Natural Product: ENC004242

NPs Basic Information

Download MOL File
Name
(3E,5S,6R,9E,11S,14S,15R,16S)-5,6-dihydroxy-9,13,14-trimethyl-16-(2-methylpropyl)-17-azatricyclo[9.7.0.01,15]octadeca-3,9,12-triene-2,18-dione
Molecular Formula C24H35NO4
IUPAC Name*
(3E,5S,6R,9E,11S,14S,15R,16S)-5,6-dihydroxy-9,13,14-trimethyl-16-(2-methylpropyl)-17-azatricyclo[9.7.0.01,15]octadeca-3,9,12-triene-2,18-dione
SMILES
C[C@H]1[C@H]2[C@@H](NC(=O)C23[C@@H](/C=C(/CC[C@H]([C@H](/C=C/C3=O)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/h8-9,11-13,16-20,22,26-27H,6-7,10H2,1-5H3,(H,25,29)/b9-8+,14-11+/t16-,17+,18+,19-,20+,22+,24?/m1/s1
InChIKey
GCIKKGSNXSCKCP-FKRKBHKTSA-N
Synonyms
aspochalasin D; 71968-02-0
CAS NA
PubChem CID 155859123
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: 3 HBA: 4
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 86.6 Aromatic Rings: 3
Heavy Atoms: 29 QED Weighted: 0.486

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
ENC001855 0.753 D0D2TN 0.248
ENC005136 0.710 D0W2EK 0.237
ENC002636 0.642 D0K7LU 0.233
ENC003740 0.626 D0E9KA 0.231
ENC004462 0.625 D08PIQ 0.228
ENC005825 0.610 D06WTZ 0.225
ENC002049 0.573 D0F1EX 0.224
ENC005809 0.563 D03IKT 0.224
ENC005810 0.559 D02JNM 0.221
ENC003433 0.510 D09WYX 0.221
*Note: the compound similarity was calculated by RDKIT.