Natural Product: ENC001941

NPs Basic Information

Download MOL File
Name
Tryprostatin A
Molecular Formula C22H27N3O3
IUPAC Name*
(3S,8aS)-3-[[6-methoxy-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=C(N1)C=C(C=C2)OC)C[C@H]3C(=O)N4CCC[C@H]4C(=O)N3)C
InChI
InChI=1S/C22H27N3O3/c1-13(2)6-9-17-16(15-8-7-14(28-3)11-18(15)23-17)12-19-22(27)25-10-4-5-20(25)21(26)24-19/h6-8,11,19-20,23H,4-5,9-10,12H2,1-3H3,(H,24,26)/t19-,20-/m0/s1
InChIKey
XNRPVPHNDQHWLJ-PMACEKPBSA-N
Synonyms
Tryprostatin A; CHEBI:72761; TPS-A; 171864-80-5; (3S,8aS)-3-[[6-methoxy-2-(3-methylbut-2-enyl)-1H-indol-3-yl]methyl]-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione; (3S,8aS)-3-{[6-methoxy-2-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]methyl}hexahydropyrrolo[1,2-a]pyrazine-1,4-dione; TryprostatinA; CHEMBL289159; MEGxm0_000107; SCHEMBL21263139; DTXSID701017629; BDBM50198769; C20607; Q27140127
CAS 171864-80-5
PubChem CID 9929833
ChEMBL ID CHEMBL289159
*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: 381.5 ALogp: 3.4
HBD: 2 HBA: 3
Rotatable Bonds: 5 Lipinski's rule of five: Accepted
Polar Surface Area: 74.4 Aromatic Rings: 4
Heavy Atoms: 28 QED Weighted: 0.779

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.89 MDCK Permeability: 0.00000798
Pgp-inhibitor: 0.047 Pgp-substrate: 0.837
Human Intestinal Absorption (HIA): 0.01 20% Bioavailability (F20%): 0.538
30% Bioavailability (F30%): 0.653

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.725 Plasma Protein Binding (PPB): 87.79%
Volume Distribution (VD): 0.961 Fu: 6.78%

ADMET: Metabolism

CYP1A2-inhibitor: 0.276 CYP1A2-substrate: 0.663
CYP2C19-inhibitor: 0.898 CYP2C19-substrate: 0.449
CYP2C9-inhibitor: 0.597 CYP2C9-substrate: 0.857
CYP2D6-inhibitor: 0.212 CYP2D6-substrate: 0.863
CYP3A4-inhibitor: 0.902 CYP3A4-substrate: 0.478

ADMET: Excretion

Clearance (CL): 8.195 Half-life (T1/2): 0.477

ADMET: Toxicity

hERG Blockers: 0.113 Human Hepatotoxicity (H-HT): 0.969
Drug-inuced Liver Injury (DILI): 0.2 AMES Toxicity: 0.017
Rat Oral Acute Toxicity: 0.92 Maximum Recommended Daily Dose: 0.85
Skin Sensitization: 0.514 Carcinogencity: 0.085
Eye Corrosion: 0.003 Eye Irritation: 0.01
Respiratory Toxicity: 0.435
*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
ENC001926 0.759 D0AN7B 0.270
ENC002519 0.758 D06HBQ 0.255
ENC001060 0.534 D0J4JM 0.253
ENC002274 0.534 D09ZIO 0.253
ENC000981 0.520 D02DPU 0.253
ENC004933 0.520 D0G8NJ 0.251
ENC003218 0.515 D0C6DT 0.248
ENC001958 0.500 D01XNB 0.248
ENC003264 0.500 D03QGM 0.246
ENC003322 0.495 D09OBB 0.245
*Note: the compound similarity was calculated by RDKIT.