Natural Product: ENC003014

NPs Basic Information

Download MOL File
Name
Chartarlactam C
Molecular Formula C23H31NO5
IUPAC Name*
(3R,4R,4aS,7R,8R,8aS)-3,4'-dihydroxy-4-(hydroxymethyl)-4,7,8a-trimethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-7,8-dihydro-3H-furo[2,3-e]isoindole]-6'-one
SMILES
C[C@@H]1CC[C@@H]2[C@@]([C@@]13CC4=C(C=C5C(=C4O3)CNC5=O)O)(CC[C@H]([C@@]2(C)CO)O)C
InChI
InChI=1S/C23H31NO5/c1-12-4-5-17-21(2,11-25)18(27)6-7-22(17,3)23(12)9-14-16(26)8-13-15(19(14)29-23)10-24-20(13)28/h8,12,17-18,25-27H,4-7,9-11H2,1-3H3,(H,24,28)/t12-,17+,18-,21+,22+,23-/m1/s1
InChIKey
UKFJJQFTYRFTPB-MLQVOUEBSA-N
Synonyms
Chartarlactam C; CHEMBL3104966
CAS NA
PubChem CID 76321121
ChEMBL ID CHEMBL3104966
*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: 401.5 ALogp: 3.1
HBD: 4 HBA: 5
Rotatable Bonds: 1 Lipinski's rule of five: Accepted
Polar Surface Area: 99.0 Aromatic Rings: 5
Heavy Atoms: 29 QED Weighted: 0.579

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.202 MDCK Permeability: 0.00000453
Pgp-inhibitor: 0.005 Pgp-substrate: 0.978
Human Intestinal Absorption (HIA): 0.2 20% Bioavailability (F20%): 0.854
30% Bioavailability (F30%): 0.476

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.332 Plasma Protein Binding (PPB): 92.21%
Volume Distribution (VD): 1.076 Fu: 14.13%

ADMET: Metabolism

CYP1A2-inhibitor: 0.474 CYP1A2-substrate: 0.597
CYP2C19-inhibitor: 0.021 CYP2C19-substrate: 0.33
CYP2C9-inhibitor: 0.169 CYP2C9-substrate: 0.437
CYP2D6-inhibitor: 0.374 CYP2D6-substrate: 0.346
CYP3A4-inhibitor: 0.376 CYP3A4-substrate: 0.179

ADMET: Excretion

Clearance (CL): 10.28 Half-life (T1/2): 0.761

ADMET: Toxicity

hERG Blockers: 0.107 Human Hepatotoxicity (H-HT): 0.603
Drug-inuced Liver Injury (DILI): 0.094 AMES Toxicity: 0.016
Rat Oral Acute Toxicity: 0.972 Maximum Recommended Daily Dose: 0.971
Skin Sensitization: 0.918 Carcinogencity: 0.046
Eye Corrosion: 0.003 Eye Irritation: 0.148
Respiratory Toxicity: 0.927
*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
ENC003020 0.826 D04VIS 0.333
ENC002673 0.826 D03XOC 0.267
ENC005396 0.826 D0R7JT 0.264
ENC001975 0.691 D0L2LS 0.261
ENC003017 0.691 D0Z1XD 0.259
ENC003009 0.691 D0Q6NZ 0.259
ENC002994 0.688 D0IX6I 0.258
ENC003789 0.670 D0KR5B 0.258
ENC002996 0.670 D0IT2G 0.250
ENC002995 0.670 D0CW1P 0.250
*Note: the compound similarity was calculated by RDKIT.