Ligand profile

CHEMBL5179096

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0327 — pyruvate kinase

Via homolog UniProt P14618 Formula C₂₈H₂₆N₄O₃S₃
pchembl 7.25 ~56.2 nM
Mol. weight 562.74 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5179096
UniProt (similar protein)
P14618
pchembl
7.250 (~56.2 nM)
Target protein
VK055_0327

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 562.74 Da
LogP (Crippen) 5.54
H-bond donors 1
H-bond acceptors 7
TPSA 92.26 Ų
Rotatable bonds 7
Aromatic rings 4 / 5
Heavy atoms 38
Fraction sp³ C 0.21
Formula C₂₈H₂₆N₄O₃S₃

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 92.3
  • −1 ≤ LogP ≤ 5 5.54
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 562.7
  • LogP ≤ 5 5.54
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 92.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(c1ccc(NS(=O)(=O)c2cccc3cccnc23)cc1)N1CCC(C(=S)SCc2cccnc2)CC1
InChI 
InChI=1S/C28H26N4O3S3/c33-27(32-16-12-23(13-17-32)28(36)37-19-20-4-2-14-29-18-20)22-8-10-24(11-9-22)31-38(34,35)25-7-1-5-21-6-3-15-30-26(21)25/h1-11,14-15,18,23,31H,12-13,16-17,19H2
InChIKey 
MOZDTDKCLZHWOI-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)