Natural Product: ENC002937

NPs Basic Information

Download MOL File
Name
curvularide B
Molecular Formula C18H33NO4
IUPAC Name*
(E)-3-[(2R)-3-[(2S,4R)-4-hydroxyhexan-2-yl]-2-methyloxiran-2-yl]-N-[(2S,3S)-1-hydroxy-3-methylpentan-2-yl]prop-2-enamide
SMILES
CC[C@H](C)[C@@H](CO)NC(=O)/C=C/[C@@]1(C(O1)[C@@H](C)C[C@@H](CC)O)C
InChI
InChI=1S/C18H33NO4/c1-6-12(3)15(11-20)19-16(22)8-9-18(5)17(23-18)13(4)10-14(21)7-2/h8-9,12-15,17,20-21H,6-7,10-11H2,1-5H3,(H,19,22)/b9-8+/t12-,13-,14+,15+,17?,18+/m0/s1
InChIKey
KQYIQWJQJFWGMP-HDGBDWCISA-N
Synonyms
curvularide B; (E)-N-[(1S,2S)-1-(hydroxymethyl)-2-methyl-butyl]-3-[(2R)-3-[(1S,3R)-3-hydroxy-1-methyl-pentyl]-2-methyl-oxiran-2-yl]prop-2-enamide; 3-{(2R)-3-[(2S,4R)-4-Hydroxyhexan-2-yl]-2-methyloxiran-2-yl}-N-[(2S,3S)-1-hydroxy-3-methylpentan-2-yl]prop-2-enamide
CAS NA
PubChem CID 71588984
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organic acids and derivat
      • Class: Carboxylic acids and deri
        • Subclass: Carboxylic acid derivativ
          • Direct Parent: Secondary carboxylic acid

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: 10 Lipinski's rule of five: Accepted
Polar Surface Area: 82.1 Aromatic Rings: 1
Heavy Atoms: 23 QED Weighted: 0.425

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.816 MDCK Permeability: 0.00002180
Pgp-inhibitor: 0.031 Pgp-substrate: 0.889
Human Intestinal Absorption (HIA): 0.006 20% Bioavailability (F20%): 0.016
30% Bioavailability (F30%): 0.002

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.472 Plasma Protein Binding (PPB): 47.72%
Volume Distribution (VD): 0.863 Fu: 42.54%

ADMET: Metabolism

CYP1A2-inhibitor: 0.025 CYP1A2-substrate: 0.34
CYP2C19-inhibitor: 0.044 CYP2C19-substrate: 0.816
CYP2C9-inhibitor: 0.033 CYP2C9-substrate: 0.126
CYP2D6-inhibitor: 0.005 CYP2D6-substrate: 0.204
CYP3A4-inhibitor: 0.187 CYP3A4-substrate: 0.376

ADMET: Excretion

Clearance (CL): 8.672 Half-life (T1/2): 0.644

ADMET: Toxicity

hERG Blockers: 0.042 Human Hepatotoxicity (H-HT): 0.429
Drug-inuced Liver Injury (DILI): 0.245 AMES Toxicity: 0.35
Rat Oral Acute Toxicity: 0.038 Maximum Recommended Daily Dose: 0.202
Skin Sensitization: 0.605 Carcinogencity: 0.769
Eye Corrosion: 0.04 Eye Irritation: 0.677
Respiratory Toxicity: 0.943
*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
ENC003222 0.718 D08QME 0.207
ENC002712 0.577 D03KIA 0.190
ENC002713 0.556 D0HD9K 0.189
ENC003711 0.435 D0RA5Q 0.188
ENC003234 0.400 D05PLH 0.187
ENC004454 0.311 D00WUF 0.187
ENC002873 0.296 D0P2IW 0.186
ENC003253 0.274 D0N3NO 0.184
ENC003129 0.270 D02RQU 0.183
ENC001171 0.264 D03XTC 0.178
*Note: the compound similarity was calculated by RDKIT.