Ligand profile

CHEMBL5630876

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1677 — tyrosine phosphatase family protein

Via homolog UniProt I6WXK4 Formula C₂₁H₁₉ClN₂O₃S₂
pchembl 6.28 ~524.8 nM
Mol. weight 446.98 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5630876
UniProt (similar protein)
I6WXK4
pchembl
6.280 (~524.8 nM)
Target protein
VK055_1677

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 446.98 Da
LogP (Crippen) 5.25
H-bond donors 1
H-bond acceptors 5
TPSA 70.50 Ų
Rotatable bonds 7
Aromatic rings 2 / 3
Heavy atoms 29
Fraction sp³ C 0.24
Formula C₂₁H₁₉ClN₂O₃S₂

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 70.5
  • −1 ≤ LogP ≤ 5 5.25
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 447.0
  • LogP ≤ 5 5.25
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 70.5
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(-c3cccc(Cl)c3)cn2)SC1=S
InChI 
InChI=1S/C21H19ClN2O3S2/c1-2-3-7-17(20(26)27)24-19(25)18(29-21(24)28)11-16-9-8-14(12-23-16)13-5-4-6-15(22)10-13/h4-6,8-12,17H,2-3,7H2,1H3,(H,26,27)/b18-11-/t17-/m0/s1
InChIKey 
OFXGPOZMBSNHNA-PBXDPIQXSA-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)