Natural Product: ENC004283

NPs Basic Information

Download MOL File
Name
Penispirozine H
Molecular Formula C21H24N2O9
IUPAC Name*
(2S,3aR,4S,5R,7aR)-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-DIAALFMGSA-N
Synonyms
Penispirozine H
CAS NA
PubChem CID 156580837
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: -6 MDCK Permeability: 0.00000442
Pgp-inhibitor: 0.079 Pgp-substrate: 0.62
Human Intestinal Absorption (HIA): 0.787 20% Bioavailability (F20%): 0.997
30% Bioavailability (F30%): 0.99

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.646 Plasma Protein Binding (PPB): 42.76%
Volume Distribution (VD): 1.164 Fu: 37.80%

ADMET: Metabolism

CYP1A2-inhibitor: 0.014 CYP1A2-substrate: 0.969
CYP2C19-inhibitor: 0.031 CYP2C19-substrate: 0.242
CYP2C9-inhibitor: 0.014 CYP2C9-substrate: 0.686
CYP2D6-inhibitor: 0.001 CYP2D6-substrate: 0.175
CYP3A4-inhibitor: 0.031 CYP3A4-substrate: 0.45

ADMET: Excretion

Clearance (CL): 3.507 Half-life (T1/2): 0.781

ADMET: Toxicity

hERG Blockers: 0.019 Human Hepatotoxicity (H-HT): 0.422
Drug-inuced Liver Injury (DILI): 0.968 AMES Toxicity: 0.708
Rat Oral Acute Toxicity: 0.069 Maximum Recommended Daily Dose: 0.035
Skin Sensitization: 0.224 Carcinogencity: 0.064
Eye Corrosion: 0.003 Eye Irritation: 0.007
Respiratory Toxicity: 0.028
*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
ENC004282 1.000 D06GCK 0.279
ENC004281 0.773 D0L1JW 0.275
ENC004280 0.773 D03DIG 0.271
ENC003738 0.613 D01XWG 0.258
ENC004279 0.607 D04TDQ 0.255
ENC004278 0.607 D0C9XJ 0.245
ENC004276 0.531 D07VLY 0.245
ENC004277 0.475 D07MGA 0.244
ENC003659 0.447 D01FFA 0.238
ENC003545 0.414 D0D4HN 0.237
*Note: the compound similarity was calculated by RDKIT.