Natural Product: ENC003336

NPs Basic Information

Download MOL File
Name
Aspernigrin B
Molecular Formula C27H24N2O5
IUPAC Name*
6-benzyl-1-[(1S)-1-(4-methoxy-6-oxopyran-2-yl)-2-phenylethyl]-4-oxopyridine-3-carboxamide
SMILES
COC1=CC(=O)OC(=C1)[C@H](CC2=CC=CC=C2)N3C=C(C(=O)C=C3CC4=CC=CC=C4)C(=O)N
InChI
InChI=1S/C27H24N2O5/c1-33-21-15-25(34-26(31)16-21)23(13-19-10-6-3-7-11-19)29-17-22(27(28)32)24(30)14-20(29)12-18-8-4-2-5-9-18/h2-11,14-17,23H,12-13H2,1H3,(H2,28,32)/t23-/m0/s1
InChIKey
CPVCVIXCXKPURM-QHCPKHFHSA-N
Synonyms
Aspernigrin B; 773855-63-3; CHEMBL3746659; CHEBI:133847; DTXSID501107438; 1,4-Dihydro-1-[(1S)-1-(4-methoxy-2-oxo-2H-pyran-6-yl)-2-phenylethyl]-4-oxo-6-(phenylmethyl)-3-pyridinecarboxamide; 6-benzyl-1-[(1S)-1-(4-methoxy-2-oxo-2H-pyran-6-yl)-2-phenylethyl]-4-oxo-1,4-dihydropyridine-3-carboxamide; 6-benzyl-1-[(1S)-1-(4-methoxy-6-oxo-pyran-2-yl)-2-phenyl-ethyl]-4-oxo-pyridine-3-carboxamide
CAS 773855-63-3
PubChem CID 126456438
ChEMBL ID CHEMBL3746659
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Phenylpropanoids and poly
      • Class: Kavalactones
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Kavalactones

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: 456.5 ALogp: 3.9
HBD: 1 HBA: 6
Rotatable Bonds: 8 Lipinski's rule of five: Accepted
Polar Surface Area: 98.9 Aromatic Rings: 4
Heavy Atoms: 34 QED Weighted: 0.43

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.001 MDCK Permeability: 0.00001710
Pgp-inhibitor: 0.897 Pgp-substrate: 0.911
Human Intestinal Absorption (HIA): 0.032 20% Bioavailability (F20%): 0.793
30% Bioavailability (F30%): 0.966

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.194 Plasma Protein Binding (PPB): 100.30%
Volume Distribution (VD): 0.648 Fu: 0.74%

ADMET: Metabolism

CYP1A2-inhibitor: 0.219 CYP1A2-substrate: 0.774
CYP2C19-inhibitor: 0.925 CYP2C19-substrate: 0.079
CYP2C9-inhibitor: 0.94 CYP2C9-substrate: 0.849
CYP2D6-inhibitor: 0.102 CYP2D6-substrate: 0.495
CYP3A4-inhibitor: 0.903 CYP3A4-substrate: 0.838

ADMET: Excretion

Clearance (CL): 8.544 Half-life (T1/2): 0.182

ADMET: Toxicity

hERG Blockers: 0.396 Human Hepatotoxicity (H-HT): 0.586
Drug-inuced Liver Injury (DILI): 0.977 AMES Toxicity: 0.02
Rat Oral Acute Toxicity: 0.193 Maximum Recommended Daily Dose: 0.962
Skin Sensitization: 0.032 Carcinogencity: 0.274
Eye Corrosion: 0.003 Eye Irritation: 0.009
Respiratory Toxicity: 0.009
*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
ENC005604 0.444 D0T5UL 0.367
ENC005618 0.437 D0G1VX 0.333
ENC005603 0.432 D0U5GB 0.320
ENC003342 0.364 D0E3OF 0.317
ENC003616 0.350 D0J5RN 0.313
ENC003697 0.346 D07HQC 0.313
ENC001449 0.345 D0HF0W 0.312
ENC000077 0.333 D09VXM 0.312
ENC001442 0.331 D03DEI 0.312
ENC000302 0.330 D08QIP 0.310
*Note: the compound similarity was calculated by RDKIT.