Natural Product: ENC002630

NPs Basic Information

Download MOL File
Name
isoechinulin A
Molecular Formula C24H29N3O2
IUPAC Name*
(3S,6Z)-3-methyl-6-[[2-(2-methylbut-3-en-2-yl)-5-(3-methylbut-2-enyl)-1H-indol-3-yl]methylidene]piperazine-2,5-dione
SMILES
C[C@H]1C(=O)N/C(=C\C2=C(NC3=C2C=C(C=C3)CC=C(C)C)C(C)(C)C=C)/C(=O)N1
InChI
InChI=1S/C24H29N3O2/c1-7-24(5,6)21-18(13-20-23(29)25-15(4)22(28)27-20)17-12-16(9-8-14(2)3)10-11-19(17)26-21/h7-8,10-13,15,26H,1,9H2,2-6H3,(H,25,29)(H,27,28)/b20-13-/t15-/m0/s1
InChIKey
ZHKHUDVCZTVZPU-HYTQYMIGSA-N
Synonyms
isoechinulin A; (-)-Isoechinulin A; 7FXA0TK91G; 60422-87-9; (3Z,6S)-3-((2-(1,1-Dimethyl-2-propen-1-yl)-5-(3-methyl-2-buten-1-yl)-1H-indol-3-yl)methylene)-6-methyl-2,5-piperazinedione; 2,5-Piperazinedione, 3-((2-(1,1-dimethyl-2-propen-1-yl)-5-(3-methyl-2-buten-1-yl)-1H-indol-3-yl)methylene)-6-methyl-, (3Z,6S)-; UNII-7FXA0TK91G; CHEMBL250697
CAS 60422-87-9
PubChem CID 44445553
ChEMBL ID CHEMBL250697
*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: 391.5 ALogp: 5.3
HBD: 3 HBA: 2
Rotatable Bonds: 5 Lipinski's rule of five: Accepted
Polar Surface Area: 74.0 Aromatic Rings: 3
Heavy Atoms: 29 QED Weighted: 0.51

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.087 MDCK Permeability: 0.00001440
Pgp-inhibitor: 0.814 Pgp-substrate: 0.01
Human Intestinal Absorption (HIA): 0.028 20% Bioavailability (F20%): 0.931
30% Bioavailability (F30%): 0.062

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.016 Plasma Protein Binding (PPB): 99.47%
Volume Distribution (VD): 0.24 Fu: 1.21%

ADMET: Metabolism

CYP1A2-inhibitor: 0.547 CYP1A2-substrate: 0.781
CYP2C19-inhibitor: 0.765 CYP2C19-substrate: 0.067
CYP2C9-inhibitor: 0.876 CYP2C9-substrate: 0.896
CYP2D6-inhibitor: 0.884 CYP2D6-substrate: 0.692
CYP3A4-inhibitor: 0.825 CYP3A4-substrate: 0.665

ADMET: Excretion

Clearance (CL): 3.162 Half-life (T1/2): 0.605

ADMET: Toxicity

hERG Blockers: 0.062 Human Hepatotoxicity (H-HT): 0.796
Drug-inuced Liver Injury (DILI): 0.975 AMES Toxicity: 0.004
Rat Oral Acute Toxicity: 0.757 Maximum Recommended Daily Dose: 0.118
Skin Sensitization: 0.086 Carcinogencity: 0.095
Eye Corrosion: 0.003 Eye Irritation: 0.014
Respiratory Toxicity: 0.983
*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
ENC006144 0.904 D0R0MW 0.233
ENC002460 0.756 D0NG7O 0.230
ENC004457 0.676 D0JO3U 0.227
ENC005569 0.667 D0W7WC 0.227
ENC001957 0.667 D01PZD 0.226
ENC003865 0.663 D0O6KE 0.220
ENC002068 0.663 D0Q0PR 0.207
ENC002447 0.596 D0Z6UC 0.207
ENC004230 0.573 D06XZW 0.204
ENC002895 0.558 D01SHZ 0.203
*Note: the compound similarity was calculated by RDKIT.