Natural Product: ENC004465

NPs Basic Information

Download MOL File
Name
(7Z,9R,11Z,16R,19S)-19-(1H-indol-3-ylmethyl)-7,9,16,17-tetramethyl-15-oxa-20-azatetracyclo[11.8.0.01,18.014,16]henicosa-7,11-diene-2,5,6,21-tetrone
Molecular Formula C32H36N2O5
IUPAC Name*
(7Z,9R,11Z,16R,19S)-19-(1H-indol-3-ylmethyl)-7,9,16,17-tetramethyl-15-oxa-20-azatetracyclo[11.8.0.01,18.014,16]henicosa-7,11-diene-2,5,6,21-tetrone
SMILES
C[C@@H]/1C/C=C\C2C3[C@](O3)(C(C4C2(C(=O)CCC(=O)C(=O)/C(=C1)/C)C(=O)N[C@H]4CC5=CNC6=CC=CC=C65)C)C
InChI
InChI=1S/C32H36N2O5/c1-17-8-7-10-22-29-31(4,39-29)19(3)27-24(15-20-16-33-23-11-6-5-9-21(20)23)34-30(38)32(22,27)26(36)13-12-25(35)28(37)18(2)14-17/h5-7,9-11,14,16-17,19,22,24,27,29,33H,8,12-13,15H2,1-4H3,(H,34,38)/b10-7-,18-14-/t17-,19?,22?,24+,27?,29?,31-,32?/m1/s1
InChIKey
RIZAHVBYKWUPHQ-ZQBBTYACSA-N
Synonyms
chaetoglobosin C; 50645-76-6
CAS NA
PubChem CID 164182073
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Alkaloids and derivatives
      • Class: Cytochalasans
        • Subclass: Chaetoglobosins
          • Direct Parent: Chaetoglobosins

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: 528.6 ALogp: 3.7
HBD: 2 HBA: 5
Rotatable Bonds: 2 Lipinski's rule of five: Rejected
Polar Surface Area: 109.0 Aromatic Rings: 6
Heavy Atoms: 39 QED Weighted: 0.251

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.781 MDCK Permeability: 0.00003910
Pgp-inhibitor: 0.976 Pgp-substrate: 0.035
Human Intestinal Absorption (HIA): 0.038 20% Bioavailability (F20%): 0.496
30% Bioavailability (F30%): 0.046

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.532 Plasma Protein Binding (PPB): 96.18%
Volume Distribution (VD): 0.704 Fu: 1.95%

ADMET: Metabolism

CYP1A2-inhibitor: 0.036 CYP1A2-substrate: 0.772
CYP2C19-inhibitor: 0.697 CYP2C19-substrate: 0.677
CYP2C9-inhibitor: 0.535 CYP2C9-substrate: 0.536
CYP2D6-inhibitor: 0.196 CYP2D6-substrate: 0.69
CYP3A4-inhibitor: 0.945 CYP3A4-substrate: 0.638

ADMET: Excretion

Clearance (CL): 10.503 Half-life (T1/2): 0.349

ADMET: Toxicity

hERG Blockers: 0.038 Human Hepatotoxicity (H-HT): 0.625
Drug-inuced Liver Injury (DILI): 0.534 AMES Toxicity: 0.127
Rat Oral Acute Toxicity: 0.889 Maximum Recommended Daily Dose: 0.873
Skin Sensitization: 0.144 Carcinogencity: 0.254
Eye Corrosion: 0.003 Eye Irritation: 0.009
Respiratory Toxicity: 0.966
*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
ENC004470 0.817 D01TSI 0.268
ENC003586 0.817 D0V3ZA 0.261
ENC002442 0.779 D0SP3D 0.260
ENC002646 0.748 D02DMQ 0.255
ENC002441 0.722 D09NNH 0.254
ENC002680 0.717 D0W7WC 0.247
ENC004473 0.703 D09ZIO 0.247
ENC002166 0.690 D05MQK 0.237
ENC002681 0.644 D00YLW 0.234
ENC004447 0.644 D0BV3J 0.231
*Note: the compound similarity was calculated by RDKIT.