Natural Product: ENC003559

NPs Basic Information

Download MOL File
Name
cyclo[DL-N(Me)Ile-D-OVal-N(Me)Ile-D-OVal-N(Me)Ile-D-OVal]
Molecular Formula C36H63N3O9
IUPAC Name*
(3S,6R,9S,12R,18R)-3,9,15-tris[(2S)-butan-2-yl]-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@H](C)[C@H]1C(=O)O[C@@H](C(=O)N(C(C(=O)O[C@@H](C(=O)N([C@H](C(=O)O[C@@H](C(=O)N1C)C(C)C)[C@@H](C)CC)C)C(C)C)[C@@H](C)CC)C)C(C)C
InChI
InChI=1S/C36H63N3O9/c1-16-22(10)25-34(43)46-29(20(6)7)32(41)38(14)27(24(12)18-3)36(45)48-30(21(8)9)33(42)39(15)26(23(11)17-2)35(44)47-28(19(4)5)31(40)37(25)13/h19-30H,16-18H2,1-15H3/t22-,23-,24-,25-,26-,27?,28+,29+,30+/m0/s1
InChIKey
TWHBYJSVDCWICV-LIOIOPIISA-N
Synonyms
Enniatin A; DTXSID90891863; HY-N6702; CS-0093385
CAS 2503-13-1
PubChem CID 138394329
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: 681.9 ALogp: 7.6
HBD: 0 HBA: 9
Rotatable Bonds: 9 Lipinski's rule of five: Rejected
Polar Surface Area: 140.0 Aromatic Rings: 1
Heavy Atoms: 48 QED Weighted: 0.246

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.115 MDCK Permeability: 0.00002620
Pgp-inhibitor: 1 Pgp-substrate: 0.056
Human Intestinal Absorption (HIA): 0.861 20% Bioavailability (F20%): 0.508
30% Bioavailability (F30%): 0.518

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.027 Plasma Protein Binding (PPB): 91.57%
Volume Distribution (VD): 1.282 Fu: 2.86%

ADMET: Metabolism

CYP1A2-inhibitor: 0.001 CYP1A2-substrate: 0.07
CYP2C19-inhibitor: 0.034 CYP2C19-substrate: 0.938
CYP2C9-inhibitor: 0.062 CYP2C9-substrate: 0.023
CYP2D6-inhibitor: 0.067 CYP2D6-substrate: 0.067
CYP3A4-inhibitor: 0.625 CYP3A4-substrate: 0.917

ADMET: Excretion

Clearance (CL): 6.456 Half-life (T1/2): 0.04

ADMET: Toxicity

hERG Blockers: 0.002 Human Hepatotoxicity (H-HT): 0.97
Drug-inuced Liver Injury (DILI): 0.983 AMES Toxicity: 0.012
Rat Oral Acute Toxicity: 0.006 Maximum Recommended Daily Dose: 0.01
Skin Sensitization: 0.025 Carcinogencity: 0.006
Eye Corrosion: 0.003 Eye Irritation: 0.006
Respiratory Toxicity: 0.016
*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
ENC002857 0.913 D0O3YF 0.286
ENC002129 0.832 D0L9HX 0.283
ENC000948 0.756 D0P8IV 0.265
ENC005449 0.465 D0L7LC 0.195
ENC002627 0.431 D05AFC 0.192
ENC003706 0.390 D0J7XL 0.179
ENC001481 0.385 D09HNR 0.176
ENC003645 0.343 D0K7NQ 0.172
ENC003271 0.331 D08FJL 0.170
ENC003254 0.288 D02SBQ 0.169
*Note: the compound similarity was calculated by RDKIT.