Ligand profile

CHEMBL5625090

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1677 — tyrosine phosphatase family protein

Via homolog UniProt I6WXK4 Formula C₂₇H₂₁F₄NO₃S₂
pchembl 6.17 ~676.1 nM
Mol. weight 547.60 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5625090
UniProt (similar protein)
I6WXK4
pchembl
6.170 (~676.1 nM)
Target protein
VK055_1677

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 547.60 Da
LogP (Crippen) 7.51
H-bond donors 1
H-bond acceptors 4
TPSA 57.61 Ų
Rotatable bonds 7
Aromatic rings 3 / 4
Heavy atoms 37
Fraction sp³ C 0.22
Formula C₂₇H₂₁F₄NO₃S₂

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 7.51
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 547.6
  • LogP ≤ 5 7.51
  • 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(-c3ccc(F)c(C(F)(F)F)c3)c3ccccc23)SC1=S
InChI 
InChI=1S/C27H21F4NO3S2/c1-2-3-8-22(25(34)35)32-24(33)23(37-26(32)36)14-16-9-11-18(19-7-5-4-6-17(16)19)15-10-12-21(28)20(13-15)27(29,30)31/h4-7,9-14,22H,2-3,8H2,1H3,(H,34,35)/b23-14-/t22-/m0/s1
InChIKey 
WZSNWUZMQJNVCG-MQXJPVLKSA-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)