Natural Product: ENC004469

NPs Basic Information

Download MOL File
Name
(1S,4R,8R,9S,11E,13R,14S,17R,18S)-6,14-dihydroxy-18-(1H-indol-3-ylmethyl)-7,9,15,16-tetramethyl-19-azatetracyclo[11.7.0.01,17.04,8]icosa-6,11,15-triene-2,5,20-trione
Molecular Formula C32H36N2O5
IUPAC Name*
(1S,4R,8R,9S,11E,13R,14S,17R,18S)-6,14-dihydroxy-18-(1H-indol-3-ylmethyl)-7,9,15,16-tetramethyl-19-azatetracyclo[11.7.0.01,17.04,8]icosa-6,11,15-triene-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@@H]4[C@@H]1C(=C(C4=O)O)C)C(=O)N[C@H]3CC5=CNC6=CC=CC=C65)C)C)O
InChI
InChI=1S/C32H36N2O5/c1-15-8-7-10-22-28(36)17(3)16(2)27-24(12-19-14-33-23-11-6-5-9-20(19)23)34-31(39)32(22,27)25(35)13-21-26(15)18(4)29(37)30(21)38/h5-7,9-11,14-15,21-22,24,26-28,33,36-37H,8,12-13H2,1-4H3,(H,34,39)/b10-7+/t15-,21+,22-,24-,26-,27-,28+,32-/m0/s1
InChIKey
PRTGSLLKDHOTJT-WJWUOCSESA-N
Synonyms
chaetoglobosin Vb; DTXSID701316528; 1399690-75-5
CAS 1399690-75-5
PubChem CID 165359453
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: 2.5
HBD: 4 HBA: 5
Rotatable Bonds: 2 Lipinski's rule of five: Rejected
Polar Surface Area: 120.0 Aromatic Rings: 6
Heavy Atoms: 39 QED Weighted: 0.327

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.18 MDCK Permeability: 0.00000598
Pgp-inhibitor: 0.879 Pgp-substrate: 0.998
Human Intestinal Absorption (HIA): 0.046 20% Bioavailability (F20%): 0.014
30% Bioavailability (F30%): 0.013

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.235 Plasma Protein Binding (PPB): 98.33%
Volume Distribution (VD): 0.476 Fu: 2.42%

ADMET: Metabolism

CYP1A2-inhibitor: 0.041 CYP1A2-substrate: 0.637
CYP2C19-inhibitor: 0.714 CYP2C19-substrate: 0.748
CYP2C9-inhibitor: 0.48 CYP2C9-substrate: 0.238
CYP2D6-inhibitor: 0.092 CYP2D6-substrate: 0.235
CYP3A4-inhibitor: 0.942 CYP3A4-substrate: 0.638

ADMET: Excretion

Clearance (CL): 10.204 Half-life (T1/2): 0.082

ADMET: Toxicity

hERG Blockers: 0.067 Human Hepatotoxicity (H-HT): 0.252
Drug-inuced Liver Injury (DILI): 0.16 AMES Toxicity: 0.007
Rat Oral Acute Toxicity: 0.83 Maximum Recommended Daily Dose: 0.934
Skin Sensitization: 0.182 Carcinogencity: 0.036
Eye Corrosion: 0.003 Eye Irritation: 0.007
Respiratory Toxicity: 0.968
*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
ENC002678 0.785 D0W7WC 0.265
ENC002166 0.722 D0SP3D 0.249
ENC002443 0.714 D09NNH 0.249
ENC002441 0.688 D0V3ZA 0.249
ENC003226 0.662 D01TSI 0.242
ENC002955 0.636 D01XDL 0.241
ENC004447 0.565 D02DMQ 0.240
ENC002681 0.554 D05EJG 0.240
ENC002442 0.543 D0S0LZ 0.239
ENC002440 0.532 D05MQK 0.239
*Note: the compound similarity was calculated by RDKIT.