Natural Product: ENC004282

NPs Basic Information

Download MOL File
Name
Penispirozine G
Molecular Formula C21H24N2O9
IUPAC Name*
(2R,3aR,4S,5R,7aS)-3a,4,5-trihydroxy-6'-[(2-hydroxy-3,4-dimethoxyphenyl)methylidene]-1'-methylspiro[3,4,5,7a-tetrahydro-1-benzofuran-2,3'-piperazine]-2',5'-dione
SMILES
CN1C(=CC2=C(C(=C(C=C2)OC)OC)O)C(=O)N[C@]3(C1=O)C[C@@]4([C@@H](O3)C=C[C@H]([C@@H]4O)O)O
InChI
InChI=1S/C21H24N2O9/c1-23-11(8-10-4-6-13(30-2)16(31-3)15(10)25)18(27)22-21(19(23)28)9-20(29)14(32-21)7-5-12(24)17(20)26/h4-8,12,14,17,24-26,29H,9H2,1-3H3,(H,22,27)/t12-,14+,17+,20+,21-/m1/s1
InChIKey
HCKQCACCKTUAQG-NSBANYLGSA-N
Synonyms
Penispirozine G
CAS NA
PubChem CID 156580836
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: 448.4 ALogp: -1.3
HBD: 5 HBA: 9
Rotatable Bonds: 3 Lipinski's rule of five: Rejected
Polar Surface Area: 158.0 Aromatic Rings: 4
Heavy Atoms: 32 QED Weighted: 0.299

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.684 MDCK Permeability: 0.00000553
Pgp-inhibitor: 0.245 Pgp-substrate: 0.574
Human Intestinal Absorption (HIA): 0.87 20% Bioavailability (F20%): 0.987
30% Bioavailability (F30%): 0.989

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.654 Plasma Protein Binding (PPB): 71.36%
Volume Distribution (VD): 0.938 Fu: 28.90%

ADMET: Metabolism

CYP1A2-inhibitor: 0.014 CYP1A2-substrate: 0.962
CYP2C19-inhibitor: 0.03 CYP2C19-substrate: 0.275
CYP2C9-inhibitor: 0.017 CYP2C9-substrate: 0.609
CYP2D6-inhibitor: 0.001 CYP2D6-substrate: 0.166
CYP3A4-inhibitor: 0.027 CYP3A4-substrate: 0.366

ADMET: Excretion

Clearance (CL): 3.952 Half-life (T1/2): 0.849

ADMET: Toxicity

hERG Blockers: 0.026 Human Hepatotoxicity (H-HT): 0.286
Drug-inuced Liver Injury (DILI): 0.96 AMES Toxicity: 0.265
Rat Oral Acute Toxicity: 0.177 Maximum Recommended Daily Dose: 0.024
Skin Sensitization: 0.39 Carcinogencity: 0.208
Eye Corrosion: 0.003 Eye Irritation: 0.007
Respiratory Toxicity: 0.051
*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 0.279
ENC004278 0.753 D0L1JW 0.275
ENC004279 0.753 D03DIG 0.271
ENC004276 0.598 D01XWG 0.258
ENC003738 0.513 D04TDQ 0.255
ENC003659 0.455 D0C9XJ 0.245
ENC004277 0.447 D07VLY 0.245
ENC006030 0.419 D07MGA 0.244
ENC002091 0.379 D01FFA 0.238
ENC003545 0.377 D0D4HN 0.237
*Note: the compound similarity was calculated by RDKIT.