Natural Product: ENC004280

NPs Basic Information

Download MOL File
Name
Penispirozine E
Molecular Formula C20H22N2O9
IUPAC Name*
(2R,3aR,4S,5R,7aS)-3a,4,5-trihydroxy-6'-[(2-hydroxy-3,4-dimethoxyphenyl)methylidene]spiro[3,4,5,7a-tetrahydro-1-benzofuran-2,3'-piperazine]-2',5'-dione
SMILES
COC1=C(C(=C(C=C1)C=C2C(=O)N[C@@]3(C[C@@]4([C@@H](O3)C=C[C@H]([C@@H]4O)O)O)C(=O)N2)O)OC
InChI
InChI=1S/C20H22N2O9/c1-29-12-5-3-9(14(24)15(12)30-2)7-10-17(26)22-20(18(27)21-10)8-19(28)13(31-20)6-4-11(23)16(19)25/h3-7,11,13,16,23-25,28H,8H2,1-2H3,(H,21,27)(H,22,26)/t11-,13+,16+,19+,20-/m1/s1
InChIKey
SVZSHNMALOJOKU-UDIIKYEGSA-N
Synonyms
Penispirozine E
CAS NA
PubChem CID 156580834
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: 434.4 ALogp: -1.5
HBD: 6 HBA: 9
Rotatable Bonds: 3 Lipinski's rule of five: Rejected
Polar Surface Area: 167.0 Aromatic Rings: 4
Heavy Atoms: 31 QED Weighted: 0.26

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.872 MDCK Permeability: 0.00000559
Pgp-inhibitor: 0.008 Pgp-substrate: 0.563
Human Intestinal Absorption (HIA): 0.61 20% Bioavailability (F20%): 0.395
30% Bioavailability (F30%): 0.964

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.69 Plasma Protein Binding (PPB): 75.66%
Volume Distribution (VD): 0.521 Fu: 21.73%

ADMET: Metabolism

CYP1A2-inhibitor: 0.008 CYP1A2-substrate: 0.956
CYP2C19-inhibitor: 0.018 CYP2C19-substrate: 0.088
CYP2C9-inhibitor: 0.005 CYP2C9-substrate: 0.412
CYP2D6-inhibitor: 0.001 CYP2D6-substrate: 0.17
CYP3A4-inhibitor: 0.015 CYP3A4-substrate: 0.157

ADMET: Excretion

Clearance (CL): 3.188 Half-life (T1/2): 0.914

ADMET: Toxicity

hERG Blockers: 0.028 Human Hepatotoxicity (H-HT): 0.229
Drug-inuced Liver Injury (DILI): 0.962 AMES Toxicity: 0.105
Rat Oral Acute Toxicity: 0.147 Maximum Recommended Daily Dose: 0.013
Skin Sensitization: 0.441 Carcinogencity: 0.093
Eye Corrosion: 0.003 Eye Irritation: 0.007
Respiratory Toxicity: 0.063
*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
ENC004281 1.000 D06GCK 0.273
ENC004282 0.773 D03DIG 0.254
ENC004283 0.773 D01XWG 0.253
ENC004278 0.753 D0L1JW 0.250
ENC004279 0.753 D0C9XJ 0.248
ENC004276 0.598 D07VLY 0.248
ENC003738 0.513 D07MGA 0.248
ENC003659 0.455 D04TDQ 0.232
ENC004277 0.447 D0D4HN 0.232
ENC006030 0.419 D09DHY 0.231
*Note: the compound similarity was calculated by RDKIT.