Natural Product: ENC003247

NPs Basic Information

Download MOL File
Name
Iturin A
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]-16-(9-methyldecyl)-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)CCCCCCCCC1CC(=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/c1-26(2)10-7-5-3-4-6-8-11-28-21-41(67)54-32(22-38(50)64)43(69)56-31(20-27-13-15-29(62)16-14-27)42(68)57-33(23-39(51)65)44(70)55-30(17-18-37(49)63)48(74)60-19-9-12-36(60)47(73)58-34(24-40(52)66)45(71)59-35(25-61)46(72)53-28/h13-16,26,28,30-36,61-62H,3-12,17-25H2,1-2H3,(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
RDUGMXONDQDIRN-QZBZMMCASA-N
Synonyms
Iturin A
CAS NA
PubChem CID 102287549
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: -1.8
HBD: 13 HBA: 14
Rotatable Bonds: 21 Lipinski's rule of five: Rejected
Polar Surface Area: 437.0 Aromatic Rings: 3
Heavy Atoms: 74 QED Weighted: 0.053

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.393 MDCK Permeability: 0.00004320
Pgp-inhibitor: 0.026 Pgp-substrate: 1
Human Intestinal Absorption (HIA): 0.482 20% Bioavailability (F20%): 1
30% Bioavailability (F30%): 1

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.015 Plasma Protein Binding (PPB): 49.09%
Volume Distribution (VD): 0.383 Fu: 37.92%

ADMET: Metabolism

CYP1A2-inhibitor: 0 CYP1A2-substrate: 0.001
CYP2C19-inhibitor: 0.008 CYP2C19-substrate: 0.017
CYP2C9-inhibitor: 0.111 CYP2C9-substrate: 0.039
CYP2D6-inhibitor: 0 CYP2D6-substrate: 0.013
CYP3A4-inhibitor: 0.046 CYP3A4-substrate: 0.004

ADMET: Excretion

Clearance (CL): 1.229 Half-life (T1/2): 0.19

ADMET: Toxicity

hERG Blockers: 0.004 Human Hepatotoxicity (H-HT): 0.536
Drug-inuced Liver Injury (DILI): 0.013 AMES Toxicity: 0.008
Rat Oral Acute Toxicity: 0.657 Maximum Recommended Daily Dose: 0.195
Skin Sensitization: 0.076 Carcinogencity: 0.054
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
ENC002094 0.971 D09PZZ 0.474
ENC003171 0.947 D0M3FJ 0.468
ENC001950 0.910 D0N4OW 0.456
ENC003283 0.881 D0U7SH 0.454
ENC001506 0.778 D0P4VX 0.442
ENC005271 0.527 D0H3MG 0.431
ENC005273 0.492 D08FJL 0.415
ENC005275 0.474 D02SBQ 0.408
ENC001088 0.465 D0J7XL 0.403
ENC005274 0.463 D09OOV 0.389
*Note: the compound similarity was calculated by RDKIT.