Ligand profile

CHEMBL1163011

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05149 — Lactoylglutathione lyase

Via homolog UniProt P50107 Formula C₁₇H₂₂BrN₅O₈
pchembl 7.49 ~32.4 nM
Mol. weight 504.29 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1163011
UniProt (similar protein)
P50107
pchembl
7.490 (~32.4 nM)
Target protein
KP13_05149

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 504.29 Da
LogP (Crippen) -0.77
H-bond donors 7
H-bond acceptors 7
TPSA 211.39 Ų
Rotatable bonds 11
Aromatic rings 1 / 1
Heavy atoms 31
Fraction sp³ C 0.35
Formula C₁₇H₂₂BrN₅O₈

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 211.4
  • −1 ≤ LogP ≤ 5 -0.77
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 504.3
  • LogP ≤ 5 -0.77
  • H-bond donors ≤ 5 7
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 211.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
N[C@@H](CNC(=O)N[C@@H](CCC(=O)N(O)c1ccc(Br)cc1)C(=O)NCC(=O)O)C(=O)O
InChI 
InChI=1S/C17H22BrN5O8/c18-9-1-3-10(4-2-9)23(31)13(24)6-5-12(15(27)20-8-14(25)26)22-17(30)21-7-11(19)16(28)29/h1-4,11-12,31H,5-8,19H2,(H,20,27)(H,25,26)(H,28,29)(H2,21,22,30)/t11-,12-/m0/s1
InChIKey 
SGBJSVOLVPYQRY-RYUDHWBXSA-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)