Ligand profile

CHEMBL4071498

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0327 — pyruvate kinase

Via homolog UniProt P14618 Formula C₂₇H₂₀Cl₄N₄O₄
pchembl 8.49 ~3.2 nM
Mol. weight 606.29 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4071498
UniProt (similar protein)
P14618
pchembl
8.490 (~3.2 nM)
Target protein
VK055_0327

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 606.29 Da
LogP (Crippen) 5.56
H-bond donors 2
H-bond acceptors 6
TPSA 102.20 Ų
Rotatable bonds 8
Aromatic rings 4 / 4
Heavy atoms 39
Fraction sp³ C 0.11
Formula C₂₇H₂₀Cl₄N₄O₄

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 102.2
  • −1 ≤ LogP ≤ 5 5.56
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 606.3
  • LogP ≤ 5 5.56
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 102.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cn1cc(C(=O)c2cccc(Cl)c2Cl)cc1C(=O)NCNC(=O)c1cc(C(=O)c2cccc(Cl)c2Cl)cn1C
InChI 
InChI=1S/C27H20Cl4N4O4/c1-34-11-14(24(36)16-5-3-7-18(28)22(16)30)9-20(34)26(38)32-13-33-27(39)21-10-15(12-35(21)2)25(37)17-6-4-8-19(29)23(17)31/h3-12H,13H2,1-2H3,(H,32,38)(H,33,39)
InChIKey 
LIXCOKHSXCIFIT-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)