Natural Product: ENC004447

NPs Basic Information

Download MOL File
Name
(1R,5S,7Z,9S,11E,13R,14S,16S,17R,18S)-5,14-dihydroxy-18-(1H-indol-3-ylmethyl)-7,9,16-trimethyl-15-methylidene-19-azatricyclo[11.7.0.01,17]icosa-7,11-diene-2,6,20-trione
Molecular Formula C32H38N2O5
IUPAC Name*
(1R,5S,7Z,9S,11E,13R,14S,16S,17R,18S)-5,14-dihydroxy-18-(1H-indol-3-ylmethyl)-7,9,16-trimethyl-15-methylidene-19-azatricyclo[11.7.0.01,17]icosa-7,11-diene-2,6,20-trione
SMILES
C[C@H]/1C/C=C/[C@H]2[C@@H](C(=C)[C@H]([C@@H]3[C@@]2(C(=O)CC[C@@H](C(=O)/C(=C1)/C)O)C(=O)N[C@H]3CC4=CNC5=CC=CC=C54)C)O
InChI
InChI=1S/C32H38N2O5/c1-17-8-7-10-23-30(38)20(4)19(3)28-25(15-21-16-33-24-11-6-5-9-22(21)24)34-31(39)32(23,28)27(36)13-12-26(35)29(37)18(2)14-17/h5-7,9-11,14,16-17,19,23,25-26,28,30,33,35,38H,4,8,12-13,15H2,1-3H3,(H,34,39)/b10-7+,18-14-/t17-,19+,23-,25-,26-,28-,30+,32+/m0/s1
InChIKey
UFMHUKPYQLJSOB-BOTXPQCZSA-N
Synonyms
Chaetoglobosin Fex; 149457-95-4
CAS NA
PubChem CID 156599008
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Isoindoles and derivative
        • Subclass: Isoindolines
          • Direct Parent: Isoindolones

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: 530.7 ALogp: 3.4
HBD: 4 HBA: 5
Rotatable Bonds: 2 Lipinski's rule of five: Rejected
Polar Surface Area: 120.0 Aromatic Rings: 5
Heavy Atoms: 39 QED Weighted: 0.337

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.005 MDCK Permeability: 0.00001040
Pgp-inhibitor: 0.264 Pgp-substrate: 0.841
Human Intestinal Absorption (HIA): 0.022 20% Bioavailability (F20%): 0.021
30% Bioavailability (F30%): 0.004

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.653 Plasma Protein Binding (PPB): 92.37%
Volume Distribution (VD): 0.411 Fu: 5.24%

ADMET: Metabolism

CYP1A2-inhibitor: 0.071 CYP1A2-substrate: 0.29
CYP2C19-inhibitor: 0.7 CYP2C19-substrate: 0.606
CYP2C9-inhibitor: 0.653 CYP2C9-substrate: 0.664
CYP2D6-inhibitor: 0.1 CYP2D6-substrate: 0.241
CYP3A4-inhibitor: 0.953 CYP3A4-substrate: 0.245

ADMET: Excretion

Clearance (CL): 8.175 Half-life (T1/2): 0.29

ADMET: Toxicity

hERG Blockers: 0.139 Human Hepatotoxicity (H-HT): 0.519
Drug-inuced Liver Injury (DILI): 0.309 AMES Toxicity: 0.03
Rat Oral Acute Toxicity: 0.918 Maximum Recommended Daily Dose: 0.961
Skin Sensitization: 0.281 Carcinogencity: 0.225
Eye Corrosion: 0.003 Eye Irritation: 0.009
Respiratory Toxicity: 0.978
*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
ENC002681 0.831 D02DMQ 0.265
ENC002682 0.815 D01TSI 0.262
ENC002442 0.815 D0V3ZA 0.255
ENC002443 0.785 D09NNH 0.255
ENC004470 0.779 D0SP3D 0.255
ENC002440 0.742 D0W7WC 0.248
ENC002678 0.714 D09ZIO 0.248
ENC002953 0.701 D05EJG 0.240
ENC005215 0.685 D00YLW 0.236
ENC003245 0.646 D0K0KH 0.234
*Note: the compound similarity was calculated by RDKIT.