Natural Product: ENC003740

NPs Basic Information

Download MOL File
Name
Aspochalasin R
Molecular Formula C25H37NO5
IUPAC Name*
(1S,9Z,11S,14S,15R,16S)-6-hydroxy-4-methoxy-9,13,14-trimethyl-16-(2-methylpropyl)-17-azatricyclo[9.7.0.01,15]octadeca-9,12-diene-2,5,18-trione
SMILES
C[C@H]1[C@H]2[C@@H](NC(=O)[C@@]23[C@@H](/C=C(\CCC(C(=O)C(CC3=O)OC)O)/C)C=C1C)CC(C)C
InChI
InChI=1S/C25H37NO5/c1-13(2)9-18-22-16(5)15(4)11-17-10-14(3)7-8-19(27)23(29)20(31-6)12-21(28)25(17,22)24(30)26-18/h10-11,13,16-20,22,27H,7-9,12H2,1-6H3,(H,26,30)/b14-10-/t16-,17+,18+,19?,20?,22+,25-/m1/s1
InChIKey
GKNWQNLEUNDXAP-FOZWZDRDSA-N
Synonyms
Aspochalasin R
CAS NA
PubChem CID 139587383
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: 431.6 ALogp: 2.5
HBD: 2 HBA: 5
Rotatable Bonds: 3 Lipinski's rule of five: Accepted
Polar Surface Area: 92.7 Aromatic Rings: 3
Heavy Atoms: 31 QED Weighted: 0.524

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.729 MDCK Permeability: 0.00004450
Pgp-inhibitor: 0.996 Pgp-substrate: 0.225
Human Intestinal Absorption (HIA): 0.023 20% Bioavailability (F20%): 0.243
30% Bioavailability (F30%): 0.928

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.97 Plasma Protein Binding (PPB): 84.04%
Volume Distribution (VD): 0.57 Fu: 8.97%

ADMET: Metabolism

CYP1A2-inhibitor: 0.018 CYP1A2-substrate: 0.208
CYP2C19-inhibitor: 0.194 CYP2C19-substrate: 0.862
CYP2C9-inhibitor: 0.085 CYP2C9-substrate: 0.05
CYP2D6-inhibitor: 0.008 CYP2D6-substrate: 0.102
CYP3A4-inhibitor: 0.754 CYP3A4-substrate: 0.396

ADMET: Excretion

Clearance (CL): 13.043 Half-life (T1/2): 0.132

ADMET: Toxicity

hERG Blockers: 0.008 Human Hepatotoxicity (H-HT): 0.665
Drug-inuced Liver Injury (DILI): 0.224 AMES Toxicity: 0.244
Rat Oral Acute Toxicity: 0.631 Maximum Recommended Daily Dose: 0.534
Skin Sensitization: 0.342 Carcinogencity: 0.802
Eye Corrosion: 0.004 Eye Irritation: 0.011
Respiratory Toxicity: 0.97
*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 0.750 D09PJX 0.246
ENC004462 0.731 D0W2EK 0.238
ENC001855 0.695 D0E9KA 0.231
ENC004242 0.626 D03LJR 0.226
ENC005810 0.624 D06YFA 0.224
ENC005825 0.612 D05AFC 0.223
ENC005136 0.608 D07DIM 0.222
ENC002049 0.491 D0D2TN 0.219
ENC003433 0.471 D0K3QS 0.217
ENC005824 0.460 D06WTZ 0.216
*Note: the compound similarity was calculated by RDKIT.