Natural Product: ENC002049

NPs Basic Information

Download MOL File
Name
Phomacin B
Molecular Formula C25H37NO5
IUPAC Name*
(1R,4Z,6S,8S,10E,12S,15S,16S,17S)-6-hydroxy-8-(hydroxymethyl)-10,14,15-trimethyl-17-(2-methylpropyl)-2-oxa-18-azatricyclo[10.7.0.01,16]nonadeca-4,10,13-triene-3,19-dione
SMILES
C[C@H]1[C@H]2[C@@H](NC(=O)[C@@]23[C@@H](/C=C(/C[C@@H](C[C@@H](/C=C\C(=O)O3)O)CO)\C)C=C1C)CC(C)C
InChI
InChI=1S/C25H37NO5/c1-14(2)8-21-23-17(5)16(4)11-19-10-15(3)9-18(13-27)12-20(28)6-7-22(29)31-25(19,23)24(30)26-21/h6-7,10-11,14,17-21,23,27-28H,8-9,12-13H2,1-5H3,(H,26,30)/b7-6-,15-10+/t17-,18+,19+,20-,21+,23+,25-/m1/s1
InChIKey
IXONDWQZWWLZDF-ZCMVJGEESA-N
Synonyms
Phomacin B; (3Z,5S,7S,9E,10aS,13S,13aS,14S,16aR)-5-hydroxy-7-(hydroxymethyl)-9,12,13-trimethyl-14-(2-methylpropyl)-6,7,8,10a,13,13a,14,15-octahydro-2H-oxacyclododecino[2,3-d]isoindole-2,16(5H)-dione; CHEBI:66747; Q27135371; (1R,4Z,6S,8S,10E,12S,15S,16S,17S)-6-hydroxy-8-(hydroxymethyl)-10,14,15-trimethyl-17-(2-methylpropyl)-2-oxa-18-azatricyclo[10.7.0.01,16]nonadeca-4,10,13-triene-3,19-dione
CAS NA
PubChem CID 10622584
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Alkaloids and derivatives
      • Class: Cytochalasans
        • Subclass: Aspochalasins
          • Direct Parent: Aspochalasins

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: 431.6 ALogp: 2.7
HBD: 3 HBA: 5
Rotatable Bonds: 3 Lipinski's rule of five: Accepted
Polar Surface Area: 95.9 Aromatic Rings: 3
Heavy Atoms: 31 QED Weighted: 0.468

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.736 MDCK Permeability: 0.00008540
Pgp-inhibitor: 0.946 Pgp-substrate: 0.991
Human Intestinal Absorption (HIA): 0.856 20% Bioavailability (F20%): 0.55
30% Bioavailability (F30%): 0.8

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.967 Plasma Protein Binding (PPB): 71.21%
Volume Distribution (VD): 0.848 Fu: 17.91%

ADMET: Metabolism

CYP1A2-inhibitor: 0.039 CYP1A2-substrate: 0.089
CYP2C19-inhibitor: 0.235 CYP2C19-substrate: 0.181
CYP2C9-inhibitor: 0.254 CYP2C9-substrate: 0.078
CYP2D6-inhibitor: 0.012 CYP2D6-substrate: 0.153
CYP3A4-inhibitor: 0.85 CYP3A4-substrate: 0.24

ADMET: Excretion

Clearance (CL): 12.037 Half-life (T1/2): 0.436

ADMET: Toxicity

hERG Blockers: 0.021 Human Hepatotoxicity (H-HT): 0.685
Drug-inuced Liver Injury (DILI): 0.283 AMES Toxicity: 0.179
Rat Oral Acute Toxicity: 0.737 Maximum Recommended Daily Dose: 0.895
Skin Sensitization: 0.225 Carcinogencity: 0.429
Eye Corrosion: 0.003 Eye Irritation: 0.012
Respiratory Toxicity: 0.975
*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
ENC005825 0.637 D06WTZ 0.252
ENC004242 0.573 D0H0ND 0.239
ENC005810 0.571 D0E9KA 0.239
ENC001855 0.528 D0R2KF 0.239
ENC005136 0.514 D0W2EK 0.236
ENC003433 0.495 D0F1EX 0.233
ENC005809 0.491 D05AFC 0.229
ENC003740 0.491 D03IKT 0.223
ENC002636 0.486 D0K7LU 0.220
ENC004462 0.486 D08PIQ 0.217
*Note: the compound similarity was calculated by RDKIT.