Natural Product: ENC004276

NPs Basic Information

Download MOL File
Name
Penispirozine A
Molecular Formula C20H20N2O8S
IUPAC Name*
(1S,8S,9R,12R,13R)-9,13-dihydroxy-4-[(2-hydroxy-3,4-dimethoxyphenyl)methylidene]-7-oxa-15-thia-3,6-diazatetracyclo[10.2.1.01,6.08,13]pentadec-10-ene-2,5-dione
SMILES
COC1=C(C(=C(C=C1)C=C2C(=O)N3[C@]4(C[C@@]5([C@H](S4)C=C[C@H]([C@@H]5O3)O)O)C(=O)N2)O)OC
InChI
InChI=1S/C20H20N2O8S/c1-28-12-5-3-9(14(24)15(12)29-2)7-10-17(25)22-20(18(26)21-10)8-19(27)13(31-20)6-4-11(23)16(19)30-22/h3-7,11,13,16,23-24,27H,8H2,1-2H3,(H,21,26)/t11-,13-,16+,19+,20+/m1/s1
InChIKey
HHVBNMJIUHMSJK-JKRAONCPSA-N
Synonyms
Penispirozine A
CAS NA
PubChem CID 156580830
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: 0.0
HBD: 4 HBA: 9
Rotatable Bonds: 3 Lipinski's rule of five: Accepted
Polar Surface Area: 163.0 Aromatic Rings: 5
Heavy Atoms: 31 QED Weighted: 0.38

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.279 MDCK Permeability: 0.00000893
Pgp-inhibitor: 0.088 Pgp-substrate: 0.019
Human Intestinal Absorption (HIA): 0.688 20% Bioavailability (F20%): 0.793
30% Bioavailability (F30%): 0.94

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.967 Plasma Protein Binding (PPB): 92.01%
Volume Distribution (VD): 0.926 Fu: 2.86%

ADMET: Metabolism

CYP1A2-inhibitor: 0.028 CYP1A2-substrate: 0.952
CYP2C19-inhibitor: 0.027 CYP2C19-substrate: 0.736
CYP2C9-inhibitor: 0.038 CYP2C9-substrate: 0.767
CYP2D6-inhibitor: 0.004 CYP2D6-substrate: 0.218
CYP3A4-inhibitor: 0.353 CYP3A4-substrate: 0.907

ADMET: Excretion

Clearance (CL): 3.404 Half-life (T1/2): 0.684

ADMET: Toxicity

hERG Blockers: 0.004 Human Hepatotoxicity (H-HT): 0.444
Drug-inuced Liver Injury (DILI): 0.981 AMES Toxicity: 0.708
Rat Oral Acute Toxicity: 0.725 Maximum Recommended Daily Dose: 0.025
Skin Sensitization: 0.171 Carcinogencity: 0.759
Eye Corrosion: 0.003 Eye Irritation: 0.008
Respiratory Toxicity: 0.433
*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
ENC004278 0.660 D03DIG 0.284
ENC004279 0.660 D06GCK 0.270
ENC004280 0.598 D0L1JW 0.258
ENC004281 0.598 D07MGA 0.246
ENC003738 0.589 D01XWG 0.243
ENC003659 0.553 D04TDQ 0.239
ENC004282 0.531 D07VLY 0.239
ENC004283 0.531 D0C9XJ 0.239
ENC003545 0.475 D06TQZ 0.238
ENC006030 0.475 D0WE3O 0.237
*Note: the compound similarity was calculated by RDKIT.