Natural Product: ENC002446

NPs Basic Information

Download MOL File
Name
neoechinulin B
Molecular Formula C19H19N3O2
IUPAC Name*
(3Z)-3-[[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methylidene]-6-methylidenepiperazine-2,5-dione
SMILES
CC(C)(C=C)C1=C(C2=CC=CC=C2N1)/C=C\3/C(=O)NC(=C)C(=O)N3
InChI
InChI=1S/C19H19N3O2/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/h5-10,21H,1-2H2,3-4H3,(H,20,24)(H,22,23)/b15-10-
InChIKey
GVVVEKSVCAGUTP-GDNBJRDFSA-N
Synonyms
neoechinulin B; 55179-53-8; CHEMBL268796; Neoechinulin B; Alkaloid E-10; BDBM50498193; ZINC14612873; BS-1202; (3Z)-3-[[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methylidene]-6-methylidenepiperazine-2,5-dione
CAS NA
PubChem CID 23425626
ChEMBL ID CHEMBL268796
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Indoles and derivatives
        • Subclass: Indoles
          • Direct Parent: Indoles

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: 321.4 ALogp: 3.6
HBD: 3 HBA: 2
Rotatable Bonds: 3 Lipinski's rule of five: Accepted
Polar Surface Area: 74.0 Aromatic Rings: 3
Heavy Atoms: 24 QED Weighted: 0.642

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.502 MDCK Permeability: 0.00001190
Pgp-inhibitor: 0.02 Pgp-substrate: 0
Human Intestinal Absorption (HIA): 0.038 20% Bioavailability (F20%): 0.912
30% Bioavailability (F30%): 0.01

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.104 Plasma Protein Binding (PPB): 89.91%
Volume Distribution (VD): 0.742 Fu: 2.68%

ADMET: Metabolism

CYP1A2-inhibitor: 0.966 CYP1A2-substrate: 0.931
CYP2C19-inhibitor: 0.738 CYP2C19-substrate: 0.056
CYP2C9-inhibitor: 0.477 CYP2C9-substrate: 0.686
CYP2D6-inhibitor: 0.062 CYP2D6-substrate: 0.313
CYP3A4-inhibitor: 0.889 CYP3A4-substrate: 0.382

ADMET: Excretion

Clearance (CL): 3.685 Half-life (T1/2): 0.745

ADMET: Toxicity

hERG Blockers: 0.029 Human Hepatotoxicity (H-HT): 0.387
Drug-inuced Liver Injury (DILI): 0.975 AMES Toxicity: 0.135
Rat Oral Acute Toxicity: 0.999 Maximum Recommended Daily Dose: 0.526
Skin Sensitization: 0.283 Carcinogencity: 0.647
Eye Corrosion: 0.004 Eye Irritation: 0.314
Respiratory Toxicity: 0.992
*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
ENC002447 0.667 D01PZD 0.286
ENC002939 0.655 D0W7WC 0.274
ENC001957 0.610 D05MQK 0.250
ENC005569 0.610 D03GET 0.244
ENC002717 0.595 D0E3SH 0.237
ENC002895 0.588 D0H5MB 0.229
ENC002459 0.575 D06GKN 0.229
ENC002214 0.571 D0Y7RW 0.228
ENC004926 0.549 D08UMH 0.223
ENC002925 0.544 D0BV3J 0.222
*Note: the compound similarity was calculated by RDKIT.