Natural Product: ENC003937

NPs Basic Information

Download MOL File
Name
(1R,2R,3S,7R,9R,10S,11R,12S,14S,15R,16S)-16-benzyl-2,9,12-trihydroxy-5,7,14-trimethyl-13-methylidene-17-azatetracyclo[9.7.0.01,15.03,10]octadec-4-en-18-one
Molecular Formula C28H37NO4
IUPAC Name*
(1R,2R,3S,7R,9R,10S,11R,12S,14S,15R,16S)-16-benzyl-2,9,12-trihydroxy-5,7,14-trimethyl-13-methylidene-17-azatetracyclo[9.7.0.01,15.03,10]octadec-4-en-18-one
SMILES
C[C@H]1C[C@H]([C@H]2[C@H](C=C(C1)C)[C@H]([C@]34[C@@H]2[C@@H](C(=C)[C@H]([C@H]3[C@@H](NC4=O)CC5=CC=CC=C5)C)O)O)O
InChI
InChI=1S/C28H37NO4/c1-14-10-15(2)12-21(30)22-19(11-14)26(32)28-23(16(3)17(4)25(31)24(22)28)20(29-27(28)33)13-18-8-6-5-7-9-18/h5-9,11,15-16,19-26,30-32H,4,10,12-13H2,1-3H3,(H,29,33)/t15-,16-,19+,20+,21-,22-,23+,24+,25-,26-,28-/m1/s1
InChIKey
JVLHNUNFFFDFDT-XIHPKKOBSA-N
Synonyms
Phomopchalasin A
CAS NA
PubChem CID 139591044
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: 451.6 ALogp: 2.4
HBD: 4 HBA: 4
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 89.8 Aromatic Rings: 5
Heavy Atoms: 33 QED Weighted: 0.517

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.335 MDCK Permeability: 0.00001050
Pgp-inhibitor: 0.026 Pgp-substrate: 0.997
Human Intestinal Absorption (HIA): 0.019 20% Bioavailability (F20%): 0.012
30% Bioavailability (F30%): 0.015

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.22 Plasma Protein Binding (PPB): 79.04%
Volume Distribution (VD): 1.489 Fu: 14.57%

ADMET: Metabolism

CYP1A2-inhibitor: 0.086 CYP1A2-substrate: 0.096
CYP2C19-inhibitor: 0.119 CYP2C19-substrate: 0.518
CYP2C9-inhibitor: 0.526 CYP2C9-substrate: 0.188
CYP2D6-inhibitor: 0.014 CYP2D6-substrate: 0.118
CYP3A4-inhibitor: 0.635 CYP3A4-substrate: 0.219

ADMET: Excretion

Clearance (CL): 9.452 Half-life (T1/2): 0.352

ADMET: Toxicity

hERG Blockers: 0.221 Human Hepatotoxicity (H-HT): 0.75
Drug-inuced Liver Injury (DILI): 0.772 AMES Toxicity: 0.023
Rat Oral Acute Toxicity: 0.771 Maximum Recommended Daily Dose: 0.952
Skin Sensitization: 0.11 Carcinogencity: 0.099
Eye Corrosion: 0.003 Eye Irritation: 0.009
Respiratory Toxicity: 0.971
*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
ENC005759 0.810 D0SP3D 0.231
ENC005760 0.667 D09NNH 0.230
ENC003936 0.619 D0V3ZA 0.230
ENC003956 0.588 D0IN7I 0.228
ENC006133 0.565 D0C6NM 0.228
ENC005758 0.564 D05VQI 0.227
ENC004369 0.556 D06CWH 0.226
ENC003955 0.552 D0Z9NZ 0.225
ENC004243 0.542 D06VFO 0.224
ENC004540 0.538 D01TSI 0.223
*Note: the compound similarity was calculated by RDKIT.