STATUS: REVOKED

This compound has been removed from the COCONUT database due to the lack of conclusive evidence supporting its classification as a natural product.

  • Over 50 years have passed since the first fluorinated natural product was identified (https://doi.org/10.1016/S0022-1139(99)00201-8). During this time, only around a dozen fluorinated natural products have been isolated, with the most recent discovery occurring over a decade ago. Although there is limited knowledge about the biological fluorination mechanism, progress has been made in understanding the biosynthesis pathway of fluoroacetate and 4-fluorothreonine in Streptomyces cattleya. Prior to 1999, only six discrete fluorinated natural products had been isolated.
    Last update: 2024-08-06 12:01:50
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CNP0176080.0

3-[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxy-tetrahydropyran-2-yl]-6,20-difluoro-3,13,23-triazahexacyclo[14.7.0.0^{2,10}.0^{4,9}.0^{11,15}.0^{17,22}]tricosa-1,4,6,8,10,15,17,19,21-nonaene-12,14-dione

Created on · Last update on

NPLikeness
NP Likeness Score: The likelihood of the compound to be a natural product, ranges from -5 (less likely) to 5 (very likely).
0.74
Annotation Level
★ ☆ ☆ ☆ ☆
Mol. Weight
537.13476
Mol. Formula
C27H21F2N3O7

Representations

Molecular details

COCONUT id
CNP0176080.0
Name
-
IUPAC name
3-[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxy-tetrahydropyran-2-yl]-6,20-difluoro-3,13,23-triazahexacyclo[14.7.0.0^{2,10}.0^{4,9}.0^{11,15}.0^{17,22}]tricosa-1,4,6,8,10,15,17,19,21-nonaene-12,14-dione
InChI
InChI=1S/C27H21F2N3O7/c1-38-24-15(8-33)39-27(23(35)22(24)34)32-14-7-10(29)3-5-12(14)17-19-18(25(36)31-26(19)37)16-11-4-2-9(28)6-13(11)30-20(16)21(17)32/h2-7,15,22-24,27,30,33-35H,8H2,1H3,(H,31,36,37)
InChIKey
HASPDWQMLDEIPM-UHFFFAOYSA-N
Canonical SMILES (RDKit)
COC1C(CO)OC(N2C3=CC(F)=CC=C3C3=C4C(=O)NC(=O)C4=C4C5=CC=C(F)C=C5NC4=C32)C(O)C1O
Murcko Framework
O1CCCCC1n2c3ccccc3c4c2c5[nH]c6ccccc6c5c7c4CNC7

Chemical classification

NP Classification

References

Citations

No citations

Collections

KNApSaCK

KNApSAcK-3D is a database that expands on the original KNApSAcK metabolite database by incorporating 3D structural information. The 3D structures were meticulously generated using computational methods, ensuring their accuracy and potential for further research. These structures provide a valuable resource for researchers to investigate potential interactions between metabolites and proteins, estimate biological activities, and potentially uncover novel insights in various fields of study. The database is accessible through the KNApSAcK Family website.

10.71606/coconut.cnpc0023

UNPD (Universal Natural Products Database)

The Universal Natural Products Database provides a comprehensive collection of natural product structures, their reported biological activities, and virtual screening results. This database offers valuable insights into the chemical diversity and potential pharmaceutical applications of natural compounds. Analysis reveals significant overlap between natural products and FDA-approved drugs in chemical space, suggesting a wealth of potential lead compounds for drug discovery. The database also highlights the polypharmacology of natural products, with many compounds demonstrating interactions with multiple target proteins. To complement existing experimental data, high-throughput virtual screening was conducted against a wide range of target proteins associated with FDA-approved drugs. This approach enabled predictions of the most promising natural products for drug discovery and their potential therapeutic indications. Overall, the Natural Products Database demonstrates that natural compounds possess vast chemical diversity, favourable drug-like properties, and the ability to interact with multiple cellular targets, making them a rich source for pharmaceutical research and development. License: No Licensing information (Cite paper)

10.71606/coconut.cnpc0050

Tautomers

Stereochemical Variants

Molecular Properties

  • Mol. Formula : C27H21F2N3O7
  • Mol. Weight 537.13476
  • Total atom number : 60
  • Heavy atom number : 39
  • Aromatic Ring Count : 5
  • Rotatable Bond count : 3
  • Minimal number of rings : 7
  • Formal Charge : 60
  • Contains Sugar : True
  • Contains Ring Sugars : True
  • Contains Linear Sugars : False

Molecular Descriptors

  • NP-likeness scores : 0.74
  • Alogp : 2.22
  • TopoPSA : 146.04
  • Fsp3 : 0.26
  • Hydrogen Bond Acceptor Count : 8
  • Hydrogen Bond Donor Count : 5
  • Lipinski Hydrogen Bond Acceptor Count : 8
  • Lipinski Hydrogen Bond Donor Count : 5
  • Lipinski RO5 Violations : 1
2D
3D Structure (by RDKit) Interactive JSmol molecular viewer 3D
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