Ligand profile

CHEMBL549339

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05149 — Lactoylglutathione lyase

Via homolog UniProt P50107 Formula C₂₀H₂₄BrF₃N₄O₁₀
pchembl 8.21 ~6.2 nM
Mol. weight 617.33 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL549339
UniProt (similar protein)
P50107
pchembl
8.210 (~6.2 nM)
Target protein
KP13_05149

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 617.33 Da
LogP (Crippen) 0.46
H-bond donors 7
H-bond acceptors 8
TPSA 236.66 Ų
Rotatable bonds 12
Aromatic rings 1 / 1
Heavy atoms 38
Fraction sp³ C 0.40
Formula C₂₀H₂₄BrF₃N₄O₁₀

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 236.7
  • −1 ≤ LogP ≤ 5 0.46
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 617.3
  • LogP ≤ 5 0.46
  • H-bond donors ≤ 5 7
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 12
  • TPSA ≤ 140 Ų 236.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
N[C@@H](CCC(=O)N[C@@H](CCC(=O)N(O)c1ccc(Br)cc1)C(=O)NCC(=O)O)C(=O)O.O=C(O)C(F)(F)F
InChI 
InChI=1S/C18H23BrN4O8.C2HF3O2/c19-10-1-3-11(4-2-10)23(31)15(25)8-6-13(17(28)21-9-16(26)27)22-14(24)7-5-12(20)18(29)30;3-2(4,5)1(6)7/h1-4,12-13,31H,5-9,20H2,(H,21,28)(H,22,24)(H,26,27)(H,29,30);(H,6,7)/t12-,13-;/m0./s1
InChIKey 
MCKVGFOAKZUTCG-QNTKWALQSA-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)