Ligand profile

CHEMBL4215472

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1677 — tyrosine phosphatase family protein

Via homolog UniProt P96830 Formula C₂₂H₁₃ClN₂O₆
pchembl 6.11 ~776.2 nM
Mol. weight 436.81 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4215472
UniProt (similar protein)
P96830
pchembl
6.110 (~776.2 nM)
Target protein
VK055_1677

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 436.81 Da
LogP (Crippen) 5.64
H-bond donors 2
H-bond acceptors 6
TPSA 126.70 Ų
Rotatable bonds 5
Aromatic rings 4 / 4
Heavy atoms 31
Fraction sp³ C 0.00
Formula C₂₂H₁₃ClN₂O₆

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 126.7
  • −1 ≤ LogP ≤ 5 5.64
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 436.8
  • LogP ≤ 5 5.64
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 126.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(O)c1noc(-c2ccccc2)c1-c1cccc(-c2cc(Cl)c(O)c([N+](=O)[O-])c2)c1
InChI 
InChI=1S/C22H13ClN2O6/c23-16-10-15(11-17(20(16)26)25(29)30)13-7-4-8-14(9-13)18-19(22(27)28)24-31-21(18)12-5-2-1-3-6-12/h1-11,26H,(H,27,28)
InChIKey 
SPIZPABAPBQRSM-UHFFFAOYSA-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)