Ligand profile

ZINC3297221

Virtual-screening candidate from ZINC.

Bound to: VK055_0327 — pyruvate kinase

Via homolog UniProt P14618 Formula C₂₅H₂₃N₃O₄S
Tanimoto 0.79
Mol. weight 461.54 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC3297221
UniProt (similar protein)
P14618
Tanimoto
0.790
Target protein
VK055_0327

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 461.54 Da
LogP (Crippen) 3.43
H-bond donors 3
H-bond acceptors 5
TPSA 100.29 Ų
Rotatable bonds 9
Aromatic rings 4 / 4
Heavy atoms 33
Fraction sp³ C 0.16
Formula C₂₅H₂₃N₃O₄S

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 100.3
  • −1 ≤ LogP ≤ 5 3.43
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 461.5
  • LogP ≤ 5 3.43
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 100.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(COC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)c1cccs1)NCc1ccccc1
InChI 
InChI=1S/C25H23N3O4S/c29-23(27-14-17-7-2-1-3-8-17)16-32-25(31)21(28-24(30)22-11-6-12-33-22)13-18-15-26-20-10-5-4-9-19(18)20/h1-12,15,21,26H,13-14,16H2,(H,27,29)(H,28,30)/t21-/m0/s1
InChIKey 
KPZKVFUTMXFURV-NRFANRHFSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Query
CHEMBL1348360
Homolog
P14618

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 68

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 49

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)