Natural Product: ENC003226

NPs Basic Information

Download MOL File
Name
(1R,3Z,6R,7Z,9S,11Z,13R,14S,17R,18S)-6,14-dihydroxy-18-(1H-indol-3-ylmethyl)-7,9,15,16-tetramethyl-19-azatricyclo[11.7.0.01,17]icosa-3,7,11,15-tetraene-2,5,20-trione
Molecular Formula C32H36N2O5
IUPAC Name*
(1R,3Z,6R,7Z,9S,11Z,13R,14S,17R,18S)-6,14-dihydroxy-18-(1H-indol-3-ylmethyl)-7,9,15,16-tetramethyl-19-azatricyclo[11.7.0.01,17]icosa-3,7,11,15-tetraene-2,5,20-trione
SMILES
C[C@H]/1C/C=C\[C@H]2[C@@H](C(=C([C@@H]3[C@@]2(C(=O)/C=C\C(=O)[C@@H](/C(=C1)/C)O)C(=O)N[C@H]3CC4=CNC5=CC=CC=C54)C)C)O
InChI
InChI=1S/C32H36N2O5/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/h5-7,9-14,16-17,23,25,28-30,33,37-38H,8,15H2,1-4H3,(H,34,39)/b10-7-,13-12-,18-14-/t17-,23-,25-,28-,29+,30+,32+/m0/s1
InChIKey
VUEFRYQBOMQOMV-QGODYLGVSA-N
Synonyms
chaetoglobosin B
CAS NA
PubChem CID 102093916
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: 528.6 ALogp: 2.6
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: 0.34

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.02 MDCK Permeability: 0.00000851
Pgp-inhibitor: 0.949 Pgp-substrate: 0.991
Human Intestinal Absorption (HIA): 0.021 20% Bioavailability (F20%): 0.033
30% Bioavailability (F30%): 0.112

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.181 Plasma Protein Binding (PPB): 99.12%
Volume Distribution (VD): 1.073 Fu: 1.58%

ADMET: Metabolism

CYP1A2-inhibitor: 0.076 CYP1A2-substrate: 0.5
CYP2C19-inhibitor: 0.885 CYP2C19-substrate: 0.777
CYP2C9-inhibitor: 0.876 CYP2C9-substrate: 0.798
CYP2D6-inhibitor: 0.23 CYP2D6-substrate: 0.23
CYP3A4-inhibitor: 0.951 CYP3A4-substrate: 0.384

ADMET: Excretion

Clearance (CL): 9.937 Half-life (T1/2): 0.644

ADMET: Toxicity

hERG Blockers: 0.279 Human Hepatotoxicity (H-HT): 0.318
Drug-inuced Liver Injury (DILI): 0.291 AMES Toxicity: 0.508
Rat Oral Acute Toxicity: 0.604 Maximum Recommended Daily Dose: 0.939
Skin Sensitization: 0.843 Carcinogencity: 0.072
Eye Corrosion: 0.003 Eye Irritation: 0.008
Respiratory Toxicity: 0.941
*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
ENC002955 0.815 D0W7WC 0.257
ENC002440 0.785 D01TSI 0.255
ENC002120 0.744 D02DMQ 0.248
ENC002443 0.742 D0BV3J 0.247
ENC004473 0.722 D0SP3D 0.242
ENC002441 0.701 D09NNH 0.242
ENC004469 0.662 D0V3ZA 0.242
ENC002953 0.636 D05EJG 0.240
ENC002681 0.636 D02XIY 0.238
ENC002679 0.634 D09ZIO 0.230
*Note: the compound similarity was calculated by RDKIT.