Ligand profile

CHEMBL5220804

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1677 — tyrosine phosphatase family protein

Via homolog UniProt P96830 Formula C₂₄H₁₅Cl₃N₂O₄S
pchembl 6.00 ~1.0 µM
Mol. weight 533.82 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5220804
UniProt (similar protein)
P96830
pchembl
6.000 (~1.0 µM)
Target protein
VK055_1677

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 533.82 Da
LogP (Crippen) 5.51
H-bond donors 3
H-bond acceptors 5
TPSA 87.66 Ų
Rotatable bonds 5
Aromatic rings 3 / 4
Heavy atoms 34
Fraction sp³ C 0.04
Formula C₂₄H₁₅Cl₃N₂O₄S

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 87.7
  • −1 ≤ LogP ≤ 5 5.51
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 533.8
  • LogP ≤ 5 5.51
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 87.7
PAINS Alert

Matches PAINS filter: ene_six_het_A(483). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C1NC(=S)NC(=O)C1=Cc1cc(-c2cc(Cl)c(O)c(Cl)c2)ccc1OCc1ccc(Cl)cc1
InChI 
InChI=1S/C24H15Cl3N2O4S/c25-16-4-1-12(2-5-16)11-33-20-6-3-13(14-9-18(26)21(30)19(27)10-14)7-15(20)8-17-22(31)28-24(34)29-23(17)32/h1-10,30H,11H2,(H2,28,29,31,32,34)
InChIKey 
QVBNRWITESBSFO-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
Binding sites
PF13350

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_1677.

ChEMBL 75

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)