Natural Product: ENC001912

NPs Basic Information

Download MOL File
Name
(11S,14S)-Cyclo-(L-Trp-L-Phe)
Molecular Formula C20H19N3O2
IUPAC Name*
(3S,6S)-3-benzyl-6-(1H-indol-3-ylmethyl)piperazine-2,5-dione
SMILES
C1=CC=C(C=C1)C[C@H]2C(=O)N[C@H](C(=O)N2)CC3=CNC4=CC=CC=C43
InChI
InChI=1S/C20H19N3O2/c24-19-17(10-13-6-2-1-3-7-13)22-20(25)18(23-19)11-14-12-21-16-9-5-4-8-15(14)16/h1-9,12,17-18,21H,10-11H2,(H,22,25)(H,23,24)/t17-,18-/m0/s1
InChIKey
CUVKAUWOMPJEMI-ROUUACIJSA-N
Synonyms
(11S,14S)-Cyclo-(L-Trp-L-Phe); Cyclo(-Phe-Trp); CHEBI:68230; (3S,6S)-3-benzyl-6-(1H-indol-3-ylmethyl)piperazine-2,5-dione; Isorugulosuvine; Cyclo(-L-Phe-L-Trp); 6521-48-8; Cyclo(Phe-Trp-); Cyclo(L-Trp-L-Phe); MLS002704309; CHEMBL190059; DTXSID901017851; ZINC4899716; SMR001571011; C22142; Q27136723
CAS 6521-48-8
PubChem CID 7408486
ChEMBL ID CHEMBL190059
*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: 333.4 ALogp: 2.8
HBD: 3 HBA: 2
Rotatable Bonds: 4 Lipinski's rule of five: Accepted
Polar Surface Area: 74.0 Aromatic Rings: 4
Heavy Atoms: 25 QED Weighted: 0.686

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.69 MDCK Permeability: 0.00002730
Pgp-inhibitor: 0.017 Pgp-substrate: 0.002
Human Intestinal Absorption (HIA): 0.867 20% Bioavailability (F20%): 0.957
30% Bioavailability (F30%): 0.989

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.226 Plasma Protein Binding (PPB): 94.20%
Volume Distribution (VD): 0.623 Fu: 8.08%

ADMET: Metabolism

CYP1A2-inhibitor: 0.33 CYP1A2-substrate: 0.124
CYP2C19-inhibitor: 0.897 CYP2C19-substrate: 0.066
CYP2C9-inhibitor: 0.678 CYP2C9-substrate: 0.842
CYP2D6-inhibitor: 0.477 CYP2D6-substrate: 0.796
CYP3A4-inhibitor: 0.922 CYP3A4-substrate: 0.208

ADMET: Excretion

Clearance (CL): 4.001 Half-life (T1/2): 0.741

ADMET: Toxicity

hERG Blockers: 0.268 Human Hepatotoxicity (H-HT): 0.394
Drug-inuced Liver Injury (DILI): 0.415 AMES Toxicity: 0.697
Rat Oral Acute Toxicity: 0.779 Maximum Recommended Daily Dose: 0.833
Skin Sensitization: 0.204 Carcinogencity: 0.118
Eye Corrosion: 0.003 Eye Irritation: 0.011
Respiratory Toxicity: 0.121
*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
ENC004531 1.000 D02DMQ 0.373
ENC001911 0.762 D08FTG 0.371
ENC004971 0.747 D02XIY 0.367
ENC002149 0.616 D0E4DW 0.362
ENC004711 0.571 D0BV3J 0.354
ENC005471 0.550 D0X9PF 0.351
ENC005997 0.536 D0G1VX 0.348
ENC001905 0.524 D0B1FE 0.348
ENC001909 0.518 D0QV5T 0.343
ENC003208 0.517 D0E3OF 0.340
*Note: the compound similarity was calculated by RDKIT.