Ligand profile

CHEMBL3675058

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05261 — Glutaminase

Via homolog UniProt O94925 Formula C₃₃H₃₅F₂N₇O₃S
pchembl 8.52 ~3.0 nM
Mol. weight 647.75 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3675058
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 647.75 Da
LogP (Crippen) 5.06
H-bond donors 2
H-bond acceptors 8
TPSA 130.07 Ų
Rotatable bonds 13
Aromatic rings 4 / 5
Heavy atoms 46
Fraction sp³ C 0.36
Formula C₃₃H₃₅F₂N₇O₃S

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 130.1
  • −1 ≤ LogP ≤ 5 5.06
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 647.8
  • LogP ≤ 5 5.06
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • TPSA ≤ 140 Ų 130.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(Cc1ccccc1)Nc1ccc(CCCCc2nnc(NC(=O)Cc3cccc(CC(=O)N4CCC(F)(F)CC4)c3)s2)nn1
InChI 
InChI=1S/C33H35F2N7O3S/c34-33(35)15-17-42(18-16-33)31(45)22-25-10-6-9-24(19-25)21-29(44)37-32-41-40-30(46-32)12-5-4-11-26-13-14-27(39-38-26)36-28(43)20-23-7-2-1-3-8-23/h1-3,6-10,13-14,19H,4-5,11-12,15-18,20-22H2,(H,36,39,43)(H,37,41,44)
InChIKey 
GRYGGDURZNACRO-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
228880
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)