Ligand profile

CHEMBL3769851

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1677 — tyrosine phosphatase family protein

Via homolog UniProt P96830 Formula C₁₇H₂₃NO₄S
pchembl 7.75 ~17.8 nM
Mol. weight 337.44 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3769851
UniProt (similar protein)
P96830
pchembl
7.750 (~17.8 nM)
Target protein
VK055_1677

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 337.44 Da
LogP (Crippen) 2.80
H-bond donors 1
H-bond acceptors 3
TPSA 74.68 Ų
Rotatable bonds 3
Aromatic rings 1 / 3
Heavy atoms 23
Fraction sp³ C 0.59
Formula C₁₇H₂₃NO₄S

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 74.7
  • −1 ≤ LogP ≤ 5 2.80
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 337.4
  • LogP ≤ 5 2.80
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 74.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(C(c1ccccc1)S(=O)(=O)O)N1CCCC2CCCCC21
InChI 
InChI=1S/C17H23NO4S/c19-17(16(23(20,21)22)14-8-2-1-3-9-14)18-12-6-10-13-7-4-5-11-15(13)18/h1-3,8-9,13,15-16H,4-7,10-12H2,(H,20,21,22)
InChIKey 
TZBWTLMZWRTUAP-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)