Natural Product: ENC002678

NPs Basic Information

Download MOL File
Name
Cytoglobosin A
Molecular Formula C32H36N2O5
IUPAC Name*
(1R,4R,8R,9S,11E,13R,14S,16S,17R,18S)-6,14-dihydroxy-18-(1H-indol-3-ylmethyl)-7,9,16-trimethyl-15-methylidene-19-azatetracyclo[11.7.0.01,17.04,8]icosa-6,11-diene-2,5,20-trione
SMILES
C[C@H]1C/C=C/[C@H]2[C@@H](C(=C)[C@H]([C@@H]3[C@@]2(C(=O)C[C@@H]4[C@@H]1C(=C(C4=O)O)C)C(=O)N[C@H]3CC5=CNC6=CC=CC=C65)C)O
InChI
InChI=1S/C32H36N2O5/c1-15-8-7-10-22-28(36)17(3)16(2)27-24(12-19-14-33-23-11-6-5-9-20(19)23)34-31(39)32(22,27)25(35)13-21-26(15)18(4)29(37)30(21)38/h5-7,9-11,14-16,21-22,24,26-28,33,36-37H,3,8,12-13H2,1-2,4H3,(H,34,39)/b10-7+/t15-,16+,21+,22-,24-,26-,27-,28+,32+/m0/s1
InChIKey
VROGJHMZKMLYET-NKUOSLKNSA-N
Synonyms
Cytoglobosin A; CHEBI:68814; CHEMBL1097577; Q27137192; (3S,3aR,4S,6S,6aR,7E,10S,10aR,13aR,15aR)-6,12-dihydroxy-3-(1H-indol-3-ylmethyl)-4,10,11-trimethyl-5-methylidene-2,3,3a,4,5,6,6a,9,10,10a,13a,14-dodecahydro-1H-cyclopenta[7,8]cyclodeca[1,2-d]isoindole-1,13,15-trione
CAS NA
PubChem CID 46209792
ChEMBL ID CHEMBL1097577
*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: 528.6 ALogp: 3.1
HBD: 4 HBA: 5
Rotatable Bonds: 2 Lipinski's rule of five: Rejected
Polar Surface Area: 120.0 Aromatic Rings: 6
Heavy Atoms: 39 QED Weighted: 0.331

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.005 MDCK Permeability: 0.00000902
Pgp-inhibitor: 0.04 Pgp-substrate: 0.668
Human Intestinal Absorption (HIA): 0.017 20% Bioavailability (F20%): 0.034
30% Bioavailability (F30%): 0.003

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.209 Plasma Protein Binding (PPB): 95.83%
Volume Distribution (VD): 0.373 Fu: 3.85%

ADMET: Metabolism

CYP1A2-inhibitor: 0.049 CYP1A2-substrate: 0.51
CYP2C19-inhibitor: 0.547 CYP2C19-substrate: 0.681
CYP2C9-inhibitor: 0.411 CYP2C9-substrate: 0.137
CYP2D6-inhibitor: 0.116 CYP2D6-substrate: 0.15
CYP3A4-inhibitor: 0.951 CYP3A4-substrate: 0.428

ADMET: Excretion

Clearance (CL): 8.625 Half-life (T1/2): 0.097

ADMET: Toxicity

hERG Blockers: 0.088 Human Hepatotoxicity (H-HT): 0.333
Drug-inuced Liver Injury (DILI): 0.293 AMES Toxicity: 0.007
Rat Oral Acute Toxicity: 0.931 Maximum Recommended Daily Dose: 0.968
Skin Sensitization: 0.103 Carcinogencity: 0.142
Eye Corrosion: 0.003 Eye Irritation: 0.008
Respiratory Toxicity: 0.985
*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
ENC004469 0.785 D0W7WC 0.257
ENC002166 0.779 D0S0LZ 0.255
ENC004447 0.714 D0SP3D 0.249
ENC002681 0.701 D09NNH 0.249
ENC002442 0.688 D0V3ZA 0.249
ENC002682 0.674 D01TSI 0.242
ENC002440 0.662 D02DMQ 0.240
ENC002953 0.636 D05EJG 0.240
ENC002443 0.577 D05MQK 0.239
ENC004470 0.561 D09ZIO 0.236
*Note: the compound similarity was calculated by RDKIT.