Ligand profile

CHEMBL3679987

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05261 — Glutaminase

Via homolog UniProt O94925 Formula C₃₃H₃₈FN₇O₄S
pchembl 8.30 ~5.0 nM
Mol. weight 647.78 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3679987
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 647.78 Da
LogP (Crippen) 5.98
H-bond donors 3
H-bond acceptors 9
TPSA 148.09 Ų
Rotatable bonds 13
Aromatic rings 4 / 4
Heavy atoms 46
Fraction sp³ C 0.36
Formula C₃₃H₃₈FN₇O₄S

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 148.1
  • −1 ≤ LogP ≤ 5 5.98
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 647.8
  • LogP ≤ 5 5.98
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • TPSA ≤ 140 Ų 148.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(NC(=O)OC(C)(C)C)c1cc(CC(=O)Nc2ccc(CCCCc3nnc(NC(=O)Cc4ccccc4)s3)nn2)ccc1F
InChI 
InChI=1S/C33H38FN7O4S/c1-21(35-32(44)45-33(2,3)4)25-18-23(14-16-26(25)34)20-28(42)36-27-17-15-24(38-39-27)12-8-9-13-30-40-41-31(46-30)37-29(43)19-22-10-6-5-7-11-22/h5-7,10-11,14-18,21H,8-9,12-13,19-20H2,1-4H3,(H,35,44)(H,36,39,42)(H,37,41,43)
InChIKey 
VMJRDYNITLNGAA-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
229047
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)