Ligand profile

CHEMBL3679999

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05261 — Glutaminase

Via homolog UniProt O94925 Formula C₂₇H₂₆F₂N₆O₃S
pchembl 8.40 ~4.0 nM
Mol. weight 552.61 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3679999
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 552.61 Da
LogP (Crippen) 4.86
H-bond donors 2
H-bond acceptors 8
TPSA 118.99 Ų
Rotatable bonds 13
Aromatic rings 4 / 4
Heavy atoms 39
Fraction sp³ C 0.26
Formula C₂₇H₂₆F₂N₆O₃S

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 4.86
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 552.6
  • LogP ≤ 5 4.86
  • 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(OC(F)F)c1)Nc1ccc(CCCCc2nnc(NC(=O)Cc3ccccc3)s2)nn1
InChI 
InChI=1S/C27H26F2N6O3S/c28-26(29)38-21-11-6-9-19(15-21)17-23(36)30-22-14-13-20(32-33-22)10-4-5-12-25-34-35-27(39-25)31-24(37)16-18-7-2-1-3-8-18/h1-3,6-9,11,13-15,26H,4-5,10,12,16-17H2,(H,30,33,36)(H,31,35,37)
InChIKey 
KRTRGYMEOYWRKI-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
229059
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)