Ligand profile

CHEMBL494537

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_5016 — putative acid phosphatase Wzb

Via homolog UniProt P24666 Formula C₂₉H₂₀O₆
pchembl 6.16 ~691.8 nM
Mol. weight 464.47 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL494537
UniProt (similar protein)
P24666
pchembl
6.160 (~691.8 nM)
Target protein
VK055_5016

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 464.47 Da
LogP (Crippen) 5.83
H-bond donors 3
H-bond acceptors 5
TPSA 107.97 Ų
Rotatable bonds 5
Aromatic rings 5 / 5
Heavy atoms 35
Fraction sp³ C 0.03
Formula C₂₉H₂₀O₆

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 108.0
  • −1 ≤ LogP ≤ 5 5.83
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 464.5
  • LogP ≤ 5 5.83
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 108.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(O)c1ccc(-c2ccc(Cc3c(-c4ccc(O)cc4)oc4ccccc4c3=O)cc2)cc1O
InChI 
InChI=1S/C29H20O6/c30-21-12-9-19(10-13-21)28-24(27(32)23-3-1-2-4-26(23)35-28)15-17-5-7-18(8-6-17)20-11-14-22(29(33)34)25(31)16-20/h1-14,16,30-31H,15H2,(H,33,34)
InChIKey 
RLZLKCASKCHDTQ-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
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)