Ligand profile

CHEMBL3220930

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05149 — Lactoylglutathione lyase

Via homolog UniProt Q04760 Formula C₂₅H₂₂FN₅O₄S
pchembl 7.29 ~51.3 nM
Mol. weight 507.55 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3220930
UniProt (similar protein)
Q04760
pchembl
7.290 (~51.3 nM)
Target protein
KP13_05149

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 507.55 Da
LogP (Crippen) 4.83
H-bond donors 3
H-bond acceptors 8
TPSA 122.31 Ų
Rotatable bonds 9
Aromatic rings 4 / 4
Heavy atoms 36
Fraction sp³ C 0.08
Formula C₂₅H₂₂FN₅O₄S

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 122.3
  • −1 ≤ LogP ≤ 5 4.83
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 507.5
  • LogP ≤ 5 4.83
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 122.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CS(=O)(=O)Nc1ccccc1Nc1nc(Nc2ccc(C(=O)OCc3ccccc3)cc2)ncc1F
InChI 
InChI=1S/C25H22FN5O4S/c1-36(33,34)31-22-10-6-5-9-21(22)29-23-20(26)15-27-25(30-23)28-19-13-11-18(12-14-19)24(32)35-16-17-7-3-2-4-8-17/h2-15,31H,16H2,1H3,(H2,27,28,29,30)
InChIKey 
XXYATBBXOIXAIW-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
PF00903

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_05149.

PDB 16

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

Ligand PDB entry

ChEMBL 60

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)