Natural Product: ENC002091

NPs Basic Information

Download MOL File
Name
Trichodermamide A
Molecular Formula C20H20N2O9
IUPAC Name*
(4aS,5R,8R,8aS)-N-(7,8-dimethoxy-2-oxochromen-3-yl)-4a,5,8-trihydroxy-4,5,8,8a-tetrahydro-1,2-benzoxazine-3-carboxamide
SMILES
COC1=C(C2=C(C=C1)C=C(C(=O)O2)NC(=O)C3=NO[C@H]4[C@@H](C=C[C@H]([C@]4(C3)O)O)O)OC
InChI
InChI=1S/C20H20N2O9/c1-28-13-5-3-9-7-10(19(26)30-15(9)16(13)29-2)21-18(25)11-8-20(27)14(24)6-4-12(23)17(20)31-22-11/h3-7,12,14,17,23-24,27H,8H2,1-2H3,(H,21,25)/t12-,14-,17+,20+/m1/s1
InChIKey
ZQOKLOPATOTAEE-OVCSSCHWSA-N
Synonyms
Trichodermamide A; (4aS,5R,8R,8aS)-N-(7,8-dimethoxy-2-oxochromen-3-yl)-4a,5,8-trihydroxy-4,5,8,8a-tetrahydro-1,2-benzoxazine-3-carboxamide; CHEMBL477717; DTXSID40894001; CHEBI:188558; Q63396565; 508218-11-9
CAS 508218-11-9
PubChem CID 10982906
ChEMBL ID CHEMBL477717
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Phenylpropanoids and poly
      • Class: Coumarins and derivatives
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Coumarins and derivatives

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: 432.4 ALogp: -0.6
HBD: 4 HBA: 10
Rotatable Bonds: 4 Lipinski's rule of five: Rejected
Polar Surface Area: 156.0 Aromatic Rings: 4
Heavy Atoms: 31 QED Weighted: 0.394

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.76 MDCK Permeability: 0.00003110
Pgp-inhibitor: 0.058 Pgp-substrate: 0.929
Human Intestinal Absorption (HIA): 0.768 20% Bioavailability (F20%): 0.519
30% Bioavailability (F30%): 0.992

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.444 Plasma Protein Binding (PPB): 63.22%
Volume Distribution (VD): 1.013 Fu: 23.72%

ADMET: Metabolism

CYP1A2-inhibitor: 0.049 CYP1A2-substrate: 0.963
CYP2C19-inhibitor: 0.034 CYP2C19-substrate: 0.135
CYP2C9-inhibitor: 0.009 CYP2C9-substrate: 0.324
CYP2D6-inhibitor: 0.007 CYP2D6-substrate: 0.369
CYP3A4-inhibitor: 0.054 CYP3A4-substrate: 0.077

ADMET: Excretion

Clearance (CL): 1.583 Half-life (T1/2): 0.373

ADMET: Toxicity

hERG Blockers: 0.02 Human Hepatotoxicity (H-HT): 0.735
Drug-inuced Liver Injury (DILI): 0.977 AMES Toxicity: 0.179
Rat Oral Acute Toxicity: 0.245 Maximum Recommended Daily Dose: 0.063
Skin Sensitization: 0.101 Carcinogencity: 0.128
Eye Corrosion: 0.003 Eye Irritation: 0.008
Respiratory Toxicity: 0.536
*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
ENC004309 0.792 D08SKH 0.294
ENC002524 0.776 D06GCK 0.281
ENC002347 0.617 D03DIG 0.274
ENC003738 0.413 D0Q0PR 0.273
ENC003545 0.406 D0W8WB 0.272
ENC003659 0.405 D0L1JW 0.267
ENC003540 0.397 D09DHY 0.267
ENC003539 0.394 D0E6OC 0.264
ENC004276 0.387 D07MGA 0.256
ENC004280 0.379 D0G4KG 0.252
*Note: the compound similarity was calculated by RDKIT.