Natural Product: ENC002627

NPs Basic Information

Download MOL File
Name
cyclo[OVal-D-N(Me)Phe-OVal-D-N(Me)Phe-OVal-D-N(Me)Phe]
Molecular Formula C45H57N3O9
IUPAC Name*
(3R,6S,9R,12S,15R,18S)-3,9,15-tribenzyl-4,10,16-trimethyl-6,12,18-tri(propan-2-yl)-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone
SMILES
CC(C)[C@H]1C(=O)N([C@@H](C(=O)O[C@H](C(=O)N([C@@H](C(=O)O[C@H](C(=O)N([C@@H](C(=O)O1)CC2=CC=CC=C2)C)C(C)C)CC3=CC=CC=C3)C)C(C)C)CC4=CC=CC=C4)C
InChI
InChI=1S/C45H57N3O9/c1-28(2)37-40(49)46(7)35(26-32-21-15-11-16-22-32)44(53)56-39(30(5)6)42(51)48(9)36(27-33-23-17-12-18-24-33)45(54)57-38(29(3)4)41(50)47(8)34(43(52)55-37)25-31-19-13-10-14-20-31/h10-24,28-30,34-39H,25-27H2,1-9H3/t34-,35-,36-,37+,38+,39+/m1/s1
InChIKey
GYSCAQFHASJXRS-WXWJZEDASA-N
Synonyms
Beauvericin; CHEMBL373872
CAS NA
PubChem CID 44419427
ChEMBL ID CHEMBL373872
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organic acids and derivat
      • Class: Peptidomimetics
        • Subclass: Depsipeptides
          • Direct Parent: Cyclic depsipeptides

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: 783.9 ALogp: 8.4
HBD: 0 HBA: 9
Rotatable Bonds: 9 Lipinski's rule of five: Rejected
Polar Surface Area: 140.0 Aromatic Rings: 4
Heavy Atoms: 57 QED Weighted: 0.209

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.023 MDCK Permeability: 0.00011815
Pgp-inhibitor: 1 Pgp-substrate: 0.001
Human Intestinal Absorption (HIA): 0.013 20% Bioavailability (F20%): 0.006
30% Bioavailability (F30%): 0.364

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.004 Plasma Protein Binding (PPB): 95.71%
Volume Distribution (VD): 1.526 Fu: 1.06%

ADMET: Metabolism

CYP1A2-inhibitor: 0.004 CYP1A2-substrate: 0.058
CYP2C19-inhibitor: 0.309 CYP2C19-substrate: 0.946
CYP2C9-inhibitor: 0.44 CYP2C9-substrate: 0.198
CYP2D6-inhibitor: 0.02 CYP2D6-substrate: 0.128
CYP3A4-inhibitor: 0.65 CYP3A4-substrate: 0.931

ADMET: Excretion

Clearance (CL): 5.666 Half-life (T1/2): 0.054

ADMET: Toxicity

hERG Blockers: 0.059 Human Hepatotoxicity (H-HT): 0.992
Drug-inuced Liver Injury (DILI): 0.991 AMES Toxicity: 0.014
Rat Oral Acute Toxicity: 0.814 Maximum Recommended Daily Dose: 0.028
Skin Sensitization: 0.015 Carcinogencity: 0.008
Eye Corrosion: 0.003 Eye Irritation: 0.004
Respiratory Toxicity: 0.004
*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
ENC001481 0.867 D0U4YG 0.307
ENC003559 0.431 D03DEI 0.304
ENC002857 0.430 D0J7XL 0.304
ENC002129 0.429 D02XIY 0.300
ENC000948 0.429 D07XGH 0.284
ENC004891 0.415 D05MNW 0.284
ENC002483 0.371 D0HF0W 0.274
ENC003692 0.358 D0E0BD 0.274
ENC002484 0.354 D0E2OU 0.271
ENC005449 0.348 D0U5GB 0.271
*Note: the compound similarity was calculated by RDKIT.