Natural Product: ENC003718

NPs Basic Information

Download MOL File
Name
Phomopsichalasin G
Molecular Formula C28H37NO4
IUPAC Name*
(1S,2S,3E,5R,7R,9E,11S,12R,14R,15S,16R)-2,12-dihydroxy-16-[(2-hydroxyphenyl)methyl]-5,7,14-trimethyl-13-methylidene-17-azatricyclo[9.7.0.01,15]octadeca-3,9-dien-18-one
SMILES
C[C@@H]1C/C=C/[C@@H]2[C@H](C(=C)[C@@H]([C@H]3[C@]2([C@H](/C=C/[C@@H](C1)C)O)C(=O)N[C@@H]3CC4=CC=CC=C4O)C)O
InChI
InChI=1S/C28H37NO4/c1-16-8-7-10-21-26(32)19(4)18(3)25-22(15-20-9-5-6-11-23(20)30)29-27(33)28(21,25)24(31)13-12-17(2)14-16/h5-7,9-13,16-18,21-22,24-26,30-32H,4,8,14-15H2,1-3H3,(H,29,33)/b10-7+,13-12+/t16-,17+,18+,21-,22-,24+,25-,26+,28+/m1/s1
InChIKey
GPYFHLIYZCGNSD-YJZFUNBLSA-N
Synonyms
Phomopsichalasin G
CAS NA
PubChem CID 139586986
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Alkaloids and derivatives
      • Class: Cytochalasans
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Cytochalasans

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: 451.6 ALogp: 3.9
HBD: 4 HBA: 4
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 89.8 Aromatic Rings: 4
Heavy Atoms: 33 QED Weighted: 0.501

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.361 MDCK Permeability: 0.00000734
Pgp-inhibitor: 0.001 Pgp-substrate: 0.076
Human Intestinal Absorption (HIA): 0.622 20% Bioavailability (F20%): 0.806
30% Bioavailability (F30%): 0.995

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.179 Plasma Protein Binding (PPB): 87.34%
Volume Distribution (VD): 1.227 Fu: 2.66%

ADMET: Metabolism

CYP1A2-inhibitor: 0.214 CYP1A2-substrate: 0.099
CYP2C19-inhibitor: 0.456 CYP2C19-substrate: 0.494
CYP2C9-inhibitor: 0.776 CYP2C9-substrate: 0.536
CYP2D6-inhibitor: 0.222 CYP2D6-substrate: 0.408
CYP3A4-inhibitor: 0.91 CYP3A4-substrate: 0.179

ADMET: Excretion

Clearance (CL): 3.759 Half-life (T1/2): 0.232

ADMET: Toxicity

hERG Blockers: 0.173 Human Hepatotoxicity (H-HT): 0.762
Drug-inuced Liver Injury (DILI): 0.626 AMES Toxicity: 0.008
Rat Oral Acute Toxicity: 0.931 Maximum Recommended Daily Dose: 0.969
Skin Sensitization: 0.451 Carcinogencity: 0.118
Eye Corrosion: 0.003 Eye Irritation: 0.009
Respiratory Toxicity: 0.972
*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
ENC006133 0.818 D06CWH 0.226
ENC004118 0.802 D0S0LZ 0.215
ENC004119 0.784 D01XDL 0.212
ENC004120 0.710 D0WE3O 0.208
ENC004369 0.670 D06BQU 0.207
ENC004370 0.655 D05VQI 0.207
ENC004243 0.655 D0Z9NZ 0.204
ENC003955 0.636 D0L3MP 0.201
ENC004544 0.623 D0Y0JH 0.200
ENC004918 0.623 D0H1AR 0.199
*Note: the compound similarity was calculated by RDKIT.