Ligand profile

CHEMBL3679991

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05261 — Glutaminase

Via homolog UniProt O94925 Formula C₂₈H₂₇F₃N₆O₄S
pchembl 8.30 ~5.0 nM
Mol. weight 600.62 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3679991
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 600.62 Da
LogP (Crippen) 5.16
H-bond donors 2
H-bond acceptors 9
TPSA 128.22 Ų
Rotatable bonds 13
Aromatic rings 4 / 4
Heavy atoms 42
Fraction sp³ C 0.29
Formula C₂₈H₂₇F₃N₆O₄S

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 128.2
  • −1 ≤ LogP ≤ 5 5.16
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 600.6
  • LogP ≤ 5 5.16
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • TPSA ≤ 140 Ų 128.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1cccc(CC(=O)Nc2nnc(CCCCc3ccc(NC(=O)Cc4cccc(OC(F)(F)F)c4)nn3)s2)c1
InChI 
InChI=1S/C28H27F3N6O4S/c1-40-21-9-4-6-18(14-21)17-25(39)33-27-37-36-26(42-27)11-3-2-8-20-12-13-23(35-34-20)32-24(38)16-19-7-5-10-22(15-19)41-28(29,30)31/h4-7,9-10,12-15H,2-3,8,11,16-17H2,1H3,(H,32,35,38)(H,33,37,39)
InChIKey 
VPGRTCFKGYVIOS-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
229051
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)