Natural Product: ENC002020

NPs Basic Information

Download MOL File
Name
spirotryprostatin A
Molecular Formula C22H25N3O4
IUPAC Name*
(3S,5S,6S,9S)-6'-methoxy-6-(2-methylprop-1-enyl)spiro[1,7-diazatricyclo[7.3.0.03,7]dodecane-5,3'-1H-indole]-2,2',8-trione
SMILES
CC(=C[C@H]1[C@]2(C[C@@H]3N1C(=O)[C@@H]4CCCN4C3=O)C5=C(C=C(C=C5)OC)NC2=O)C
InChI
InChI=1S/C22H25N3O4/c1-12(2)9-18-22(14-7-6-13(29-3)10-15(14)23-21(22)28)11-17-19(26)24-8-4-5-16(24)20(27)25(17)18/h6-7,9-10,16-18H,4-5,8,11H2,1-3H3,(H,23,28)/t16-,17-,18-,22-/m0/s1
InChIKey
MQJKGSIAJNXSCM-ORGXJRBJSA-N
Synonyms
spirotryprostatin A; (3S,3'S,5'aS,10'aS)-6-Methoxy-3'-(2-methylprop-1-enyl)spiro[1H-indole-3,2'-3,5a,6,7,8,10a-hexahydro-1H-dipyrrolo[1,2-c:1',4'-f]pyrazine]-2,5',10'-trione; CHEMBL549475; SCHEMBL2632404; DTXSID501046361; (3S,5S,6S,9S)-6'-methoxy-6-(2-methylprop-1-enyl)spiro[1,7-diazatricyclo[7.3.0.03,7]dodecane-5,3'-1H-indole]-2,2',8-trione; 182234-25-9
CAS 182234-25-9
PubChem CID 10408374
ChEMBL ID CHEMBL549475
*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: 1.7
HBD: 1 HBA: 4
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 79.0 Aromatic Rings: 5
Heavy Atoms: 29 QED Weighted: 0.78

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.181 MDCK Permeability: 0.00002110
Pgp-inhibitor: 0.683 Pgp-substrate: 0.921
Human Intestinal Absorption (HIA): 0.005 20% Bioavailability (F20%): 0.281
30% Bioavailability (F30%): 0.952

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.617 Plasma Protein Binding (PPB): 84.28%
Volume Distribution (VD): 0.895 Fu: 15.86%

ADMET: Metabolism

CYP1A2-inhibitor: 0.013 CYP1A2-substrate: 0.468
CYP2C19-inhibitor: 0.532 CYP2C19-substrate: 0.853
CYP2C9-inhibitor: 0.214 CYP2C9-substrate: 0.57
CYP2D6-inhibitor: 0.013 CYP2D6-substrate: 0.19
CYP3A4-inhibitor: 0.235 CYP3A4-substrate: 0.904

ADMET: Excretion

Clearance (CL): 12.927 Half-life (T1/2): 0.161

ADMET: Toxicity

hERG Blockers: 0.006 Human Hepatotoxicity (H-HT): 0.927
Drug-inuced Liver Injury (DILI): 0.915 AMES Toxicity: 0.026
Rat Oral Acute Toxicity: 0.685 Maximum Recommended Daily Dose: 0.794
Skin Sensitization: 0.66 Carcinogencity: 0.093
Eye Corrosion: 0.003 Eye Irritation: 0.007
Respiratory Toxicity: 0.179
*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
ENC002520 0.653 D09OBB 0.275
ENC002274 0.584 D06HBQ 0.269
ENC001060 0.584 D0Q5NX 0.252
ENC005479 0.551 D02DPU 0.248
ENC003264 0.477 D06YFA 0.242
ENC001958 0.477 D0P0RX 0.240
ENC003265 0.465 D03DDR 0.240
ENC003322 0.459 D02IQY 0.235
ENC005204 0.444 D00XHD 0.234
ENC002519 0.434 D0L0ZF 0.233
*Note: the compound similarity was calculated by RDKIT.