Ligand profile

CHEMBL3680000

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05261 — Glutaminase

Via homolog UniProt O94925 Formula C₂₈H₂₇F₃N₆O₃S
pchembl 8.40 ~4.0 nM
Mol. weight 584.62 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3680000
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 584.62 Da
LogP (Crippen) 5.20
H-bond donors 2
H-bond acceptors 8
TPSA 118.99 Ų
Rotatable bonds 13
Aromatic rings 4 / 4
Heavy atoms 41
Fraction sp³ C 0.29
Formula C₂₈H₂₇F₃N₆O₃S

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 119.0
  • −1 ≤ LogP ≤ 5 5.20
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 584.6
  • LogP ≤ 5 5.20
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • TPSA ≤ 140 Ų 119.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(Cc1cccc(OCC(F)(F)F)c1)Nc1ccc(CCCCc2nnc(NC(=O)Cc3ccccc3)s2)nn1
InChI 
InChI=1S/C28H27F3N6O3S/c29-28(30,31)18-40-22-11-6-9-20(15-22)17-24(38)32-23-14-13-21(34-35-23)10-4-5-12-26-36-37-27(41-26)33-25(39)16-19-7-2-1-3-8-19/h1-3,6-9,11,13-15H,4-5,10,12,16-18H2,(H,32,35,38)(H,33,37,39)
InChIKey 
KATAZNVAEYWZLL-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
229060
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)