Natural Product: ENC001950

NPs Basic Information

Download MOL File
Name
Iturin A2
Molecular Formula C48H74N12O14
IUPAC Name*
3-[(3S,6R,9R,12S,19S,22R,25S)-6,12,22-tris(2-amino-2-oxoethyl)-19-(hydroxymethyl)-9-[(4-hydroxyphenyl)methyl]-2,5,8,11,14,18,21,24-octaoxo-16-undecyl-1,4,7,10,13,17,20,23-octazabicyclo[23.3.0]octacosan-3-yl]propanamide
SMILES
CCCCCCCCCCCC1CC(=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/C48H74N12O14/c1-2-3-4-5-6-7-8-9-10-12-28-22-41(67)54-32(23-38(50)64)43(69)56-31(21-27-14-16-29(62)17-15-27)42(68)57-33(24-39(51)65)44(70)55-30(18-19-37(49)63)48(74)60-20-11-13-36(60)47(73)58-34(25-40(52)66)45(71)59-35(26-61)46(72)53-28/h14-17,28,30-36,61-62H,2-13,18-26H2,1H3,(H2,49,63)(H2,50,64)(H2,51,65)(H2,52,66)(H,53,72)(H,54,67)(H,55,70)(H,56,69)(H,57,68)(H,58,73)(H,59,71)/t28?,30-,31+,32-,33+,34+,35-,36-/m0/s1
InChIKey
HNAPWDKFUSLFFE-QZBZMMCASA-N
Synonyms
Iturin A2
CAS NA
PubChem CID 9988651
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: 1043.2 ALogp: -1.6
HBD: 13 HBA: 14
Rotatable Bonds: 22 Lipinski's rule of five: Rejected
Polar Surface Area: 437.0 Aromatic Rings: 3
Heavy Atoms: 74 QED Weighted: 0.051

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.321 MDCK Permeability: 0.00003720
Pgp-inhibitor: 0.058 Pgp-substrate: 1
Human Intestinal Absorption (HIA): 0.592 20% Bioavailability (F20%): 1
30% Bioavailability (F30%): 1

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.012 Plasma Protein Binding (PPB): 53.28%
Volume Distribution (VD): 0.392 Fu: 37.13%

ADMET: Metabolism

CYP1A2-inhibitor: 0 CYP1A2-substrate: 0.002
CYP2C19-inhibitor: 0.009 CYP2C19-substrate: 0.017
CYP2C9-inhibitor: 0.117 CYP2C9-substrate: 0.032
CYP2D6-inhibitor: 0 CYP2D6-substrate: 0.013
CYP3A4-inhibitor: 0.045 CYP3A4-substrate: 0.002

ADMET: Excretion

Clearance (CL): 1.165 Half-life (T1/2): 0.207

ADMET: Toxicity

hERG Blockers: 0.005 Human Hepatotoxicity (H-HT): 0.502
Drug-inuced Liver Injury (DILI): 0.012 AMES Toxicity: 0.009
Rat Oral Acute Toxicity: 0.674 Maximum Recommended Daily Dose: 0.175
Skin Sensitization: 0.082 Carcinogencity: 0.063
Eye Corrosion: 0.003 Eye Irritation: 0.002
Respiratory Toxicity: 0.003
*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
ENC002094 0.939 D09PZZ 0.457
ENC003171 0.915 D0M3FJ 0.444
ENC003247 0.910 D0N4OW 0.444
ENC003283 0.852 D0U7SH 0.442
ENC001506 0.783 D0P4VX 0.427
ENC005271 0.525 D0H3MG 0.414
ENC005273 0.484 D08FJL 0.393
ENC001088 0.482 D02SBQ 0.386
ENC005275 0.472 D0J7XL 0.379
ENC005274 0.461 D00GNJ 0.374
*Note: the compound similarity was calculated by RDKIT.