Natural Product: ENC003745

NPs Basic Information

Download MOL File
Name
Neopestalotin D
Molecular Formula C25H35NO6
IUPAC Name*
[(2S,4aR,5S,6R,8aS)-5-[(Z)-hydroxy-[(5S)-5-[(1R)-1-hydroxyethyl]-2,4-dioxopyrrolidin-3-ylidene]methyl]-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(=C/3\C(=O)[C@@H](NC3=O)[C@@H](C)O)/O)COC(=O)C)C
InChI
InChI=1S/C25H35NO6/c1-6-7-18-13(2)10-17-11-16(12-32-15(4)28)8-9-19(17)25(18,5)23(30)20-22(29)21(14(3)27)26-24(20)31/h6-7,10,14,16-19,21,27,30H,8-9,11-12H2,1-5H3,(H,26,31)/b7-6+,23-20-/t14-,16+,17-,18-,19-,21+,25-/m1/s1
InChIKey
KBJBNBKVTYSUKZ-LHNSTSOTSA-N
Synonyms
Neopestalotin D
CAS NA
PubChem CID 139587459
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Pyrrolidines
        • Subclass: Pyrrolidones
          • Direct Parent: Pyrrolidine-3-ones

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: 445.5 ALogp: 3.3
HBD: 3 HBA: 6
Rotatable Bonds: 6 Lipinski's rule of five: Accepted
Polar Surface Area: 113.0 Aromatic Rings: 3
Heavy Atoms: 32 QED Weighted: 0.195

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.174 MDCK Permeability: 0.00000604
Pgp-inhibitor: 0.009 Pgp-substrate: 0.988
Human Intestinal Absorption (HIA): 0.889 20% Bioavailability (F20%): 0.313
30% Bioavailability (F30%): 0.02

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.062 Plasma Protein Binding (PPB): 93.19%
Volume Distribution (VD): 1.357 Fu: 6.28%

ADMET: Metabolism

CYP1A2-inhibitor: 0.313 CYP1A2-substrate: 0.186
CYP2C19-inhibitor: 0.162 CYP2C19-substrate: 0.089
CYP2C9-inhibitor: 0.572 CYP2C9-substrate: 0.786
CYP2D6-inhibitor: 0.742 CYP2D6-substrate: 0.145
CYP3A4-inhibitor: 0.696 CYP3A4-substrate: 0.268

ADMET: Excretion

Clearance (CL): 1.907 Half-life (T1/2): 0.701

ADMET: Toxicity

hERG Blockers: 0.01 Human Hepatotoxicity (H-HT): 0.706
Drug-inuced Liver Injury (DILI): 0.719 AMES Toxicity: 0.009
Rat Oral Acute Toxicity: 0.406 Maximum Recommended Daily Dose: 0.672
Skin Sensitization: 0.113 Carcinogencity: 0.02
Eye Corrosion: 0.003 Eye Irritation: 0.014
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
ENC003021 0.769 D0E9KA 0.263
ENC003689 0.663 D09WYX 0.261
ENC003602 0.619 D0V2JK 0.250
ENC003630 0.528 D0X4RS 0.250
ENC002818 0.491 D02CJX 0.248
ENC005182 0.451 D0O5FY 0.240
ENC005181 0.451 D02CNR 0.235
ENC003713 0.400 D0G7KJ 0.234
ENC004028 0.395 D08BDT 0.234
ENC003491 0.389 D0W2EK 0.233
*Note: the compound similarity was calculated by RDKIT.