Ligand profile

CHEMBL1709225

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2560 — chaperone protein DnaK

Via homolog UniProt P11021 Formula C₂₃H₂₂O₈
Mol. weight 426.42 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1709225
UniProt (similar protein)
P11021
Target protein
VK055_2560

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 426.42 Da
LogP (Crippen) 3.34
H-bond donors 0
H-bond acceptors 8
TPSA 101.27 Ų
Rotatable bonds 7
Aromatic rings 3 / 3
Heavy atoms 31
Fraction sp³ C 0.26
Formula C₂₃H₂₂O₈

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 101.3
  • −1 ≤ LogP ≤ 5 3.34
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 426.4
  • LogP ≤ 5 3.34
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 101.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COC(=O)C(C)Oc1cc(OC(C)C(=O)OC)c2c(-c3ccccc3)cc(=O)oc2c1
InChI 
InChI=1S/C23H22O8/c1-13(22(25)27-3)29-16-10-18(30-14(2)23(26)28-4)21-17(15-8-6-5-7-9-15)12-20(24)31-19(21)11-16/h5-14H,1-4H3
InChIKey 
CUFBSIXIFWUXGC-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
Activity
active
Binding sites
PF00012

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_2560.

PDB 20

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)