Natural Product: ENC003796

NPs Basic Information

Download MOL File
Name
(3S,6S)-3-[hydroxy-[2-(2-methylbut-3-en-2-yl)-6,7-bis(3-methylbut-2-enyl)-1H-indol-3-yl]methyl]-6-methylpiperazine-2,5-dione
Molecular Formula C29H39N3O3
IUPAC Name*
(3S,6S)-3-[hydroxy-[2-(2-methylbut-3-en-2-yl)-6,7-bis(3-methylbut-2-enyl)-1H-indol-3-yl]methyl]-6-methylpiperazine-2,5-dione
SMILES
C[C@H]1C(=O)N[C@H](C(=O)N1)C(C2=C(NC3=C2C=CC(=C3CC=C(C)C)CC=C(C)C)C(C)(C)C=C)O
InChI
InChI=1S/C29H39N3O3/c1-9-29(7,8)26-22(25(33)24-28(35)30-18(6)27(34)32-24)21-15-13-19(12-10-16(2)3)20(23(21)31-26)14-11-17(4)5/h9-11,13,15,18,24-25,31,33H,1,12,14H2,2-8H3,(H,30,35)(H,32,34)/t18-,24-,25?/m0/s1
InChIKey
FAJDKWDVIHHSTP-SYZSWVGQSA-N
Synonyms
Arestrictin A
CAS NA
PubChem CID 139588472
ChEMBL ID NA
*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: 477.6 ALogp: 6.5
HBD: 4 HBA: 3
Rotatable Bonds: 8 Lipinski's rule of five: Rejected
Polar Surface Area: 94.2 Aromatic Rings: 3
Heavy Atoms: 35 QED Weighted: 0.397

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.411 MDCK Permeability: 0.00001190
Pgp-inhibitor: 0.997 Pgp-substrate: 0.913
Human Intestinal Absorption (HIA): 0.076 20% Bioavailability (F20%): 0.968
30% Bioavailability (F30%): 0.159

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.749 Plasma Protein Binding (PPB): 85.91%
Volume Distribution (VD): 2.475 Fu: 7.37%

ADMET: Metabolism

CYP1A2-inhibitor: 0.531 CYP1A2-substrate: 0.236
CYP2C19-inhibitor: 0.895 CYP2C19-substrate: 0.097
CYP2C9-inhibitor: 0.754 CYP2C9-substrate: 0.351
CYP2D6-inhibitor: 0.947 CYP2D6-substrate: 0.622
CYP3A4-inhibitor: 0.92 CYP3A4-substrate: 0.275

ADMET: Excretion

Clearance (CL): 2.245 Half-life (T1/2): 0.051

ADMET: Toxicity

hERG Blockers: 0.352 Human Hepatotoxicity (H-HT): 0.862
Drug-inuced Liver Injury (DILI): 0.729 AMES Toxicity: 0.007
Rat Oral Acute Toxicity: 0.966 Maximum Recommended Daily Dose: 0.843
Skin Sensitization: 0.063 Carcinogencity: 0.064
Eye Corrosion: 0.003 Eye Irritation: 0.006
Respiratory Toxicity: 0.978
*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
ENC000859 0.646 D0Q0PR 0.224
ENC003867 0.575 D06BLQ 0.216
ENC003866 0.575 D0O6KE 0.213
ENC002069 0.573 D03VFL 0.194
ENC004457 0.563 D0W7WC 0.194
ENC002896 0.562 D03DJL 0.189
ENC004439 0.528 D01JFT 0.187
ENC002068 0.518 D0L7LC 0.185
ENC002460 0.504 D0AY7K 0.184
ENC006144 0.466 D0Z1WA 0.180
*Note: the compound similarity was calculated by RDKIT.