Natural Product: ENC004462

NPs Basic Information

Download MOL File
Name
(5S,9E,11S,14S,15R,16S)-5-hydroxy-9,13,14-trimethyl-16-(2-methylpropyl)-17-azatricyclo[9.7.0.01,15]octadeca-9,12-diene-2,6,18-trione
Molecular Formula C24H35NO4
IUPAC Name*
(5S,9E,11S,14S,15R,16S)-5-hydroxy-9,13,14-trimethyl-16-(2-methylpropyl)-17-azatricyclo[9.7.0.01,15]octadeca-9,12-diene-2,6,18-trione
SMILES
C[C@H]1[C@H]2[C@@H](NC(=O)C23[C@@H](/C=C(/CCC(=O)[C@H](CCC3=O)O)\C)C=C1C)CC(C)C
InChI
InChI=1S/C24H35NO4/c1-13(2)10-18-22-16(5)15(4)12-17-11-14(3)6-7-19(26)20(27)8-9-21(28)24(17,22)23(29)25-18/h11-13,16-18,20,22,27H,6-10H2,1-5H3,(H,25,29)/b14-11+/t16-,17+,18+,20+,22+,24?/m1/s1
InChIKey
GBCXTRJHTIEBIA-KFMQVBLSSA-N
Synonyms
Aspochalasin M
CAS NA
PubChem CID 163285906
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Alkaloids and derivatives
      • Class: Cytochalasans
        • Subclass: Aspochalasins
          • Direct Parent: Aspochalasins

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: 401.5 ALogp: 2.5
HBD: 2 HBA: 4
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 83.5 Aromatic Rings: 3
Heavy Atoms: 29 QED Weighted: 0.538

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.794 MDCK Permeability: 0.00002970
Pgp-inhibitor: 0.997 Pgp-substrate: 0.008
Human Intestinal Absorption (HIA): 0.006 20% Bioavailability (F20%): 0.071
30% Bioavailability (F30%): 0.642

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.984 Plasma Protein Binding (PPB): 86.41%
Volume Distribution (VD): 0.56 Fu: 10.75%

ADMET: Metabolism

CYP1A2-inhibitor: 0.024 CYP1A2-substrate: 0.336
CYP2C19-inhibitor: 0.511 CYP2C19-substrate: 0.835
CYP2C9-inhibitor: 0.251 CYP2C9-substrate: 0.329
CYP2D6-inhibitor: 0.021 CYP2D6-substrate: 0.124
CYP3A4-inhibitor: 0.848 CYP3A4-substrate: 0.38

ADMET: Excretion

Clearance (CL): 14.579 Half-life (T1/2): 0.291

ADMET: Toxicity

hERG Blockers: 0.005 Human Hepatotoxicity (H-HT): 0.248
Drug-inuced Liver Injury (DILI): 0.079 AMES Toxicity: 0.199
Rat Oral Acute Toxicity: 0.499 Maximum Recommended Daily Dose: 0.699
Skin Sensitization: 0.243 Carcinogencity: 0.829
Eye Corrosion: 0.003 Eye Irritation: 0.011
Respiratory Toxicity: 0.879
*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
ENC002636 0.950 D09PJX 0.246
ENC005810 0.767 D0D2TN 0.238
ENC003740 0.731 D06YFA 0.231
ENC001855 0.714 D0W2EK 0.229
ENC004242 0.625 D0I5DS 0.228
ENC005136 0.606 D05AFC 0.222
ENC005825 0.594 D0K7LU 0.221
ENC002049 0.486 D09WYX 0.221
ENC003433 0.480 D04SFH 0.217
ENC005824 0.441 D0L7LC 0.214
*Note: the compound similarity was calculated by RDKIT.