Ligand profile

CHEMBL462978

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P09467 Formula C₂₂H₂₀Cl₂N₄O₆S₂
pchembl 8.40 ~4.0 nM
Mol. weight 571.46 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL462978
UniProt (similar protein)
P09467
pchembl
8.400 (~4.0 nM)
Target protein
VK055_2839

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 571.46 Da
LogP (Crippen) 3.37
H-bond donors 4
H-bond acceptors 6
TPSA 150.54 Ų
Rotatable bonds 8
Aromatic rings 3 / 3
Heavy atoms 36
Fraction sp³ C 0.09
Formula C₂₂H₂₀Cl₂N₄O₆S₂

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 3.37
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 571.5
  • LogP ≤ 5 3.37
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 6
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 150.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(NCc1ccc(CNC(=O)NS(=O)(=O)c2cccc(Cl)c2)cc1)NS(=O)(=O)c1cccc(Cl)c1
InChI 
InChI=1S/C22H20Cl2N4O6S2/c23-17-3-1-5-19(11-17)35(31,32)27-21(29)25-13-15-7-9-16(10-8-15)14-26-22(30)28-36(33,34)20-6-2-4-18(24)12-20/h1-12H,13-14H2,(H2,25,27,29)(H2,26,28,30)
InChIKey 
CPVYVKZUXUSZBO-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)