Natural Product: ENC003524

NPs Basic Information

Download MOL File
Name
[(2S)-4-[[(3S)-1-hydroxy-2-oxoazepan-3-yl]amino]-4-oxobutan-2-yl] (2S)-6-[hydroxy-[(E)-octadec-2-enoyl]amino]-2-[[(4S)-2-(2-hydroxyphenyl)-4,5-dihydro-1,3-oxazole-4-carbonyl]amino]hexanoate
Molecular Formula C44H69N5O10
IUPAC Name*
[(2S)-4-[[(3S)-1-hydroxy-2-oxoazepan-3-yl]amino]-4-oxobutan-2-yl] (2S)-6-[hydroxy-[(E)-octadec-2-enoyl]amino]-2-[[(4S)-2-(2-hydroxyphenyl)-4,5-dihydro-1,3-oxazole-4-carbonyl]amino]hexanoate
SMILES
CCCCCCCCCCCCCCC/C=C/C(=O)N(CCCC[C@@H](C(=O)O[C@@H](C)CC(=O)N[C@H]1CCCCN(C1=O)O)NC(=O)[C@@H]2COC(=N2)C3=CC=CC=C3O)O
InChI
InChI=1S/C44H69N5O10/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28-40(52)48(56)29-22-21-26-36(46-41(53)37-32-58-42(47-37)34-24-18-19-27-38(34)50)44(55)59-33(2)31-39(51)45-35-25-20-23-30-49(57)43(35)54/h17-19,24,27-28,33,35-37,50,56-57H,3-16,20-23,25-26,29-32H2,1-2H3,(H,45,51)(H,46,53)/b28-17+/t33-,35-,36-,37-/m0/s1
InChIKey
DQMISKWZRFJSGS-AOXGLPOYSA-N
Synonyms
Mycobactin S
CAS NA
PubChem CID 136703988
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: 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: 828.0 ALogp: 8.6
HBD: 5 HBA: 11
Rotatable Bonds: 29 Lipinski's rule of five: Rejected
Polar Surface Area: 207.0 Aromatic Rings: 3
Heavy Atoms: 59 QED Weighted: 0.02

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.358 MDCK Permeability: 0.00003470
Pgp-inhibitor: 0.324 Pgp-substrate: 0.997
Human Intestinal Absorption (HIA): 0.896 20% Bioavailability (F20%): 1
30% Bioavailability (F30%): 1

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.004 Plasma Protein Binding (PPB): 98.90%
Volume Distribution (VD): 1.33 Fu: 1.22%

ADMET: Metabolism

CYP1A2-inhibitor: 0.077 CYP1A2-substrate: 0.077
CYP2C19-inhibitor: 0.593 CYP2C19-substrate: 0.041
CYP2C9-inhibitor: 0.707 CYP2C9-substrate: 0.978
CYP2D6-inhibitor: 0.059 CYP2D6-substrate: 0.125
CYP3A4-inhibitor: 0.934 CYP3A4-substrate: 0.025

ADMET: Excretion

Clearance (CL): 6.623 Half-life (T1/2): 0.029

ADMET: Toxicity

hERG Blockers: 0.706 Human Hepatotoxicity (H-HT): 0.834
Drug-inuced Liver Injury (DILI): 0.514 AMES Toxicity: 0.077
Rat Oral Acute Toxicity: 0.048 Maximum Recommended Daily Dose: 0.976
Skin Sensitization: 0.499 Carcinogencity: 0.488
Eye Corrosion: 0.003 Eye Irritation: 0.007
Respiratory Toxicity: 0.759
*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
ENC003077 0.349 D00STJ 0.319
ENC001039 0.335 D0T9TJ 0.312
ENC000509 0.328 D07ILQ 0.275
ENC000293 0.325 D0OR6A 0.272
ENC001678 0.320 D00AOJ 0.265
ENC001803 0.320 D0J8IJ 0.264
ENC003072 0.320 D0O1PH 0.259
ENC001553 0.318 D0P1RL 0.259
ENC000156 0.318 D0FJ8A 0.257
ENC002790 0.314 D0Z1QC 0.253
*Note: the compound similarity was calculated by RDKIT.