Ligand profile

CHEMBL3675150

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05261 — Glutaminase

Via homolog UniProt O94925 Formula C₃₄H₄₀N₈O₆S
pchembl 8.52 ~3.0 nM
Mol. weight 688.81 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3675150
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 688.81 Da
LogP (Crippen) 4.75
H-bond donors 4
H-bond acceptors 11
TPSA 186.42 Ų
Rotatable bonds 17
Aromatic rings 4 / 4
Heavy atoms 49
Fraction sp³ C 0.35
Formula C₃₄H₄₀N₈O₆S

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 186.4
  • −1 ≤ LogP ≤ 5 4.75
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 688.8
  • LogP ≤ 5 4.75
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 17
  • TPSA ≤ 140 Ų 186.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCOC(=O)NCc1cccc(CC(=O)Nc2ccc(CCCCc3nnc(NC(=O)Cc4cccc(CNC(=O)OCC)c4)s3)nn2)c1
InChI 
InChI=1S/C34H40N8O6S/c1-3-47-33(45)35-21-25-11-7-9-23(17-25)19-29(43)37-28-16-15-27(39-40-28)13-5-6-14-31-41-42-32(49-31)38-30(44)20-24-10-8-12-26(18-24)22-36-34(46)48-4-2/h7-12,15-18H,3-6,13-14,19-22H2,1-2H3,(H,35,45)(H,36,46)(H,37,40,43)(H,38,42,44)
InChIKey 
HBCZFWFTKGWZJO-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
228973
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)