Ligand profile

CHEMBL3679985

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05261 — Glutaminase

Via homolog UniProt O94925 Formula C₃₀H₃₀N₈O₃S
pchembl 8.40 ~4.0 nM
Mol. weight 582.69 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3679985
UniProt (similar protein)
O94925
pchembl
8.400 (~4.0 nM)
Target protein
KP13_05261

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 582.69 Da
LogP (Crippen) 4.54
H-bond donors 2
H-bond acceptors 10
TPSA 148.68 Ų
Rotatable bonds 13
Aromatic rings 5 / 5
Heavy atoms 42
Fraction sp³ C 0.27
Formula C₃₀H₃₀N₈O₃S

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 148.7
  • −1 ≤ LogP ≤ 5 4.54
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 582.7
  • LogP ≤ 5 4.54
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • TPSA ≤ 140 Ų 148.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1nnc(Cc2cccc(CC(=O)Nc3ccc(CCCCc4nnc(NC(=O)Cc5ccccc5)s4)nn3)c2)o1
InChI 
InChI=1S/C30H30N8O3S/c1-20-33-36-28(41-20)19-23-11-7-10-22(16-23)18-26(39)31-25-15-14-24(34-35-25)12-5-6-13-29-37-38-30(42-29)32-27(40)17-21-8-3-2-4-9-21/h2-4,7-11,14-16H,5-6,12-13,17-19H2,1H3,(H,31,35,39)(H,32,38,40)
InChIKey 
VBYIFRKEBZRXKN-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
229045
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)