Natural Product: ENC003711

NPs Basic Information

Download MOL File
Name
(E)-4-[(2R,3S,5R)-5-ethyl-3-methyloxolan-2-yl]-4-hydroxy-N-[(2S,3S)-1-hydroxy-3-methylpentan-2-yl]pent-2-enamide
Molecular Formula C18H33NO4
IUPAC Name*
(E)-4-[(2R,3S,5R)-5-ethyl-3-methyloxolan-2-yl]-4-hydroxy-N-[(2S,3S)-1-hydroxy-3-methylpentan-2-yl]pent-2-enamide
SMILES
CC[C@@H]1C[C@@H]([C@@H](O1)C(C)(/C=C/C(=O)N[C@H](CO)[C@@H](C)CC)O)C
InChI
InChI=1S/C18H33NO4/c1-6-12(3)15(11-20)19-16(21)8-9-18(5,22)17-13(4)10-14(7-2)23-17/h8-9,12-15,17,20,22H,6-7,10-11H2,1-5H3,(H,19,21)/b9-8+/t12-,13-,14+,15+,17+,18?/m0/s1
InChIKey
AKQLFHXLRLKXAB-KRLGEISQSA-N
Synonyms
Curvularide E
CAS NA
PubChem CID 139586852
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Fatty Acyls
        • Subclass: Fatty amides
          • Direct Parent: N-acyl amines

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: 327.5 ALogp: 2.2
HBD: 3 HBA: 4
Rotatable Bonds: 8 Lipinski's rule of five: Accepted
Polar Surface Area: 78.8 Aromatic Rings: 1
Heavy Atoms: 23 QED Weighted: 0.599

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.597 MDCK Permeability: 0.00001450
Pgp-inhibitor: 0.029 Pgp-substrate: 0.175
Human Intestinal Absorption (HIA): 0.007 20% Bioavailability (F20%): 0.017
30% Bioavailability (F30%): 0.003

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.795 Plasma Protein Binding (PPB): 53.63%
Volume Distribution (VD): 0.67 Fu: 37.71%

ADMET: Metabolism

CYP1A2-inhibitor: 0.028 CYP1A2-substrate: 0.306
CYP2C19-inhibitor: 0.035 CYP2C19-substrate: 0.792
CYP2C9-inhibitor: 0.024 CYP2C9-substrate: 0.194
CYP2D6-inhibitor: 0.005 CYP2D6-substrate: 0.098
CYP3A4-inhibitor: 0.166 CYP3A4-substrate: 0.399

ADMET: Excretion

Clearance (CL): 8.125 Half-life (T1/2): 0.631

ADMET: Toxicity

hERG Blockers: 0.043 Human Hepatotoxicity (H-HT): 0.583
Drug-inuced Liver Injury (DILI): 0.74 AMES Toxicity: 0.676
Rat Oral Acute Toxicity: 0.03 Maximum Recommended Daily Dose: 0.046
Skin Sensitization: 0.683 Carcinogencity: 0.769
Eye Corrosion: 0.016 Eye Irritation: 0.606
Respiratory Toxicity: 0.744
*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
ENC002712 0.482 D0P2IW 0.222
ENC002713 0.448 D0Q0EX 0.220
ENC002937 0.435 D0R0ZL 0.220
ENC003222 0.419 D06WTZ 0.195
ENC003234 0.329 D0H0ND 0.192
ENC003253 0.315 D03KYG 0.189
ENC006086 0.264 D0O5NK 0.188
ENC005743 0.247 D05ZTH 0.188
ENC006058 0.244 D05PLH 0.187
ENC006057 0.244 D0N3NO 0.184
*Note: the compound similarity was calculated by RDKIT.