorption (HIA): 0.871 20% Bioavailability (F20%): 0.993
30% Bioavailability (F30%): 0.659

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.041 Plasma Protein Binding (PPB): 87.78%
Volume Distribution (VD): 0.496 Fu: 17.45%

ADMET: Metabolism

CYP1A2-inhibitor: 0.072 CYP1A2-substrate: 0.074
CYP2C19-inhibitor: 0.67 CYP2C19-substrate: 0.065
CYP2C9-inhibitor: 0.621 CYP2C9-substrate: 0.87
CYP2D6-inhibitor: 0.174 CYP2D6-substrate: 0.684
CYP3A4-inhibitor: 0.708 CYP3A4-substrate: 0.202

ADMET: Excretion

Clearance (CL): 7.276 Half-life (T1/2): 0.77

ADMET: Toxicity

hERG Blockers: 0.141 Human Hepatotoxicity (H-HT): 0.376
Drug-inuced Liver Injury (DILI): 0.092 AMES Toxicity: 0.474
Rat Oral Acute Toxicity: 0.615 Maximum Recommended Daily Dose: 0.382
Skin Sensitization: 0.152 Carcinogencity: 0.267
Eye Corrosion: 0.003 Eye Irritation: 0.011
Respiratory Toxicity: 0.031
*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

Similar NPs Similar Drugs
NPs ID NPs 2D Structure Similarity Score TTD ID Drug 2D Structure Similarity Score
ENC001911 0.720 D0H6TP 0.447
ENC003593 0.718 D06ZPS 0.411
ENC004531 0.616 D0S2BV 0.403
ENC001912 0.616 D0I0DL 0.378
ENC004934 0.616 D0Y7EM 0.366
ENC001909 0.566 D08FTG 0.337
ENC003591 0.554 D0L0SW 0.336
ENC005246 0.532 D09PZZ 0.327
ENC002604 0.532 D0U7SH 0.322
ENC004648 0.512 D0N4OW 0.319
*Note: the compound similarity was calculated by RDKIT.