Natural Product: ENC003602

NPs Basic Information

Download MOL File
Name
Neopestalotin B
Molecular Formula C25H33NO5
IUPAC Name*
[(2S,4aR,5S,6R,8aS)-5-[(5Z)-5-ethylidene-4-hydroxy-2-oxopyrrole-3-carbonyl]-5,7-dimethyl-6-[(E)-prop-1-enyl]-2,3,4,4a,6,8a-hexahydro-1H-naphthalen-2-yl]methyl acetate
SMILES
C/C=C/[C@@H]1C(=C[C@@H]2C[C@H](CC[C@H]2[C@]1(C)C(=O)C3=C(/C(=C/C)/NC3=O)O)COC(=O)C)C
InChI
InChI=1S/C25H33NO5/c1-6-8-18-14(3)11-17-12-16(13-31-15(4)27)9-10-19(17)25(18,5)23(29)21-22(28)20(7-2)26-24(21)30/h6-8,11,16-19,28H,9-10,12-13H2,1-5H3,(H,26,30)/b8-6+,20-7-/t16-,17+,18+,19+,25+/m0/s1
InChIKey
FZMNHTGGVSHQIJ-PDDBDNDYSA-N
Synonyms
Neopestalotin B
CAS NA
PubChem CID 139583888
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Pyrrolines
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Pyrrolines

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: 427.5 ALogp: 3.8
HBD: 2 HBA: 5
Rotatable Bonds: 6 Lipinski's rule of five: Accepted
Polar Surface Area: 92.7 Aromatic Rings: 3
Heavy Atoms: 31 QED Weighted: 0.375

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.062 MDCK Permeability: 0.00001960
Pgp-inhibitor: 0.047 Pgp-substrate: 0.322
Human Intestinal Absorption (HIA): 0.684 20% Bioavailability (F20%): 0.652
30% Bioavailability (F30%): 0.008

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.015 Plasma Protein Binding (PPB): 97.23%
Volume Distribution (VD): 1.806 Fu: 4.80%

ADMET: Metabolism

CYP1A2-inhibitor: 0.835 CYP1A2-substrate: 0.235
CYP2C19-inhibitor: 0.417 CYP2C19-substrate: 0.107
CYP2C9-inhibitor: 0.669 CYP2C9-substrate: 0.922
CYP2D6-inhibitor: 0.764 CYP2D6-substrate: 0.42
CYP3A4-inhibitor: 0.792 CYP3A4-substrate: 0.262

ADMET: Excretion

Clearance (CL): 1.671 Half-life (T1/2): 0.398

ADMET: Toxicity

hERG Blockers: 0.008 Human Hepatotoxicity (H-HT): 0.749
Drug-inuced Liver Injury (DILI): 0.918 AMES Toxicity: 0.011
Rat Oral Acute Toxicity: 0.534 Maximum Recommended Daily Dose: 0.583
Skin Sensitization: 0.279 Carcinogencity: 0.028
Eye Corrosion: 0.003 Eye Irritation: 0.072
Respiratory Toxicity: 0.92
*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
ENC003713 0.656 D09WYX 0.265
ENC003745 0.619 D0V2JK 0.264
ENC003021 0.445 D02CJX 0.262
ENC002818 0.398 D0X4RS 0.254
ENC003689 0.388 D0E9KA 0.248
ENC005181 0.385 D02CNR 0.248
ENC005182 0.385 D08BDT 0.246
ENC005775 0.336 D0W5LS 0.239
ENC004322 0.336 D0G7KJ 0.238
ENC003818 0.331 D03ZZK 0.236
*Note: the compound similarity was calculated by RDKIT.