Ligand profile

CHEMBL3675153

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05261 — Glutaminase

Via homolog UniProt O94925 Formula C₃₆H₃₇N₇O₄S
pchembl 8.52 ~3.0 nM
Mol. weight 663.80 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3675153
UniProt (similar protein)
O94925
pchembl
8.520 (~3.0 nM)
Target protein
KP13_05261

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 663.80 Da
LogP (Crippen) 5.38
H-bond donors 4
H-bond acceptors 9
TPSA 159.09 Ų
Rotatable bonds 15
Aromatic rings 5 / 5
Heavy atoms 48
Fraction sp³ C 0.25
Formula C₃₆H₃₇N₇O₄S

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 159.1
  • −1 ≤ LogP ≤ 5 5.38
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 663.8
  • LogP ≤ 5 5.38
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 15
  • TPSA ≤ 140 Ų 159.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(C(=O)NCc1cccc(CC(=O)Nc2nnc(CCCCc3ccc(NC(=O)Cc4ccccc4)nn3)s2)c1)c1ccc(O)cc1
InChI 
InChI=1S/C36H37N7O4S/c1-24(28-14-17-30(44)18-15-28)35(47)37-23-27-11-7-10-26(20-27)22-33(46)39-36-43-42-34(48-36)13-6-5-12-29-16-19-31(41-40-29)38-32(45)21-25-8-3-2-4-9-25/h2-4,7-11,14-20,24,44H,5-6,12-13,21-23H2,1H3,(H,37,47)(H,38,41,45)(H,39,43,46)
InChIKey 
LBGDWOGXVPJISA-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
228977
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)