Natural Product: ENC004278

NPs Basic Information

Download MOL File
Name
Penispirozine C
Molecular Formula C20H22N2O8S
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-benzothiophene-2,3'-piperazine]-2',5'-dione
SMILES
COC1=C(C(=C(C=C1)C=C2C(=O)N[C@@]3(C[C@@]4([C@@H](S3)C=C[C@H]([C@@H]4O)O)O)C(=O)N2)O)OC
InChI
InChI=1S/C20H22N2O8S/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
UYJRZLAFNMFNOF-UDIIKYEGSA-N
Synonyms
Penispirozine C
CAS NA
PubChem CID 156580832
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: 450.5 ALogp: -0.7
HBD: 6 HBA: 9
Rotatable Bonds: 3 Lipinski's rule of five: Rejected
Polar Surface Area: 183.0 Aromatic Rings: 4
Heavy Atoms: 31 QED Weighted: 0.268

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.893 MDCK Permeability: 0.00000637
Pgp-inhibitor: 0.008 Pgp-substrate: 0.689
Human Intestinal Absorption (HIA): 0.441 20% Bioavailability (F20%): 0.118
30% Bioavailability (F30%): 0.442

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.904 Plasma Protein Binding (PPB): 93.48%
Volume Distribution (VD): 0.532 Fu: 3.17%

ADMET: Metabolism

CYP1A2-inhibitor: 0.015 CYP1A2-substrate: 0.92
CYP2C19-inhibitor: 0.02 CYP2C19-substrate: 0.092
CYP2C9-inhibitor: 0.015 CYP2C9-substrate: 0.646
CYP2D6-inhibitor: 0.001 CYP2D6-substrate: 0.155
CYP3A4-inhibitor: 0.061 CYP3A4-substrate: 0.26

ADMET: Excretion

Clearance (CL): 3.224 Half-life (T1/2): 0.918

ADMET: Toxicity

hERG Blockers: 0.026 Human Hepatotoxicity (H-HT): 0.079
Drug-inuced Liver Injury (DILI): 0.971 AMES Toxicity: 0.038
Rat Oral Acute Toxicity: 0.396 Maximum Recommended Daily Dose: 0.02
Skin Sensitization: 0.22 Carcinogencity: 0.152
Eye Corrosion: 0.003 Eye Irritation: 0.007
Respiratory Toxicity: 0.17
*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
ENC004279 1.000 D06GCK 0.262
ENC004281 0.753 D01XWG 0.245
ENC004280 0.753 D03DIG 0.244
ENC004276 0.660 D0L1JW 0.241
ENC004282 0.607 D0C9XJ 0.240
ENC004283 0.607 D07VLY 0.240
ENC004277 0.548 D07MGA 0.237
ENC003738 0.500 D09DHY 0.231
ENC003659 0.455 D02LZB 0.231
ENC002347 0.421 D06TQZ 0.230
*Note: the compound similarity was calculated by RDKIT.