Ligand profile

CHEMBL5630431

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1677 — tyrosine phosphatase family protein

Via homolog UniProt I6WXK4 Formula C₂₀H₁₈ClNO₃S₃
pchembl 6.37 ~426.6 nM
Mol. weight 452.02 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5630431
UniProt (similar protein)
I6WXK4
pchembl
6.370 (~426.6 nM)
Target protein
VK055_1677

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 452.02 Da
LogP (Crippen) 5.91
H-bond donors 1
H-bond acceptors 5
TPSA 57.61 Ų
Rotatable bonds 7
Aromatic rings 2 / 3
Heavy atoms 28
Fraction sp³ C 0.25
Formula C₂₀H₁₈ClNO₃S₃

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 57.6
  • −1 ≤ LogP ≤ 5 5.91
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 452.0
  • LogP ≤ 5 5.91
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 57.6
PAINS Alert

Matches PAINS filter: ene_rhod_A(235). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCC[C@@H](C(=O)O)N1C(=O)/C(=C/c2ccc(-c3ccc(Cl)s3)cc2)SC1=S
InChI 
InChI=1S/C20H18ClNO3S3/c1-2-3-4-14(19(24)25)22-18(23)16(28-20(22)26)11-12-5-7-13(8-6-12)15-9-10-17(21)27-15/h5-11,14H,2-4H2,1H3,(H,24,25)/b16-11-/t14-/m0/s1
InChIKey 
XBDQAOMEDSOQNY-HNDQUVLASA-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)