Ligand profile

CHEMBL4547874

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05261 — Glutaminase

Via homolog UniProt O94925 Formula C₂₇H₂₄F₃N₇O₃S
pchembl 9.70 ~0.2 nM
Mol. weight 583.60 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4547874
UniProt (similar protein)
O94925
pchembl
9.700 (~0.2 nM)
Target protein
KP13_05261

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 583.60 Da
LogP (Crippen) 4.72
H-bond donors 2
H-bond acceptors 9
TPSA 131.88 Ų
Rotatable bonds 10
Aromatic rings 4 / 5
Heavy atoms 41
Fraction sp³ C 0.30
Formula C₂₇H₂₄F₃N₇O₃S

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 131.9
  • −1 ≤ LogP ≤ 5 4.72
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 583.6
  • LogP ≤ 5 4.72
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 9
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 131.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(Cc1cccc(OC(F)(F)F)c1)Nc1ccc(C[C@H]2C[C@@H](c3nnc(NC(=O)Cc4ccccn4)s3)C2)nn1
InChI 
InChI=1S/C27H24F3N7O3S/c28-27(29,30)40-21-6-3-4-16(13-21)14-23(38)32-22-8-7-20(34-35-22)12-17-10-18(11-17)25-36-37-26(41-25)33-24(39)15-19-5-1-2-9-31-19/h1-9,13,17-18H,10-12,14-15H2,(H,32,35,38)(H,33,37,39)/t17-,18+
InChIKey 
NGGJWHRHXQHWAX-HDICACEKSA-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
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)