Natural Product: ENC003713

NPs Basic Information

Download MOL File
Name
Neopestalotin A
Molecular Formula C23H31NO4
IUPAC Name*
(5Z)-3-[(1S,2R,4aS,6R,8aR)-6-hydroxy-1,3,6-trimethyl-2-[(E)-prop-1-enyl]-2,4a,5,7,8,8a-hexahydronaphthalene-1-carbonyl]-5-ethylidene-4-hydroxypyrrol-2-one
SMILES
C/C=C/[C@@H]1C(=C[C@@H]2C[C@](CC[C@H]2[C@]1(C)C(=O)C3=C(/C(=C/C)/NC3=O)O)(C)O)C
InChI
InChI=1S/C23H31NO4/c1-6-8-15-13(3)11-14-12-22(4,28)10-9-16(14)23(15,5)20(26)18-19(25)17(7-2)24-21(18)27/h6-8,11,14-16,25,28H,9-10,12H2,1-5H3,(H,24,27)/b8-6+,17-7-/t14-,15-,16-,22-,23-/m1/s1
InChIKey
KGDKEXQNSMWPCR-FBBWCXSBSA-N
Synonyms
Neopestalotin A
CAS NA
PubChem CID 139586863
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: 385.5 ALogp: 3.0
HBD: 3 HBA: 4
Rotatable Bonds: 3 Lipinski's rule of five: Accepted
Polar Surface Area: 86.6 Aromatic Rings: 3
Heavy Atoms: 28 QED Weighted: 0.496

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.006 MDCK Permeability: 0.00001980
Pgp-inhibitor: 0.02 Pgp-substrate: 0.187
Human Intestinal Absorption (HIA): 0.024 20% Bioavailability (F20%): 0.942
30% Bioavailability (F30%): 0.005

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.006 Plasma Protein Binding (PPB): 97.55%
Volume Distribution (VD): 1.419 Fu: 3.82%

ADMET: Metabolism

CYP1A2-inhibitor: 0.694 CYP1A2-substrate: 0.704
CYP2C19-inhibitor: 0.496 CYP2C19-substrate: 0.273
CYP2C9-inhibitor: 0.601 CYP2C9-substrate: 0.936
CYP2D6-inhibitor: 0.715 CYP2D6-substrate: 0.342
CYP3A4-inhibitor: 0.831 CYP3A4-substrate: 0.325

ADMET: Excretion

Clearance (CL): 2.885 Half-life (T1/2): 0.342

ADMET: Toxicity

hERG Blockers: 0.012 Human Hepatotoxicity (H-HT): 0.732
Drug-inuced Liver Injury (DILI): 0.958 AMES Toxicity: 0.006
Rat Oral Acute Toxicity: 0.579 Maximum Recommended Daily Dose: 0.191
Skin Sensitization: 0.216 Carcinogencity: 0.027
Eye Corrosion: 0.003 Eye Irritation: 0.038
Respiratory Toxicity: 0.937
*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
ENC003602 0.656 D04GJN 0.277
ENC003689 0.583 D0P0HT 0.256
ENC003021 0.429 D0G8BV 0.252
ENC003745 0.400 D06AEO 0.248
ENC002818 0.368 D0E9KA 0.246
ENC005181 0.354 D08PIQ 0.244
ENC005182 0.354 D0I2SD 0.243
ENC003775 0.340 D0D1SG 0.237
ENC002170 0.298 D0IL7L 0.237
ENC003630 0.294 D0IX6I 0.237
*Note: the compound similarity was calculated by RDKIT.