Natural Product: ENC002631

NPs Basic Information

Download MOL File
Name
Preechinulin
Molecular Formula C19H23N3O2
IUPAC Name*
(3S,6S)-3-methyl-6-[[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methyl]piperazine-2,5-dione
SMILES
C[C@H]1C(=O)N[C@H](C(=O)N1)CC2=C(NC3=CC=CC=C32)C(C)(C)C=C
InChI
InChI=1S/C19H23N3O2/c1-5-19(3,4)16-13(12-8-6-7-9-14(12)21-16)10-15-18(24)20-11(2)17(23)22-15/h5-9,11,15,21H,1,10H2,2-4H3,(H,20,24)(H,22,23)/t11-,15-/m0/s1
InChIKey
LVPZJIGICMPWFH-NHYWBVRUSA-N
Synonyms
preechinulin; NFA24NXF2J; 21008-43-5; 2,5-Piperazinedione, 3-((2-(1,1-dimethyl-2-propen-1-yl)-1H-indol-3-yl)methyl)-6-methyl-, (3S,6S)-; 2,5-Piperazinedione, 3-((2-(1,1-dimethyl-2-propenyl)-1H-indol-3-yl)methyl)-6-methyl-, (3S-cis)-; UNII-NFA24NXF2J; CHEMBL249258; cyclo-L-2-tert-DMA-Trp-L-Ala; CHEBI:193003; ZINC1560625; NCGC00386110-01; Q27284843; NCGC00386110-01_C19H23N3O2_(3S,6S)-3-Methyl-6-{[2-(2-methyl-3-buten-2-yl)-1H-indol-3-yl]methyl}-2,5-piperazinedione
CAS 21008-43-5
PubChem CID 44445554
ChEMBL ID CHEMBL249258
*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: 325.4 ALogp: 3.2
HBD: 3 HBA: 2
Rotatable Bonds: 4 Lipinski's rule of five: Accepted
Polar Surface Area: 74.0 Aromatic Rings: 3
Heavy Atoms: 24 QED Weighted: 0.756

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.894 MDCK Permeability: 0.00001590
Pgp-inhibitor: 0.659 Pgp-substrate: 0.016
Human Intestinal Absorption (HIA): 0.009 20% Bioavailability (F20%): 0.009
30% Bioavailability (F30%): 0.014

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.95 Plasma Protein Binding (PPB): 84.76%
Volume Distribution (VD): 0.786 Fu: 11.05%

ADMET: Metabolism

CYP1A2-inhibitor: 0.126 CYP1A2-substrate: 0.318
CYP2C19-inhibitor: 0.424 CYP2C19-substrate: 0.127
CYP2C9-inhibitor: 0.192 CYP2C9-substrate: 0.635
CYP2D6-inhibitor: 0.081 CYP2D6-substrate: 0.595
CYP3A4-inhibitor: 0.851 CYP3A4-substrate: 0.355

ADMET: Excretion

Clearance (CL): 1.63 Half-life (T1/2): 0.393

ADMET: Toxicity

hERG Blockers: 0.04 Human Hepatotoxicity (H-HT): 0.201
Drug-inuced Liver Injury (DILI): 0.268 AMES Toxicity: 0.023
Rat Oral Acute Toxicity: 0.933 Maximum Recommended Daily Dose: 0.235
Skin Sensitization: 0.095 Carcinogencity: 0.058
Eye Corrosion: 0.003 Eye Irritation: 0.011
Respiratory Toxicity: 0.97
*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
ENC004439 0.696 D0W7WC 0.263
ENC002068 0.667 D0E3SH 0.259
ENC004933 0.655 D01PZD 0.258
ENC000981 0.655 D05EPM 0.256
ENC002069 0.648 D05MQK 0.250
ENC001957 0.610 D0H5MB 0.250
ENC005569 0.610 D01JGV 0.248
ENC002895 0.552 D0U7GP 0.248
ENC004926 0.516 D03GET 0.244
ENC004927 0.505 D0Y7RW 0.242
*Note: the compound similarity was calculated by RDKIT.