Natural Product: ENC002168

NPs Basic Information

Download MOL File
Name
Sespendole
Molecular Formula C33H45NO4
IUPAC Name*
(1S,12S,15S,20R)-7-[(S)-(3,3-dimethyloxiran-2-yl)-hydroxymethyl]-15-hydroxy-1,16,16,20-tetramethyl-8-(3-methylbut-2-enyl)-3-azapentacyclo[10.8.0.02,10.04,9.015,20]icosa-2(10),4(9),5,7-tetraen-17-one
SMILES
CC(=CCC1=C(C=CC2=C1C3=C(N2)[C@]4([C@H](C3)CC[C@@]5([C@@]4(CCC(=O)C5(C)C)C)O)C)[C@@H](C6C(O6)(C)C)O)C
InChI
InChI=1S/C33H45NO4/c1-18(2)9-10-20-21(26(36)28-30(5,6)38-28)11-12-23-25(20)22-17-19-13-16-33(37)29(3,4)24(35)14-15-31(33,7)32(19,8)27(22)34-23/h9,11-12,19,26,28,34,36-37H,10,13-17H2,1-8H3/t19-,26-,28?,31+,32+,33+/m0/s1
InChIKey
QMEIUISJYPRNPF-ZWXFSXOLSA-N
Synonyms
Sespendole; SCHEMBL6898712; (1S,12S,15S,20R)-7-[(S)-(3,3-dimethyloxiran-2-yl)-hydroxymethyl]-15-hydroxy-1,16,16,20-tetramethyl-8-(3-methylbut-2-enyl)-3-azapentacyclo[10.8.0.02,10.04,9.015,20]icosa-2(10),4(9),5,7-tetraen-17-one
CAS NA
PubChem CID 11598840
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Indoles and derivatives
        • Subclass: Indoles
          • Direct Parent: 3-alkylindoles

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: 519.7 ALogp: 5.4
HBD: 3 HBA: 4
Rotatable Bonds: 4 Lipinski's rule of five: Rejected
Polar Surface Area: 85.8 Aromatic Rings: 6
Heavy Atoms: 38 QED Weighted: 0.329

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.939 MDCK Permeability: 0.00001370
Pgp-inhibitor: 0.739 Pgp-substrate: 0.95
Human Intestinal Absorption (HIA): 0.177 20% Bioavailability (F20%): 0.975
30% Bioavailability (F30%): 0.982

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.957 Plasma Protein Binding (PPB): 90.00%
Volume Distribution (VD): 1.812 Fu: 7.46%

ADMET: Metabolism

CYP1A2-inhibitor: 0.084 CYP1A2-substrate: 0.904
CYP2C19-inhibitor: 0.511 CYP2C19-substrate: 0.878
CYP2C9-inhibitor: 0.655 CYP2C9-substrate: 0.794
CYP2D6-inhibitor: 0.286 CYP2D6-substrate: 0.595
CYP3A4-inhibitor: 0.707 CYP3A4-substrate: 0.886

ADMET: Excretion

Clearance (CL): 13.32 Half-life (T1/2): 0.101

ADMET: Toxicity

hERG Blockers: 0.762 Human Hepatotoxicity (H-HT): 0.591
Drug-inuced Liver Injury (DILI): 0.047 AMES Toxicity: 0.016
Rat Oral Acute Toxicity: 0.971 Maximum Recommended Daily Dose: 0.942
Skin Sensitization: 0.095 Carcinogencity: 0.962
Eye Corrosion: 0.003 Eye Irritation: 0.009
Respiratory Toxicity: 0.983
*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
ENC001923 0.530 D0W2EK 0.233
ENC001967 0.507 D0H2MO 0.231
ENC002013 0.412 D06YFA 0.228
ENC003929 0.397 D04GJN 0.223
ENC005557 0.392 D0W6DG 0.221
ENC003329 0.391 D06IIB 0.216
ENC003931 0.383 D02NSF 0.215
ENC003930 0.383 D0Q0PR 0.214
ENC003787 0.379 D0X3FX 0.214
ENC003875 0.377 D03YVO 0.214
*Note: the compound similarity was calculated by RDKIT.