Ligand profile

CHEMBL3675143

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05261 — Glutaminase

Via homolog UniProt O94925 Formula C₂₆H₂₄Cl₂N₆O₂S
pchembl 8.30 ~5.0 nM
Mol. weight 555.49 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3675143
UniProt (similar protein)
O94925
pchembl
8.300 (~5.0 nM)
Target protein
KP13_05261

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 555.49 Da
LogP (Crippen) 5.56
H-bond donors 2
H-bond acceptors 7
TPSA 109.76 Ų
Rotatable bonds 11
Aromatic rings 4 / 4
Heavy atoms 37
Fraction sp³ C 0.23
Formula C₂₆H₂₄Cl₂N₆O₂S

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 109.8
  • −1 ≤ LogP ≤ 5 5.56
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 555.5
  • LogP ≤ 5 5.56
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 109.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(Cc1ccccc1Cl)Nc1ccc(CCCCc2nnc(NC(=O)Cc3ccccc3Cl)s2)nn1
InChI 
InChI=1S/C26H24Cl2N6O2S/c27-20-10-4-1-7-17(20)15-23(35)29-22-14-13-19(31-32-22)9-3-6-12-25-33-34-26(37-25)30-24(36)16-18-8-2-5-11-21(18)28/h1-2,4-5,7-8,10-11,13-14H,3,6,9,12,15-16H2,(H,29,32,35)(H,30,34,36)
InChIKey 
HHAWWXMTJXJCHP-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
Activity
228966
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)