Natural Product: ENC002094

NPs Basic Information

Download MOL File
Name
Iturin A6
Molecular Formula C50H78N12O14
IUPAC Name*
3-[(3S,6R,9R,12S,16R,19S,22R,25S)-6,12,22-tris(2-amino-2-oxoethyl)-19-(hydroxymethyl)-9-[(4-hydroxyphenyl)methyl]-16-(11-methyldodecyl)-2,5,8,11,14,18,21,24-octaoxo-1,4,7,10,13,17,20,23-octazabicyclo[23.3.0]octacosan-3-yl]propanamide
SMILES
CC(C)CCCCCCCCCC[C@@H]1CC(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)N[C@@H](C(=O)N[C@H](C(=O)N1)CO)CC(=O)N)CCC(=O)N)CC(=O)N)CC3=CC=C(C=C3)O)CC(=O)N
InChI
InChI=1S/C50H78N12O14/c1-28(2)12-9-7-5-3-4-6-8-10-13-30-23-43(69)56-34(24-40(52)66)45(71)58-33(22-29-15-17-31(64)18-16-29)44(70)59-35(25-41(53)67)46(72)57-32(19-20-39(51)65)50(76)62-21-11-14-38(62)49(75)60-36(26-42(54)68)47(73)61-37(27-63)48(74)55-30/h15-18,28,30,32-38,63-64H,3-14,19-27H2,1-2H3,(H2,51,65)(H2,52,66)(H2,53,67)(H2,54,68)(H,55,74)(H,56,69)(H,57,72)(H,58,71)(H,59,70)(H,60,75)(H,61,73)/t30-,32+,33-,34+,35-,36-,37+,38+/m1/s1
InChIKey
KKIVMGDDVLIFLL-QOUWYBMRSA-N
Synonyms
Iturin A6
CAS NA
PubChem CID 11007649
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organic acids and derivat
      • Class: Peptidomimetics
        • Subclass: Hybrid peptides
          • Direct Parent: Hybrid peptides

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: 1071.2 ALogp: -0.8
HBD: 13 HBA: 14
Rotatable Bonds: 23 Lipinski's rule of five: Rejected
Polar Surface Area: 437.0 Aromatic Rings: 3
Heavy Atoms: 76 QED Weighted: 0.052

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.223 MDCK Permeability: 0.00003850
Pgp-inhibitor: 0.028 Pgp-substrate: 1
Human Intestinal Absorption (HIA): 0.474 20% Bioavailability (F20%): 1
30% Bioavailability (F30%): 1

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.012 Plasma Protein Binding (PPB): 64.25%
Volume Distribution (VD): 0.363 Fu: 29.65%

ADMET: Metabolism

CYP1A2-inhibitor: 0 CYP1A2-substrate: 0.001
CYP2C19-inhibitor: 0.011 CYP2C19-substrate: 0.018
CYP2C9-inhibitor: 0.148 CYP2C9-substrate: 0.042
CYP2D6-inhibitor: 0 CYP2D6-substrate: 0.011
CYP3A4-inhibitor: 0.086 CYP3A4-substrate: 0.004

ADMET: Excretion

Clearance (CL): 1.341 Half-life (T1/2): 0.171

ADMET: Toxicity

hERG Blockers: 0.006 Human Hepatotoxicity (H-HT): 0.715
Drug-inuced Liver Injury (DILI): 0.018 AMES Toxicity: 0.007
Rat Oral Acute Toxicity: 0.678 Maximum Recommended Daily Dose: 0.544
Skin Sensitization: 0.092 Carcinogencity: 0.065
Eye Corrosion: 0.003 Eye Irritation: 0.002
Respiratory Toxicity: 0.002
*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
ENC003247 0.971 D09PZZ 0.464
ENC001950 0.939 D0M3FJ 0.458
ENC003171 0.930 D0N4OW 0.446
ENC003283 0.866 D0U7SH 0.444
ENC001506 0.758 D0P4VX 0.434
ENC005271 0.526 D0H3MG 0.422
ENC005273 0.492 D08FJL 0.406
ENC001088 0.483 D02SBQ 0.399
ENC005275 0.475 D0J7XL 0.395
ENC003684 0.472 D09OOV 0.390
*Note: the compound similarity was calculated by RDKIT.