Ligand profile

CHEMBL4164653

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0327 — pyruvate kinase

Via homolog UniProt P14618 Formula C₂₄H₂₀N₄O₃S₃
pchembl 6.28 ~524.8 nM
Mol. weight 508.65 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4164653
UniProt (similar protein)
P14618
pchembl
6.280 (~524.8 nM)
Target protein
VK055_0327

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 508.65 Da
LogP (Crippen) 4.11
H-bond donors 2
H-bond acceptors 7
TPSA 95.42 Ų
Rotatable bonds 6
Aromatic rings 4 / 5
Heavy atoms 34
Fraction sp³ C 0.12
Formula C₂₄H₂₀N₄O₃S₃

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 95.4
  • −1 ≤ LogP ≤ 5 4.11
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 508.7
  • LogP ≤ 5 4.11
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 95.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=S(=O)(Nc1ccc(C2(O)CSC(=S)N2Cc2cccnc2)cc1)c1cccc2cccnc12
InChI 
InChI=1S/C24H20N4O3S3/c29-24(16-33-23(32)28(24)15-17-4-2-12-25-14-17)19-8-10-20(11-9-19)27-34(30,31)21-7-1-5-18-6-3-13-26-22(18)21/h1-14,27,29H,15-16H2
InChIKey 
HFNFLCJNQWEWTK-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
Curation
pdb_similarity_tanimoto
Binding sites
PF00224

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_0327.

PDB 11

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

Ligand PDB entry

ChEMBL 67

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)