Ligand profile

CHEMBL5630776

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1677 — tyrosine phosphatase family protein

Via homolog UniProt I6WXK4 Formula C₂₅H₂₂F₃NO₃S₂
pchembl 6.04 ~912.0 nM
Mol. weight 505.58 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5630776
UniProt (similar protein)
I6WXK4
pchembl
6.040 (~912.0 nM)
Target protein
VK055_1677

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 505.58 Da
LogP (Crippen) 6.61
H-bond donors 1
H-bond acceptors 4
TPSA 57.61 Ų
Rotatable bonds 5
Aromatic rings 2 / 4
Heavy atoms 34
Fraction sp³ C 0.32
Formula C₂₅H₂₂F₃NO₃S₂

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 6.61
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 505.6
  • LogP ≤ 5 6.61
  • 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(-c3ccccc3C(F)(F)F)cc2)SC1=S
InChI 
InChI=1S/C25H22F3NO3S2/c26-25(27,28)19-9-5-4-8-18(19)16-12-10-15(11-13-16)14-20-22(30)29(24(33)34-20)21(23(31)32)17-6-2-1-3-7-17/h4-5,8-14,17,21H,1-3,6-7H2,(H,31,32)/b20-14-/t21-/m0/s1
InChIKey 
RETSAPOAOHWVGF-URBQWANRSA-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)