Ligand profile

CHEMBL250942

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1793 — succinyl-CoA synthetase, alpha subunit

Via homolog UniProt P53396 Formula C₂₂H₁₇Cl₂NO₅S
pchembl 6.47 ~338.8 nM
Mol. weight 478.35 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL250942
UniProt (similar protein)
P53396
pchembl
6.470 (~338.8 nM)
Target protein
VK055_1793

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 478.35 Da
LogP (Crippen) 5.37
H-bond donors 2
H-bond acceptors 5
TPSA 92.70 Ų
Rotatable bonds 7
Aromatic rings 3 / 3
Heavy atoms 31
Fraction sp³ C 0.05
Formula C₂₂H₁₇Cl₂NO₅S

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 92.7
  • −1 ≤ LogP ≤ 5 5.37
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 478.4
  • LogP ≤ 5 5.37
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 92.7
PAINS Alert

Matches PAINS filter: sulfonamide_A(43). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(OC/C=C\c1ccccc1)c1ccccc1NS(=O)(=O)c1cc(Cl)cc(Cl)c1O
InChI 
InChI=1S/C22H17Cl2NO5S/c23-16-13-18(24)21(26)20(14-16)31(28,29)25-19-11-5-4-10-17(19)22(27)30-12-6-9-15-7-2-1-3-8-15/h1-11,13-14,25-26H,12H2/b9-6-
InChIKey 
BLNPAZMYBUECNX-TWGQIWQCSA-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
PF16114

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_1793.

PDB 12

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

Ligand PDB entry

ChEMBL 55

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)