Natural Product: ENC002116

NPs Basic Information

Download MOL File
Name
Synerazol
Molecular Formula C22H23NO7
IUPAC Name*
(5S,8S,9R)-8-benzoyl-2-[(2S,3R)-3-[(Z)-but-1-enyl]oxiran-2-yl]-9-hydroxy-8-methoxy-3-methyl-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione
SMILES
CC/C=C\[C@@H]1[C@H](O1)C2=C(C(=O)[C@@]3(O2)[C@H]([C@@](NC3=O)(C(=O)C4=CC=CC=C4)OC)O)C
InChI
InChI=1S/C22H23NO7/c1-4-5-11-14-16(29-14)15-12(2)17(24)21(30-15)19(26)22(28-3,23-20(21)27)18(25)13-9-7-6-8-10-13/h5-11,14,16,19,26H,4H2,1-3H3,(H,23,27)/b11-5-/t14-,16+,19-,21-,22-/m1/s1
InChIKey
UCUHTBUWKCQZNJ-WZNGDJORSA-N
Synonyms
Synerazol; CHEMBL473144; (5S,8S,9R)-8-benzoyl-2-[(2S,3R)-3-[(Z)-but-1-enyl]oxiran-2-yl]-9-hydroxy-8-methoxy-3-methyl-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione
CAS NA
PubChem CID 11165858
ChEMBL ID CHEMBL473144
*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: 413.4 ALogp: 1.5
HBD: 2 HBA: 7
Rotatable Bonds: 6 Lipinski's rule of five: Accepted
Polar Surface Area: 115.0 Aromatic Rings: 4
Heavy Atoms: 30 QED Weighted: 0.314

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.294 MDCK Permeability: 0.00001870
Pgp-inhibitor: 0.915 Pgp-substrate: 0.947
Human Intestinal Absorption (HIA): 0.01 20% Bioavailability (F20%): 0.024
30% Bioavailability (F30%): 0.399

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.84 Plasma Protein Binding (PPB): 81.79%
Volume Distribution (VD): 1.859 Fu: 16.58%

ADMET: Metabolism

CYP1A2-inhibitor: 0.032 CYP1A2-substrate: 0.395
CYP2C19-inhibitor: 0.032 CYP2C19-substrate: 0.658
CYP2C9-inhibitor: 0.028 CYP2C9-substrate: 0.025
CYP2D6-inhibitor: 0.003 CYP2D6-substrate: 0.07
CYP3A4-inhibitor: 0.076 CYP3A4-substrate: 0.779

ADMET: Excretion

Clearance (CL): 6.225 Half-life (T1/2): 0.325

ADMET: Toxicity

hERG Blockers: 0.014 Human Hepatotoxicity (H-HT): 0.871
Drug-inuced Liver Injury (DILI): 0.976 AMES Toxicity: 0.522
Rat Oral Acute Toxicity: 0.385 Maximum Recommended Daily Dose: 0.123
Skin Sensitization: 0.315 Carcinogencity: 0.261
Eye Corrosion: 0.003 Eye Irritation: 0.007
Respiratory Toxicity: 0.845
*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 0.670 D08UMH 0.282
ENC002724 0.670 D0Y7RW 0.275
ENC003765 0.670 D07RGW 0.270
ENC002999 0.612 D0MB8I 0.270
ENC003736 0.482 D0W7RJ 0.268
ENC002521 0.305 D0WV4M 0.262
ENC001726 0.299 D0E3WQ 0.259
ENC003270 0.290 D0D4YZ 0.257
ENC005174 0.290 D06CWH 0.255
ENC003619 0.290 D0Z9NZ 0.255
*Note: the compound similarity was calculated by RDKIT.