Ligand profile

CHEMBL5630421

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1677 — tyrosine phosphatase family protein

Via homolog UniProt I6WXK4 Formula C₂₃H₂₃NO₄S₂
pchembl 6.12 ~758.6 nM
Mol. weight 441.57 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5630421
UniProt (similar protein)
I6WXK4
pchembl
6.120 (~758.6 nM)
Target protein
VK055_1677

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 441.57 Da
LogP (Crippen) 5.21
H-bond donors 1
H-bond acceptors 5
TPSA 66.84 Ų
Rotatable bonds 8
Aromatic rings 2 / 3
Heavy atoms 30
Fraction sp³ C 0.26
Formula C₂₃H₂₃NO₄S₂

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 66.8
  • −1 ≤ LogP ≤ 5 5.21
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 441.6
  • LogP ≤ 5 5.21
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 66.8
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(OC)c3)cc2)SC1=S
InChI 
InChI=1S/C23H23NO4S2/c1-3-4-8-19(22(26)27)24-21(25)20(30-23(24)29)13-15-9-11-16(12-10-15)17-6-5-7-18(14-17)28-2/h5-7,9-14,19H,3-4,8H2,1-2H3,(H,26,27)/b20-13-/t19-/m0/s1
InChIKey 
CROCYRZPRYBPCZ-KYYPIKSYSA-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)