Ligand profile

CHEMBL4454263

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05261 — Glutaminase

Via homolog UniProt O94925 Formula C₂₃H₂₆N₁₀O₂S₂
pchembl 9.30 ~0.5 nM
Mol. weight 538.66 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4454263
UniProt (similar protein)
O94925
pchembl
9.300 (~0.5 nM)
Target protein
KP13_05261

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 538.66 Da
LogP (Crippen) 2.66
H-bond donors 2
H-bond acceptors 12
TPSA 145.40 Ų
Rotatable bonds 8
Aromatic rings 4 / 6
Heavy atoms 37
Fraction sp³ C 0.48
Formula C₂₃H₂₆N₁₀O₂S₂

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 145.4
  • −1 ≤ LogP ≤ 5 2.66
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 538.7
  • LogP ≤ 5 2.66
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 145.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cn1ccc(CC(=O)Nc2nnc([C@H]3CC4(C[C@H](c5nnc(NC(=O)Cc6ccn(C)n6)s5)C4)C3)s2)n1
InChI 
InChI=1S/C23H26N10O2S2/c1-32-5-3-15(30-32)7-17(34)24-21-28-26-19(36-21)13-9-23(10-13)11-14(12-23)20-27-29-22(37-20)25-18(35)8-16-4-6-33(2)31-16/h3-6,13-14H,7-12H2,1-2H3,(H,24,28,34)(H,25,29,35)/t13-,14-,23?
InChIKey 
GFQQMSSEDOSDLD-WJKUNYMBSA-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
PF04960

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_05261.

PDB 14

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

Ligand PDB entry

ChEMBL 99

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)