Ligand profile

CHEMBL5440127

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02898 — Acetoin:2,6-dichlorophenolindophenol oxidoreductase, alpha subunit

Via homolog UniProt P29804 Formula C₂₁H₂₄N₄O₂S
pchembl 7.59 ~25.7 nM
Mol. weight 396.52 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5440127
UniProt (similar protein)
P29804
pchembl
7.590 (~25.7 nM)
Target protein
KP13_02898

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 396.52 Da
LogP (Crippen) 3.31
H-bond donors 2
H-bond acceptors 6
TPSA 90.13 Ų
Rotatable bonds 7
Aromatic rings 3 / 3
Heavy atoms 28
Fraction sp³ C 0.29
Formula C₂₁H₂₄N₄O₂S

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 90.1
  • −1 ≤ LogP ≤ 5 3.31
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 396.5
  • LogP ≤ 5 3.31
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 90.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(C(=O)NCCc2scc(Cc3cnc(C)nc3N)c2C)cc1
InChI 
InChI=1S/C21H24N4O2S/c1-13-17(10-16-11-24-14(2)25-20(16)22)12-28-19(13)8-9-23-21(26)15-4-6-18(27-3)7-5-15/h4-7,11-12H,8-10H2,1-3H3,(H,23,26)(H2,22,24,25)
InChIKey 
WNYYFUMDLGBIBZ-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
Binding sites
PF00676

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to KP13_02898.

PDB 7

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

Ligand PDB entry

ChEMBL 15

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)