Natural Product: ENC004421

NPs Basic Information

Download MOL File
Name
Thiocladospolide I
Molecular Formula C27H44O10S
IUPAC Name*
(4S,11R)-4-hydroxy-11-[(2S)-2-hydroxy-3-[[(3S,6S,12R)-6-hydroxy-12-methyl-2,5-dioxo-oxacyclododec-3-yl]sulfanyl]propanoyl]oxydodec-2-enoic acid
SMILES
C[C@@H]1CCCCC[C@@H](C(=O)C[C@@H](C(=O)O1)SC[C@H](C(=O)O[C@H](C)CCCCCC[C@@H](C=CC(=O)O)O)O)O
InChI
InChI=1S/C27H44O10S/c1-18(10-6-3-4-8-12-20(28)14-15-25(32)33)36-26(34)23(31)17-38-24-16-22(30)21(29)13-9-5-7-11-19(2)37-27(24)35/h14-15,18-21,23-24,28-29,31H,3-13,16-17H2,1-2H3,(H,32,33)/t18-,19-,20+,21+,23-,24+/m1/s1
InChIKey
WNKIJOAGEYHZFZ-BXFVOWPLSA-N
Synonyms
Thiocladospolide I
CAS NA
PubChem CID 156582698
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Phenylpropanoids and poly
      • Class: Macrolides and analogues
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Macrolides and analogues

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: 560.7 ALogp: 3.5
HBD: 4 HBA: 11
Rotatable Bonds: 15 Lipinski's rule of five: Rejected
Polar Surface Area: 193.0 Aromatic Rings: 1
Heavy Atoms: 38 QED Weighted: 0.139

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.42 MDCK Permeability: 0.00001600
Pgp-inhibitor: 0.945 Pgp-substrate: 0.946
Human Intestinal Absorption (HIA): 0.015 20% Bioavailability (F20%): 0.875
30% Bioavailability (F30%): 0.923

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.073 Plasma Protein Binding (PPB): 88.04%
Volume Distribution (VD): 0.361 Fu: 5.30%

ADMET: Metabolism

CYP1A2-inhibitor: 0.025 CYP1A2-substrate: 0.04
CYP2C19-inhibitor: 0.013 CYP2C19-substrate: 0.047
CYP2C9-inhibitor: 0.047 CYP2C9-substrate: 0.992
CYP2D6-inhibitor: 0.001 CYP2D6-substrate: 0.08
CYP3A4-inhibitor: 0.024 CYP3A4-substrate: 0.023

ADMET: Excretion

Clearance (CL): 5.606 Half-life (T1/2): 0.931

ADMET: Toxicity

hERG Blockers: 0.005 Human Hepatotoxicity (H-HT): 0.425
Drug-inuced Liver Injury (DILI): 0.69 AMES Toxicity: 0.008
Rat Oral Acute Toxicity: 0.064 Maximum Recommended Daily Dose: 0.969
Skin Sensitization: 0.341 Carcinogencity: 0.241
Eye Corrosion: 0.004 Eye Irritation: 0.017
Respiratory Toxicity: 0.05
*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
ENC004422 0.699 D0I4DQ 0.311
ENC004419 0.551 D0N3NO 0.299
ENC002048 0.457 D06FEA 0.281
ENC003570 0.427 D0ZI4H 0.280
ENC004420 0.414 D0V0IX 0.279
ENC002063 0.376 D0X8KY 0.253
ENC004708 0.374 D03KYG 0.241
ENC003308 0.374 D03JSJ 0.235
ENC004418 0.327 D0D9NY 0.228
ENC004121 0.325 D09ANG 0.228
*Note: the compound similarity was calculated by RDKIT.