Natural Product: ENC003659

NPs Basic Information

Download MOL File
Name
(1R,3S,4R,7R,8S,12S)-3,4,7-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.01,10.03,8]heptadec-5-ene-11,16-dione
Molecular Formula C20H22N2O9S2
IUPAC Name*
(1R,3S,4R,7R,8S,12S)-3,4,7-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.01,10.03,8]heptadec-5-ene-11,16-dione
SMILES
COC1=C(C(=C(C=C1)C2[C@@H]3C(=O)N4[C@@](C[C@@]5([C@@H](C=C[C@H]([C@@H]5O4)O)O)O)(C(=O)N3)SS2)O)OC
InChI
InChI=1S/C20H22N2O9S2/c1-29-10-5-3-8(13(25)14(10)30-2)15-12-17(26)22-20(33-32-15,18(27)21-12)7-19(28)11(24)6-4-9(23)16(19)31-22/h3-6,9,11-12,15-16,23-25,28H,7H2,1-2H3,(H,21,27)/t9-,11-,12-,15?,16+,19+,20-/m1/s1
InChIKey
PPQRKKLHNNMQJV-GHYZKQQQSA-N
Synonyms
Pretrichodermamide A
CAS NA
PubChem CID 139585503
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Benzenoids
      • Class: Phenols
        • Subclass: Methoxyphenols
          • Direct Parent: Methoxyphenols

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: 498.5 ALogp: -1.2
HBD: 5 HBA: 11
Rotatable Bonds: 3 Lipinski's rule of five: Rejected
Polar Surface Area: 209.0 Aromatic Rings: 6
Heavy Atoms: 33 QED Weighted: 0.283

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.982 MDCK Permeability: 0.00000752
Pgp-inhibitor: 0.081 Pgp-substrate: 0.588
Human Intestinal Absorption (HIA): 0.746 20% Bioavailability (F20%): 0.754
30% Bioavailability (F30%): 0.985

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.189 Plasma Protein Binding (PPB): 78.73%
Volume Distribution (VD): 0.626 Fu: 10.70%

ADMET: Metabolism

CYP1A2-inhibitor: 0.022 CYP1A2-substrate: 0.481
CYP2C19-inhibitor: 0.088 CYP2C19-substrate: 0.506
CYP2C9-inhibitor: 0.251 CYP2C9-substrate: 0.766
CYP2D6-inhibitor: 0.005 CYP2D6-substrate: 0.183
CYP3A4-inhibitor: 0.39 CYP3A4-substrate: 0.606

ADMET: Excretion

Clearance (CL): 4.836 Half-life (T1/2): 0.703

ADMET: Toxicity

hERG Blockers: 0.004 Human Hepatotoxicity (H-HT): 0.132
Drug-inuced Liver Injury (DILI): 0.966 AMES Toxicity: 0.386
Rat Oral Acute Toxicity: 0.383 Maximum Recommended Daily Dose: 0.056
Skin Sensitization: 0.15 Carcinogencity: 0.83
Eye Corrosion: 0.003 Eye Irritation: 0.006
Respiratory Toxicity: 0.848
*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
ENC006030 0.802 D03DIG 0.283
ENC003545 0.609 D0L1JW 0.257
ENC003540 0.580 D01XWG 0.252
ENC004276 0.553 D06GCK 0.250
ENC003738 0.538 D0C9XJ 0.247
ENC003544 0.529 D07VLY 0.247
ENC003539 0.500 D04TDQ 0.239
ENC004279 0.455 D0WE3O 0.238
ENC004278 0.455 D0D4HN 0.231
ENC004281 0.455 D06TQZ 0.229
*Note: the compound similarity was calculated by RDKIT.