Ligand profile

CHEMBL5883141

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0681 — alpha/beta hydrolase fold family protein

Via homolog UniProt P34913 Formula C₂₃H₂₄Cl₂N₄O₃S
pchembl 9.30 ~0.5 nM
Mol. weight 507.44 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5883141
UniProt (similar protein)
P34913
pchembl
9.300 (~0.5 nM)
Target protein
VK055_0681

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 507.44 Da
LogP (Crippen) 4.55
H-bond donors 1
H-bond acceptors 6
TPSA 78.68 Ų
Rotatable bonds 6
Aromatic rings 3 / 4
Heavy atoms 33
Fraction sp³ C 0.35
Formula C₂₃H₂₄Cl₂N₄O₃S

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 78.7
  • −1 ≤ LogP ≤ 5 4.55
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 507.4
  • LogP ≤ 5 4.55
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 78.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1noc(C)c1C(=O)N1CCN(Cc2ccc(C(=O)NCc3ccc(Cl)cc3Cl)s2)CC1
InChI 
InChI=1S/C23H24Cl2N4O3S/c1-14-21(15(2)32-27-14)23(31)29-9-7-28(8-10-29)13-18-5-6-20(33-18)22(30)26-12-16-3-4-17(24)11-19(16)25/h3-6,11H,7-10,12-13H2,1-2H3,(H,26,30)
InChIKey 
KUOYHWQQPKBXAW-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
677436
Curation
pdb_similarity_tanimoto
Binding sites
PF00561

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_0681.

PDB 99

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)