Ligand profile

CHEMBL5624750

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1677 — tyrosine phosphatase family protein

Via homolog UniProt I6WXK4 Formula C₂₂H₂₁NO₃S₂
pchembl 6.21 ~616.6 nM
Mol. weight 411.55 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5624750
UniProt (similar protein)
I6WXK4
pchembl
6.210 (~616.6 nM)
Target protein
VK055_1677

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 411.55 Da
LogP (Crippen) 5.20
H-bond donors 1
H-bond acceptors 4
TPSA 57.61 Ų
Rotatable bonds 7
Aromatic rings 2 / 3
Heavy atoms 28
Fraction sp³ C 0.23
Formula C₂₂H₂₁NO₃S₂

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 5.20
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 411.5
  • LogP ≤ 5 5.20
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 4
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(-c3ccccc3)cc2)SC1=S
InChI 
InChI=1S/C22H21NO3S2/c1-2-3-9-18(21(25)26)23-20(24)19(28-22(23)27)14-15-10-12-17(13-11-15)16-7-5-4-6-8-16/h4-8,10-14,18H,2-3,9H2,1H3,(H,25,26)/b19-14-/t18-/m0/s1
InChIKey 
IEAPXXHOUZJJLC-OWBBTNHHSA-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)