Natural Product: ENC002599

NPs Basic Information

Download MOL File
Name
9-deacetoxyfumigaclavine C
Molecular Formula C21H28N2
IUPAC Name*
(6aR,9R,10aR)-7,9-dimethyl-5-(2-methylbut-3-en-2-yl)-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinoline
SMILES
C[C@@H]1C[C@H]2[C@@H](CC3=C(NC4=CC=CC2=C34)C(C)(C)C=C)N(C1)C
InChI
InChI=1S/C21H28N2/c1-6-21(3,4)20-16-11-18-15(10-13(2)12-23(18)5)14-8-7-9-17(22-20)19(14)16/h6-9,13,15,18,22H,1,10-12H2,2-5H3/t13-,15-,18-/m1/s1
InChIKey
GXEMWNLJOIOIIM-DDUZABMNSA-N
Synonyms
9-deacetoxyfumigaclavine C; CHEBI:65724; (8beta)-6,8-dimethyl-2-(2-methylbut-3-en-2-yl)ergoline; CHEMBL561363; Q15964534
CAS NA
PubChem CID 42640299
ChEMBL ID CHEMBL561363
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Alkaloids and derivatives
      • Class: Ergoline and derivatives
        • Subclass: Clavines and derivatives
          • Direct Parent: Clavines and derivatives

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: 308.5 ALogp: 5.1
HBD: 1 HBA: 1
Rotatable Bonds: 2 Lipinski's rule of five: Rejected
Polar Surface Area: 19.0 Aromatic Rings: 4
Heavy Atoms: 23 QED Weighted: 0.767

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.958 MDCK Permeability: 0.00001380
Pgp-inhibitor: 0.999 Pgp-substrate: 0.672
Human Intestinal Absorption (HIA): 0.018 20% Bioavailability (F20%): 0.006
30% Bioavailability (F30%): 0.16

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.962 Plasma Protein Binding (PPB): 93.03%
Volume Distribution (VD): 2.228 Fu: 6.98%

ADMET: Metabolism

CYP1A2-inhibitor: 0.547 CYP1A2-substrate: 0.937
CYP2C19-inhibitor: 0.35 CYP2C19-substrate: 0.959
CYP2C9-inhibitor: 0.076 CYP2C9-substrate: 0.615
CYP2D6-inhibitor: 0.977 CYP2D6-substrate: 0.924
CYP3A4-inhibitor: 0.363 CYP3A4-substrate: 0.909

ADMET: Excretion

Clearance (CL): 3.29 Half-life (T1/2): 0.208

ADMET: Toxicity

hERG Blockers: 0.774 Human Hepatotoxicity (H-HT): 0.486
Drug-inuced Liver Injury (DILI): 0.28 AMES Toxicity: 0.032
Rat Oral Acute Toxicity: 0.956 Maximum Recommended Daily Dose: 0.955
Skin Sensitization: 0.885 Carcinogencity: 0.174
Eye Corrosion: 0.015 Eye Irritation: 0.051
Respiratory Toxicity: 0.969
*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
ENC006011 1.000 D04JCN 0.347
ENC002600 0.711 D04EGX 0.308
ENC003002 0.643 D02IQY 0.307
ENC002408 0.372 D0UA0I 0.302
ENC001635 0.355 D0U7GP 0.264
ENC002214 0.350 D01JGV 0.264
ENC004928 0.350 D0X7KB 0.262
ENC004933 0.343 D0C1IW 0.257
ENC002631 0.340 D0V3ZA 0.255
ENC004930 0.340 D09NNH 0.255
*Note: the compound similarity was calculated by RDKIT.