Natural Product: ENC004341

NPs Basic Information

Download MOL File
Name
Longichalasin B
Molecular Formula C30H37NO4
IUPAC Name*
[(1R,2R,7S,11R,12S,14S,15R,16S)-16-benzyl-12-hydroxy-5,7,14-trimethyl-13-methylidene-18-oxo-17-azatricyclo[9.7.0.01,15]octadeca-3,5,9-trien-2-yl] acetate
SMILES
C[C@H]1CC=C[C@H]2[C@@H](C(=C)[C@H]([C@@H]3[C@@]2([C@@H](C=CC(=C1)C)OC(=O)C)C(=O)N[C@H]3CC4=CC=CC=C4)C)O
InChI
InChI=1S/C30H37NO4/c1-18-10-9-13-24-28(33)21(4)20(3)27-25(17-23-11-7-6-8-12-23)31-29(34)30(24,27)26(35-22(5)32)15-14-19(2)16-18/h6-9,11-16,18,20,24-28,33H,4,10,17H2,1-3,5H3,(H,31,34)/t18-,20+,24-,25-,26+,27-,28+,30+/m0/s1
InChIKey
GGQJVEJLGIJFPD-NUPIXCJZSA-N
Synonyms
Longichalasin B
CAS NA
PubChem CID 156581992
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Isoindoles and derivative
        • Subclass: Isoindolines
          • Direct Parent: Isoindolones

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: 475.6 ALogp: 4.2
HBD: 2 HBA: 4
Rotatable Bonds: 4 Lipinski's rule of five: Accepted
Polar Surface Area: 75.6 Aromatic Rings: 4
Heavy Atoms: 35 QED Weighted: 0.475

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.911 MDCK Permeability: 0.00002790
Pgp-inhibitor: 0.828 Pgp-substrate: 0.769
Human Intestinal Absorption (HIA): 0.023 20% Bioavailability (F20%): 0.038
30% Bioavailability (F30%): 0.007

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.757 Plasma Protein Binding (PPB): 82.61%
Volume Distribution (VD): 1.994 Fu: 18.08%

ADMET: Metabolism

CYP1A2-inhibitor: 0.09 CYP1A2-substrate: 0.08
CYP2C19-inhibitor: 0.645 CYP2C19-substrate: 0.505
CYP2C9-inhibitor: 0.767 CYP2C9-substrate: 0.058
CYP2D6-inhibitor: 0.03 CYP2D6-substrate: 0.195
CYP3A4-inhibitor: 0.908 CYP3A4-substrate: 0.361

ADMET: Excretion

Clearance (CL): 8.671 Half-life (T1/2): 0.391

ADMET: Toxicity

hERG Blockers: 0.348 Human Hepatotoxicity (H-HT): 0.815
Drug-inuced Liver Injury (DILI): 0.137 AMES Toxicity: 0.227
Rat Oral Acute Toxicity: 0.88 Maximum Recommended Daily Dose: 0.988
Skin Sensitization: 0.721 Carcinogencity: 0.105
Eye Corrosion: 0.003 Eye Irritation: 0.01
Respiratory Toxicity: 0.961
*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
ENC006059 1.000 D01TSI 0.250
ENC003955 0.806 D06CWH 0.248
ENC003300 0.766 D0OB1J 0.245
ENC004026 0.752 D0IN7I 0.245
ENC004468 0.750 D0TB8C 0.243
ENC004745 0.750 D09NNH 0.243
ENC005441 0.644 D0V3ZA 0.243
ENC005506 0.634 D0G1VX 0.241
ENC005175 0.634 D0R1BD 0.240
ENC003763 0.634 D0A5LH 0.238
*Note: the compound similarity was calculated by RDKIT.