Ligand profile

CHEMBL5624504

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1677 — tyrosine phosphatase family protein

Via homolog UniProt I6WXK4 Formula C₂₄H₂₂ClNO₃S₂
pchembl 6.00 ~1.0 µM
Mol. weight 472.03 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5624504
UniProt (similar protein)
I6WXK4
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 472.03 Da
LogP (Crippen) 6.24
H-bond donors 1
H-bond acceptors 4
TPSA 57.61 Ų
Rotatable bonds 5
Aromatic rings 2 / 4
Heavy atoms 31
Fraction sp³ C 0.29
Formula C₂₄H₂₂ClNO₃S₂

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 6.24
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 472.0
  • LogP ≤ 5 6.24
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • 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 
O=C(O)[C@H](C1CCCCC1)N1C(=O)/C(=C/c2ccc(-c3cccc(Cl)c3)cc2)SC1=S
InChI 
InChI=1S/C24H22ClNO3S2/c25-19-8-4-7-18(14-19)16-11-9-15(10-12-16)13-20-22(27)26(24(30)31-20)21(23(28)29)17-5-2-1-3-6-17/h4,7-14,17,21H,1-3,5-6H2,(H,28,29)/b20-13-/t21-/m0/s1
InChIKey 
CEDBVFKAMWJMNJ-MSTPFNHUSA-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)