Natural Product: ENC003619

NPs Basic Information

Download MOL File
Name
19,20-epoxy-cytochalasin C
Molecular Formula C30H37NO7
IUPAC Name*
[(1R,2S,3S,5R,6R,8S,10E,12R,13S,16S,17S)-17-benzyl-6,13-dihydroxy-6,8,14,15-tetramethyl-7,19-dioxo-4-oxa-18-azatetracyclo[10.7.0.01,16.03,5]nonadeca-10,14-dien-2-yl] acetate
SMILES
C[C@H]1C/C=C/[C@H]2[C@@H](C(=C([C@H]3[C@@]2([C@@H]([C@H]4[C@@H](O4)[C@@](C1=O)(C)O)OC(=O)C)C(=O)N[C@H]3CC5=CC=CC=C5)C)C)O
InChI
InChI=1S/C30H37NO7/c1-15-10-9-13-20-23(33)17(3)16(2)22-21(14-19-11-7-6-8-12-19)31-28(35)30(20,22)27(37-18(4)32)24-26(38-24)29(5,36)25(15)34/h6-9,11-13,15,20-24,26-27,33,36H,10,14H2,1-5H3,(H,31,35)/b13-9+/t15-,20-,21-,22+,23+,24+,26+,27+,29-,30-/m0/s1
InChIKey
ZOSGFLUFAVFHCM-NSEIXYQZSA-N
Synonyms
19,20-epoxy-cytochalasin C
CAS NA
PubChem CID 139584391
ChEMBL ID NA
*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: 523.6 ALogp: 1.3
HBD: 3 HBA: 7
Rotatable Bonds: 4 Lipinski's rule of five: Rejected
Polar Surface Area: 126.0 Aromatic Rings: 5
Heavy Atoms: 38 QED Weighted: 0.316

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.195 MDCK Permeability: 0.00004080
Pgp-inhibitor: 0.975 Pgp-substrate: 0.994
Human Intestinal Absorption (HIA): 0.561 20% Bioavailability (F20%): 0.034
30% Bioavailability (F30%): 0.077

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.205 Plasma Protein Binding (PPB): 97.35%
Volume Distribution (VD): 1.322 Fu: 5.96%

ADMET: Metabolism

CYP1A2-inhibitor: 0.021 CYP1A2-substrate: 0.07
CYP2C19-inhibitor: 0.081 CYP2C19-substrate: 0.48
CYP2C9-inhibitor: 0.051 CYP2C9-substrate: 0.032
CYP2D6-inhibitor: 0.01 CYP2D6-substrate: 0.138
CYP3A4-inhibitor: 0.791 CYP3A4-substrate: 0.361

ADMET: Excretion

Clearance (CL): 5.817 Half-life (T1/2): 0.377

ADMET: Toxicity

hERG Blockers: 0.107 Human Hepatotoxicity (H-HT): 0.788
Drug-inuced Liver Injury (DILI): 0.876 AMES Toxicity: 0.017
Rat Oral Acute Toxicity: 0.719 Maximum Recommended Daily Dose: 0.866
Skin Sensitization: 0.15 Carcinogencity: 0.065
Eye Corrosion: 0.003 Eye Irritation: 0.009
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
ENC003335 1.000 D0V3ZA 0.268
ENC005174 1.000 D0SP3D 0.267
ENC005176 0.791 D01TSI 0.261
ENC005506 0.778 D09NNH 0.261
ENC003763 0.778 D0O5WP 0.261
ENC005175 0.778 D0W7RJ 0.255
ENC004463 0.752 D0D4YZ 0.255
ENC005505 0.748 D06CWH 0.253
ENC004310 0.736 D0C4RB 0.250
ENC001886 0.713 D02HSB 0.248
*Note: the compound similarity was calculated by RDKIT.