Natural Product: ENC001926

NPs Basic Information

Download MOL File
Name
Tryprostatin b
Molecular Formula C21H25N3O2
IUPAC Name*
(3S,8aS)-3-[[2-(3-methylbut-2-enyl)-1H-indol-3-yl]methyl]-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
SMILES
CC(=CCC1=C(C2=CC=CC=C2N1)C[C@H]3C(=O)N4CCC[C@H]4C(=O)N3)C
InChI
InChI=1S/C21H25N3O2/c1-13(2)9-10-17-15(14-6-3-4-7-16(14)22-17)12-18-21(26)24-11-5-8-19(24)20(25)23-18/h3-4,6-7,9,18-19,22H,5,8,10-12H2,1-2H3,(H,23,25)/t18-,19-/m0/s1
InChIKey
GLWYBXPXOSKQAW-OALUTQOASA-N
Synonyms
tryprostatin b; triprostatin B; CHEBI:72760; 179936-52-8; (3S,8aS)-3-{[2-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]methyl}hexahydropyrrolo[1,2-a]pyrazine-1,4-dione; (-)-Tryprostatin B; CHEMBL36668; DTXSID40893998; (3S,8aS)-3-[[2-(3-methylbut-2-enyl)-1H-indol-3-yl]methyl]-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione; C20512; Q27140126; (3S,8aS)-3-((2-(3-Methylbut-2-enyl)-1H-indol-3-yl)methyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
CAS 179936-52-8
PubChem CID 9863281
ChEMBL ID CHEMBL36668
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organic acids and derivat
      • Class: Carboxylic acids and deri
        • Subclass: Amino acids, peptides, an
          • Direct Parent: Alpha amino acids and der

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: 351.4 ALogp: 3.5
HBD: 2 HBA: 2
Rotatable Bonds: 4 Lipinski's rule of five: Accepted
Polar Surface Area: 65.2 Aromatic Rings: 4
Heavy Atoms: 26 QED Weighted: 0.828

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.855 MDCK Permeability: 0.00001200
Pgp-inhibitor: 0.015 Pgp-substrate: 0.217
Human Intestinal Absorption (HIA): 0.006 20% Bioavailability (F20%): 0.076
30% Bioavailability (F30%): 0.485

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.593 Plasma Protein Binding (PPB): 89.75%
Volume Distribution (VD): 0.982 Fu: 5.09%

ADMET: Metabolism

CYP1A2-inhibitor: 0.226 CYP1A2-substrate: 0.297
CYP2C19-inhibitor: 0.89 CYP2C19-substrate: 0.191
CYP2C9-inhibitor: 0.482 CYP2C9-substrate: 0.899
CYP2D6-inhibitor: 0.104 CYP2D6-substrate: 0.67
CYP3A4-inhibitor: 0.839 CYP3A4-substrate: 0.439

ADMET: Excretion

Clearance (CL): 6.444 Half-life (T1/2): 0.546

ADMET: Toxicity

hERG Blockers: 0.052 Human Hepatotoxicity (H-HT): 0.962
Drug-inuced Liver Injury (DILI): 0.135 AMES Toxicity: 0.013
Rat Oral Acute Toxicity: 0.934 Maximum Recommended Daily Dose: 0.726
Skin Sensitization: 0.46 Carcinogencity: 0.098
Eye Corrosion: 0.003 Eye Irritation: 0.011
Respiratory Toxicity: 0.795
*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
ENC001941 0.759 D08VRO 0.308
ENC004933 0.690 D09ZIO 0.302
ENC000981 0.690 D01JGV 0.296
ENC003218 0.644 D0U7GP 0.296
ENC004610 0.607 D05MQK 0.295
ENC000975 0.607 D0H4JM 0.284
ENC003217 0.588 D0U7GK 0.283
ENC002519 0.566 D02DMQ 0.277
ENC005484 0.537 D01TSI 0.271
ENC000825 0.537 D0Q5NX 0.270
*Note: the compound similarity was calculated by RDKIT.