Natural Product: ENC001911

NPs Basic Information

Download MOL File
Name
(3S,6R)-3-[(4-hydroxyphenyl)methyl]-6-(1H-indol-3-ylmethyl)piperazine-2,5-dione
Molecular Formula C20H19N3O3
IUPAC Name*
(3S,6R)-3-[(4-hydroxyphenyl)methyl]-6-(1H-indol-3-ylmethyl)piperazine-2,5-dione
SMILES
C1=CC=C2C(=C1)C(=CN2)C[C@@H]3C(=O)N[C@H](C(=O)N3)CC4=CC=C(C=C4)O
InChI
InChI=1S/C20H19N3O3/c24-14-7-5-12(6-8-14)9-17-19(25)23-18(20(26)22-17)10-13-11-21-16-4-2-1-3-15(13)16/h1-8,11,17-18,21,24H,9-10H2,(H,22,26)(H,23,25)/t17-,18+/m0/s1
InChIKey
ZJDMXAAEAVGGSK-ZWKOTPCHSA-N
Synonyms
Cyclo(-D-Trp-Tyr); 852955-00-1; (3S,6R)-3-[(4-hydroxyphenyl)methyl]-6-(1H-indol-3-ylmethyl)piperazine-2,5-dione; Cyclo(D-Trp-L-Tyr-); CHEMBL556683; ZINC4899656; MFCD00236943; Trans-cyclo-(D-tryptophanyl-L-tyrosyl)
CAS NA
PubChem CID 7408398
ChEMBL ID CHEMBL556683
*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: 349.4 ALogp: 2.4
HBD: 4 HBA: 3
Rotatable Bonds: 4 Lipinski's rule of five: Accepted
Polar Surface Area: 94.2 Aromatic Rings: 4
Heavy Atoms: 26 QED Weighted: 0.582

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.897 MDCK Permeability: 0.00000543
Pgp-inhibitor: 0.012 Pgp-substrate: 0.001
Human Intestinal Absorption (HIA): 0.883 20% Bioavailability (F20%): 0.981
30% Bioavailability (F30%): 0.996

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.068 Plasma Protein Binding (PPB): 91.47%
Volume Distribution (VD): 0.512 Fu: 13.35%

ADMET: Metabolism

CYP1A2-inhibitor: 0.162 CYP1A2-substrate: 0.106
CYP2C19-inhibitor: 0.769 CYP2C19-substrate: 0.058
CYP2C9-inhibitor: 0.666 CYP2C9-substrate: 0.928
CYP2D6-inhibitor: 0.463 CYP2D6-substrate: 0.868
CYP3A4-inhibitor: 0.886 CYP3A4-substrate: 0.141

ADMET: Excretion

Clearance (CL): 6.712 Half-life (T1/2): 0.818

ADMET: Toxicity

hERG Blockers: 0.293 Human Hepatotoxicity (H-HT): 0.341
Drug-inuced Liver Injury (DILI): 0.177 AMES Toxicity: 0.606
Rat Oral Acute Toxicity: 0.712 Maximum Recommended Daily Dose: 0.813
Skin Sensitization: 0.288 Carcinogencity: 0.174
Eye Corrosion: 0.003 Eye Irritation: 0.01
Respiratory Toxicity: 0.056
*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
ENC001912 0.762 D0S2BV 0.360
ENC004531 0.762 D02DMQ 0.354
ENC004934 0.762 D06ZPS 0.349
ENC002149 0.720 D0M2YE 0.349
ENC004971 0.600 D0H6TP 0.337
ENC004711 0.558 D07DSQ 0.332
ENC003593 0.538 D02XIY 0.330
ENC001905 0.512 D05EJG 0.330
ENC004931 0.490 D0E3SH 0.316
ENC002604 0.477 D0X9PF 0.304
*Note: the compound similarity was calculated by RDKIT.