Ligand profile

CHEMBL3335791

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0327 — pyruvate kinase

Via homolog UniProt P14618 Formula C₂₇H₂₆N₄O₄S
pchembl 8.00 ~10.0 nM
Mol. weight 502.60 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3335791
UniProt (similar protein)
P14618
pchembl
8.000 (~10.0 nM)
Target protein
VK055_0327

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 502.60 Da
LogP (Crippen) 4.01
H-bond donors 1
H-bond acceptors 6
TPSA 91.84 Ų
Rotatable bonds 6
Aromatic rings 4 / 5
Heavy atoms 36
Fraction sp³ C 0.19
Formula C₂₇H₂₆N₄O₄S

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 91.8
  • −1 ≤ LogP ≤ 5 4.01
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 502.6
  • LogP ≤ 5 4.01
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 91.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccccc1N1CCN(C(=O)c2ccc(NS(=O)(=O)c3cccc4cccnc34)cc2)CC1
InChI 
InChI=1S/C27H26N4O4S/c1-35-24-9-3-2-8-23(24)30-16-18-31(19-17-30)27(32)21-11-13-22(14-12-21)29-36(33,34)25-10-4-6-20-7-5-15-28-26(20)25/h2-15,29H,16-19H2,1H3
InChIKey 
OTIZXEVJWJRNLB-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)