Natural Product: ENC002373

NPs Basic Information

Download MOL File
Name
emericellamide A
Molecular Formula C31H55N5O7
IUPAC Name*
(3S,6S,9S,12S,18R,19R)-3,6,18-trimethyl-9-(2-methylpropyl)-19-[(2S)-octan-2-yl]-12-propan-2-yl-1-oxa-4,7,10,13,16-pentazacyclononadecane-2,5,8,11,14,17-hexone
SMILES
CCCCCC[C@H](C)[C@@H]1[C@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O1)C)C)CC(C)C)C(C)C)C
InChI
InChI=1S/C31H55N5O7/c1-10-11-12-13-14-19(6)26-20(7)27(38)32-16-24(37)36-25(18(4)5)30(41)35-23(15-17(2)3)29(40)33-21(8)28(39)34-22(9)31(42)43-26/h17-23,25-26H,10-16H2,1-9H3,(H,32,38)(H,33,40)(H,34,39)(H,35,41)(H,36,37)/t19-,20+,21-,22-,23-,25-,26+/m0/s1
InChIKey
QURRTAYEASAREY-OOVPVTRWSA-N
Synonyms
emericellamide A; CHEBI:64373; (3S,6S,9S,12S,18R,19R)-3,6,18-trimethyl-9-(2-methylpropyl)-19-[(2S)-octan-2-yl]-12-(propan-2-yl)-1-oxa-4,7,10,13,16-pentaazacyclononadecane-2,5,8,11,14,17-hexone; CHEMBL225269; Q27133243
CAS NA
PubChem CID 16216151
ChEMBL ID CHEMBL225269
*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: 609.8 ALogp: 4.9
HBD: 5 HBA: 7
Rotatable Bonds: 9 Lipinski's rule of five: Rejected
Polar Surface Area: 172.0 Aromatic Rings: 1
Heavy Atoms: 43 QED Weighted: 0.197

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.387 MDCK Permeability: 0.00002040
Pgp-inhibitor: 0.998 Pgp-substrate: 0.983
Human Intestinal Absorption (HIA): 0.017 20% Bioavailability (F20%): 0.839
30% Bioavailability (F30%): 0.912

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.074 Plasma Protein Binding (PPB): 77.20%
Volume Distribution (VD): 0.562 Fu: 5.29%

ADMET: Metabolism

CYP1A2-inhibitor: 0.003 CYP1A2-substrate: 0.028
CYP2C19-inhibitor: 0.123 CYP2C19-substrate: 0.062
CYP2C9-inhibitor: 0.159 CYP2C9-substrate: 0.013
CYP2D6-inhibitor: 0.006 CYP2D6-substrate: 0.051
CYP3A4-inhibitor: 0.652 CYP3A4-substrate: 0.136

ADMET: Excretion

Clearance (CL): 4.047 Half-life (T1/2): 0.575

ADMET: Toxicity

hERG Blockers: 0.016 Human Hepatotoxicity (H-HT): 0.961
Drug-inuced Liver Injury (DILI): 0.324 AMES Toxicity: 0.007
Rat Oral Acute Toxicity: 0.011 Maximum Recommended Daily Dose: 0.019
Skin Sensitization: 0.046 Carcinogencity: 0.01
Eye Corrosion: 0.003 Eye Irritation: 0.005
Respiratory Toxicity: 0.032
*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
ENC002514 0.644 D0L7LC 0.317
ENC002515 0.604 D0O3YF 0.301
ENC005273 0.477 D0L9HX 0.297
ENC005275 0.469 D0J7XL 0.283
ENC005469 0.455 D0K7NQ 0.283
ENC003175 0.455 D02SBQ 0.266
ENC005276 0.455 D07FEC 0.262
ENC003254 0.441 D0D8XY 0.261
ENC003950 0.440 D09OOV 0.259
ENC005272 0.435 D08FJL 0.254
*Note: the compound similarity was calculated by RDKIT.