Ligand profile

CHEMBL3675117

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05261 — Glutaminase

Via homolog UniProt O94925 Formula C₂₆H₂₅FN₆O₃S
pchembl 8.40 ~4.0 nM
Mol. weight 520.59 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3675117
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 520.59 Da
LogP (Crippen) 4.10
H-bond donors 3
H-bond acceptors 8
TPSA 129.99 Ų
Rotatable bonds 11
Aromatic rings 4 / 4
Heavy atoms 37
Fraction sp³ C 0.23
Formula C₂₆H₂₅FN₆O₃S

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 130.0
  • −1 ≤ LogP ≤ 5 4.10
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 520.6
  • LogP ≤ 5 4.10
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 130.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(Cc1ccccc1)Nc1ccc(CCCCc2nnc(NC(=O)Cc3ccc(F)c(O)c3)s2)nn1
InChI 
InChI=1S/C26H25FN6O3S/c27-20-12-10-18(14-21(20)34)16-24(36)29-26-33-32-25(37-26)9-5-4-8-19-11-13-22(31-30-19)28-23(35)15-17-6-2-1-3-7-17/h1-3,6-7,10-14,34H,4-5,8-9,15-16H2,(H,28,31,35)(H,29,33,36)
InChIKey 
LDTYJJGNGZMPPN-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
228939
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)