Natural Product: ENC002724

NPs Basic Information

Download MOL File
Name
Pseurotin A2
Molecular Formula C22H25NO8
IUPAC Name*
(5S,8R,9S)-8-benzoyl-2-[(Z,1S,2S)-1,2-dihydroxyhex-3-enyl]-9-hydroxy-8-methoxy-3-methyl-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione
SMILES
CC/C=C\[C@@H]([C@@H](C1=C(C(=O)[C@@]2(O1)[C@@H]([C@](NC2=O)(C(=O)C3=CC=CC=C3)OC)O)C)O)O
InChI
InChI=1S/C22H25NO8/c1-4-5-11-14(24)15(25)16-12(2)17(26)21(31-16)19(28)22(30-3,23-20(21)29)18(27)13-9-7-6-8-10-13/h5-11,14-15,19,24-25,28H,4H2,1-3H3,(H,23,29)/b11-5-/t14-,15-,19-,21+,22-/m0/s1
InChIKey
SLYDIPAXCVVRNY-OZPDKZFZSA-N
Synonyms
Pseurotin A2; CHEMBL4066139
CAS NA
PubChem CID 51002918
ChEMBL ID CHEMBL4066139
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organic oxygen compounds
      • Class: Organooxygen compounds
        • Subclass: Carbonyl compounds
          • Direct Parent: Alkyl-phenylketones

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: 431.4 ALogp: 0.5
HBD: 4 HBA: 8
Rotatable Bonds: 7 Lipinski's rule of five: Accepted
Polar Surface Area: 142.0 Aromatic Rings: 3
Heavy Atoms: 31 QED Weighted: 0.276

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.003 MDCK Permeability: 0.00003510
Pgp-inhibitor: 0.826 Pgp-substrate: 0.05
Human Intestinal Absorption (HIA): 0.013 20% Bioavailability (F20%): 0.023
30% Bioavailability (F30%): 0.777

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.79 Plasma Protein Binding (PPB): 77.84%
Volume Distribution (VD): 0.743 Fu: 15.11%

ADMET: Metabolism

CYP1A2-inhibitor: 0.022 CYP1A2-substrate: 0.628
CYP2C19-inhibitor: 0.032 CYP2C19-substrate: 0.669
CYP2C9-inhibitor: 0.021 CYP2C9-substrate: 0.026
CYP2D6-inhibitor: 0.003 CYP2D6-substrate: 0.086
CYP3A4-inhibitor: 0.041 CYP3A4-substrate: 0.465

ADMET: Excretion

Clearance (CL): 7.411 Half-life (T1/2): 0.246

ADMET: Toxicity

hERG Blockers: 0.006 Human Hepatotoxicity (H-HT): 0.123
Drug-inuced Liver Injury (DILI): 0.971 AMES Toxicity: 0.206
Rat Oral Acute Toxicity: 0.362 Maximum Recommended Daily Dose: 0.013
Skin Sensitization: 0.662 Carcinogencity: 0.214
Eye Corrosion: 0.003 Eye Irritation: 0.008
Respiratory Toxicity: 0.315
*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
ENC003742 1.000 D08UMH 0.279
ENC003765 1.000 D0Y7RW 0.272
ENC002116 0.670 D07RGW 0.267
ENC002999 0.590 D0B7OD 0.263
ENC003736 0.477 D0E3WQ 0.256
ENC002521 0.323 D0U5RT 0.252
ENC000888 0.297 D0Z9NZ 0.252
ENC001726 0.296 D0E9WO 0.252
ENC003270 0.287 D0WV4M 0.250
ENC003889 0.285 D0QQ6Q 0.248
*Note: the compound similarity was calculated by RDKIT.