Natural Product: ENC002521

NPs Basic Information

Download MOL File
Name
Cytochalasin Z13
Molecular Formula C25H33NO5
IUPAC Name*
(3S,3aS,6S,7S,7aS)-3-benzyl-6,7a-dihydroxy-7-[(E,4S,6S)-6-hydroxy-4-methyl-5-oxohept-1-enyl]-4,5-dimethyl-3,3a,6,7-tetrahydro-2H-isoindol-1-one
SMILES
CC1=C([C@H]([C@@H]([C@]2([C@@H]1[C@@H](NC2=O)CC3=CC=CC=C3)O)/C=C/C[C@H](C)C(=O)[C@H](C)O)O)C
InChI
InChI=1S/C25H33NO5/c1-14(22(28)17(4)27)9-8-12-19-23(29)16(3)15(2)21-20(26-24(30)25(19,21)31)13-18-10-6-5-7-11-18/h5-8,10-12,14,17,19-21,23,27,29,31H,9,13H2,1-4H3,(H,26,30)/b12-8+/t14-,17-,19-,20-,21-,23+,25+/m0/s1
InChIKey
DCWOIJNXHXDCKT-YJFGZGKKSA-N
Synonyms
Cytochalasin Z13; CHEMBL458323
CAS NA
PubChem CID 24970397
ChEMBL ID CHEMBL458323
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Isoindoles and derivative
        • Subclass: Isoindolines
          • Direct Parent: Isoindolones

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: 427.5 ALogp: 1.2
HBD: 4 HBA: 5
Rotatable Bonds: 7 Lipinski's rule of five: Accepted
Polar Surface Area: 107.0 Aromatic Rings: 3
Heavy Atoms: 31 QED Weighted: 0.501

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.185 MDCK Permeability: 0.00006020
Pgp-inhibitor: 0.009 Pgp-substrate: 0.988
Human Intestinal Absorption (HIA): 0.047 20% Bioavailability (F20%): 0.005
30% Bioavailability (F30%): 0.002

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.734 Plasma Protein Binding (PPB): 97.08%
Volume Distribution (VD): 1.452 Fu: 3.70%

ADMET: Metabolism

CYP1A2-inhibitor: 0.038 CYP1A2-substrate: 0.122
CYP2C19-inhibitor: 0.098 CYP2C19-substrate: 0.743
CYP2C9-inhibitor: 0.038 CYP2C9-substrate: 0.121
CYP2D6-inhibitor: 0.009 CYP2D6-substrate: 0.45
CYP3A4-inhibitor: 0.144 CYP3A4-substrate: 0.359

ADMET: Excretion

Clearance (CL): 8.967 Half-life (T1/2): 0.093

ADMET: Toxicity

hERG Blockers: 0.025 Human Hepatotoxicity (H-HT): 0.663
Drug-inuced Liver Injury (DILI): 0.337 AMES Toxicity: 0.012
Rat Oral Acute Toxicity: 0.82 Maximum Recommended Daily Dose: 0.568
Skin Sensitization: 0.254 Carcinogencity: 0.124
Eye Corrosion: 0.003 Eye Irritation: 0.01
Respiratory Toxicity: 0.977
*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
ENC003169 0.446 D0C6NM 0.305
ENC002763 0.441 D0RA5Q 0.288
ENC002174 0.435 D0Q2XF 0.280
ENC004463 0.434 D0A8XN 0.269
ENC004368 0.430 D0R1BD 0.267
ENC005129 0.430 D06PSS 0.265
ENC005130 0.430 D06IXT 0.262
ENC003335 0.424 D0QQ6Q 0.258
ENC003619 0.424 D07HOF 0.256
ENC005174 0.424 D0W7RJ 0.256
*Note: the compound similarity was calculated by RDKIT.