Ligand profile

CHEMBL1765349

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_5016 — putative acid phosphatase Wzb

Via homolog UniProt P24666 Formula C₃₂H₂₄N₂O₆S
pchembl 6.66 ~218.8 nM
Mol. weight 564.62 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1765349
UniProt (similar protein)
P24666
pchembl
6.660 (~218.8 nM)
Target protein
VK055_5016

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 564.62 Da
LogP (Crippen) 6.47
H-bond donors 2
H-bond acceptors 6
TPSA 116.50 Ų
Rotatable bonds 9
Aromatic rings 4 / 5
Heavy atoms 41
Fraction sp³ C 0.06
Formula C₃₂H₂₄N₂O₆S

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 116.5
  • −1 ≤ LogP ≤ 5 6.47
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 564.6
  • LogP ≤ 5 6.47
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 116.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(O)c1ccc(COc2cccc(/C=C3\S/C(=N\c4ccccc4)N(Cc4ccc(C(=O)O)cc4)C3=O)c2)cc1
InChI 
InChI=1S/C32H24N2O6S/c35-29-28(18-23-5-4-8-27(17-23)40-20-22-11-15-25(16-12-22)31(38)39)41-32(33-26-6-2-1-3-7-26)34(29)19-21-9-13-24(14-10-21)30(36)37/h1-18H,19-20H2,(H,36,37)(H,38,39)/b28-18-,33-32-
InChIKey 
VDKSZWXBGUWQAQ-HLSVHVALSA-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
PF01451

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_5016.

PDB 11

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 99

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)