Ligand profile

CHEMBL457400

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2839 — fructose-1-6-bisphosphatase family protein

Via homolog UniProt P09467 Formula C₂₃H₃₂N₄O₆S₂
pchembl 8.30 ~5.0 nM
Mol. weight 524.67 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL457400
UniProt (similar protein)
P09467
pchembl
8.300 (~5.0 nM)
Target protein
VK055_2839

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 524.67 Da
LogP (Crippen) 2.93
H-bond donors 4
H-bond acceptors 6
TPSA 150.54 Ų
Rotatable bonds 12
Aromatic rings 2 / 2
Heavy atoms 35
Fraction sp³ C 0.39
Formula C₂₃H₃₂N₄O₆S₂

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy Check

Estimated from TPSA and LogP only: TPSA ≤ 90 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 150.5
  • −1 ≤ LogP ≤ 5 2.93
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 524.7
  • LogP ≤ 5 2.93
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 6
Veber's rules Fail
  • Rotatable bonds ≤ 10 12
  • TPSA ≤ 140 Ų 150.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cccc(S(=O)(=O)NC(=O)NCCCCCCCNC(=O)NS(=O)(=O)c2cccc(C)c2)c1
InChI 
InChI=1S/C23H32N4O6S2/c1-18-10-8-12-20(16-18)34(30,31)26-22(28)24-14-6-4-3-5-7-15-25-23(29)27-35(32,33)21-13-9-11-19(2)17-21/h8-13,16-17H,3-7,14-15H2,1-2H3,(H2,24,26,28)(H2,25,27,29)
InChIKey 
AZJGRTIUYUMPSR-UHFFFAOYSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Source
ChEMBL
Curation
pdb_similarity_tanimoto
Binding sites
PF00316

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to VK055_2839.

PDB 35

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 99

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)