Natural Product: ENC002519

NPs Basic Information

Download MOL File
Name
18-oxotryprostatin A
Molecular Formula C22H25N3O4
IUPAC Name*
(3S,8aS)-3-[[6-methoxy-2-(3-methylbut-2-enoyl)-1H-indol-3-yl]methyl]-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
SMILES
CC(=CC(=O)C1=C(C2=C(N1)C=C(C=C2)OC)C[C@H]3C(=O)N4CCC[C@H]4C(=O)N3)C
InChI
InChI=1S/C22H25N3O4/c1-12(2)9-19(26)20-15(14-7-6-13(29-3)10-16(14)23-20)11-17-22(28)25-8-4-5-18(25)21(27)24-17/h6-7,9-10,17-18,23H,4-5,8,11H2,1-3H3,(H,24,27)/t17-,18-/m0/s1
InChIKey
UJAJXFUZWQQKAG-ROUUACIJSA-N
Synonyms
18-oxotryprostatin A; CHEBI:66842; (3S,8aS)-3-{[6-methoxy-2-(3-methylbut-2-enoyl)-1H-indol-3-yl]methyl}hexahydropyrrolo[1,2-a]pyrazine-1,4-dione; CHEMBL488641; DTXSID201105526; Q27135476; (3S,8aS)-3-[[6-methoxy-2-(3-methylbut-2-enoyl)-1H-indol-3-yl]methyl]-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione; (3S,8aS)-Hexahydro-3-[[6-methoxy-2-(3-methyl-1-oxo-2-buten-1-yl)-1H-indol-3-yl]methyl]pyrrolo[1,2-a]pyrazine-1,4-dione; 1031727-30-6
CAS 1031727-30-6
PubChem CID 24900162
ChEMBL ID CHEMBL488641
*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: 395.5 ALogp: 2.9
HBD: 2 HBA: 4
Rotatable Bonds: 5 Lipinski's rule of five: Accepted
Polar Surface Area: 91.5 Aromatic Rings: 4
Heavy Atoms: 29 QED Weighted: 0.601

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.978 MDCK Permeability: 0.00000996
Pgp-inhibitor: 0.514 Pgp-substrate: 0.993
Human Intestinal Absorption (HIA): 0.018 20% Bioavailability (F20%): 0.802
30% Bioavailability (F30%): 0.006

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.05 Plasma Protein Binding (PPB): 93.24%
Volume Distribution (VD): 0.733 Fu: 3.46%

ADMET: Metabolism

CYP1A2-inhibitor: 0.413 CYP1A2-substrate: 0.915
CYP2C19-inhibitor: 0.599 CYP2C19-substrate: 0.31
CYP2C9-inhibitor: 0.808 CYP2C9-substrate: 0.909
CYP2D6-inhibitor: 0.71 CYP2D6-substrate: 0.84
CYP3A4-inhibitor: 0.338 CYP3A4-substrate: 0.542

ADMET: Excretion

Clearance (CL): 5.646 Half-life (T1/2): 0.791

ADMET: Toxicity

hERG Blockers: 0.106 Human Hepatotoxicity (H-HT): 0.957
Drug-inuced Liver Injury (DILI): 0.837 AMES Toxicity: 0.068
Rat Oral Acute Toxicity: 0.23 Maximum Recommended Daily Dose: 0.922
Skin Sensitization: 0.056 Carcinogencity: 0.63
Eye Corrosion: 0.003 Eye Irritation: 0.009
Respiratory Toxicity: 0.947
*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 0.758 D0J4JM 0.265
ENC001926 0.566 D0AN7B 0.265
ENC001060 0.524 D0G8NJ 0.263
ENC002274 0.524 D09ZIO 0.263
ENC004933 0.510 D0R1RS 0.261
ENC000981 0.510 D06HBQ 0.260
ENC003264 0.491 D02DPU 0.260
ENC001958 0.491 D0Q5NX 0.252
ENC003265 0.478 D03QGM 0.252
ENC003217 0.464 D06YFA 0.250
*Note: the compound similarity was calculated by RDKIT.