Natural Product: ENC001481

NPs Basic Information

Download MOL File
Name
Beauvericin D
Molecular Formula C44H55N3O9
IUPAC Name*
(3S,6R,9S,12R,15S,18R)-3,9,15-tribenzyl-4,10-dimethyl-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
InChI
InChI=1S/C44H55N3O9/c1-27(2)36-39(48)45-33(24-30-18-12-9-13-19-30)42(51)55-37(28(3)4)40(49)47(8)35(26-32-22-16-11-17-23-32)44(53)56-38(29(5)6)41(50)46(7)34(43(52)54-36)25-31-20-14-10-15-21-31/h9-23,27-29,33-38H,24-26H2,1-8H3,(H,45,48)/t33-,34-,35-,36+,37+,38+/m0/s1
InChIKey
CPKHOIZGUQVKAF-YAQJXRFXSA-N
Synonyms
Beauvericin D; (3S,6R,9S,12R,15S,18R)-3,9,15-tribenzyl-6,12,18-triisopropyl-4,10-dimethyl-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone
CAS NA
PubChem CID 3007986
ChEMBL ID NA
*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: 769.9 ALogp: 8.2
HBD: 1 HBA: 9
Rotatable Bonds: 9 Lipinski's rule of five: Rejected
Polar Surface Area: 149.0 Aromatic Rings: 4
Heavy Atoms: 56 QED Weighted: 0.233

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.145 MDCK Permeability: 0.00010931
Pgp-inhibitor: 1 Pgp-substrate: 0.001
Human Intestinal Absorption (HIA): 0.005 20% Bioavailability (F20%): 0.017
30% Bioavailability (F30%): 0.175

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.007 Plasma Protein Binding (PPB): 96.16%
Volume Distribution (VD): 1.002 Fu: 0.89%

ADMET: Metabolism

CYP1A2-inhibitor: 0.008 CYP1A2-substrate: 0.033
CYP2C19-inhibitor: 0.409 CYP2C19-substrate: 0.865
CYP2C9-inhibitor: 0.535 CYP2C9-substrate: 0.108
CYP2D6-inhibitor: 0.018 CYP2D6-substrate: 0.134
CYP3A4-inhibitor: 0.782 CYP3A4-substrate: 0.914

ADMET: Excretion

Clearance (CL): 4.612 Half-life (T1/2): 0.059

ADMET: Toxicity

hERG Blockers: 0.131 Human Hepatotoxicity (H-HT): 0.992
Drug-inuced Liver Injury (DILI): 0.988 AMES Toxicity: 0.012
Rat Oral Acute Toxicity: 0.874 Maximum Recommended Daily Dose: 0.573
Skin Sensitization: 0.023 Carcinogencity: 0.032
Eye Corrosion: 0.003 Eye Irritation: 0.005
Respiratory Toxicity: 0.024
*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
ENC002627 0.867 D0J7XL 0.333
ENC004891 0.435 D02XIY 0.332
ENC002483 0.399 D0U4YG 0.310
ENC003692 0.386 D03DEI 0.308
ENC003559 0.385 D05MNW 0.298
ENC002857 0.384 D07XGH 0.298
ENC002129 0.383 D07DSQ 0.288
ENC000948 0.381 D0E2OU 0.287
ENC002484 0.381 D0U5GB 0.279
ENC002971 0.376 D06TFE 0.277
*Note: the compound similarity was calculated by RDKIT.