Natural Product: ENC003171

NPs Basic Information

Download MOL File
Name
C-15 iturin A
Molecular Formula C49H76N12O14
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-methylundecyl)-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
CCC(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/C49H76N12O14/c1-3-27(2)11-8-6-4-5-7-9-12-29-22-42(68)55-33(23-39(51)65)44(70)57-32(21-28-14-16-30(63)17-15-28)43(69)58-34(24-40(52)66)45(71)56-31(18-19-38(50)64)49(75)61-20-10-13-37(61)48(74)59-35(25-41(53)67)46(72)60-36(26-62)47(73)54-29/h14-17,27,29,31-37,62-63H,3-13,18-26H2,1-2H3,(H2,50,64)(H2,51,65)(H2,52,66)(H2,53,67)(H,54,73)(H,55,68)(H,56,71)(H,57,70)(H,58,69)(H,59,74)(H,60,72)/t27?,29?,31-,32+,33-,34+,35+,36-,37-/m0/s1
InChIKey
UZIRWCBDDZAYTQ-UROJDDOBSA-N
Synonyms
C-15 iturin A; IOW-3; 64642-38-2
CAS NA
PubChem CID 101589795
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: 1057.2 ALogp: -1.3
HBD: 13 HBA: 14
Rotatable Bonds: 22 Lipinski's rule of five: Rejected
Polar Surface Area: 437.0 Aromatic Rings: 3
Heavy Atoms: 75 QED Weighted: 0.052

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.292 MDCK Permeability: 0.00004000
Pgp-inhibitor: 0.071 Pgp-substrate: 1
Human Intestinal Absorption (HIA): 0.536 20% Bioavailability (F20%): 1
30% Bioavailability (F30%): 1

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.012 Plasma Protein Binding (PPB): 52.38%
Volume Distribution (VD): 0.393 Fu: 35.98%

ADMET: Metabolism

CYP1A2-inhibitor: 0 CYP1A2-substrate: 0.002
CYP2C19-inhibitor: 0.01 CYP2C19-substrate: 0.017
CYP2C9-inhibitor: 0.125 CYP2C9-substrate: 0.031
CYP2D6-inhibitor: 0 CYP2D6-substrate: 0.013
CYP3A4-inhibitor: 0.055 CYP3A4-substrate: 0.004

ADMET: Excretion

Clearance (CL): 1.226 Half-life (T1/2): 0.194

ADMET: Toxicity

hERG Blockers: 0.004 Human Hepatotoxicity (H-HT): 0.532
Drug-inuced Liver Injury (DILI): 0.011 AMES Toxicity: 0.007
Rat Oral Acute Toxicity: 0.719 Maximum Recommended Daily Dose: 0.689
Skin Sensitization: 0.073 Carcinogencity: 0.057
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
ENC003247 0.947 D09PZZ 0.469
ENC003283 0.930 D0M3FJ 0.463
ENC002094 0.930 D0N4OW 0.451
ENC001950 0.915 D0U7SH 0.449
ENC001506 0.776 D0P4VX 0.438
ENC005271 0.527 D0H3MG 0.426
ENC005273 0.480 D08FJL 0.410
ENC001088 0.470 D09OOV 0.407
ENC005275 0.469 D02SBQ 0.404
ENC005274 0.463 D0J7XL 0.390
*Note: the compound similarity was calculated by RDKIT.