Ligand profile

CHEMBL5207321

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05261 — Glutaminase

Via homolog UniProt O94925 Formula C₃₁H₃₄F₃N₁₁O₃S₂
pchembl 8.31 ~4.9 nM
Mol. weight 729.81 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5207321
UniProt (similar protein)
O94925
pchembl
8.310 (~4.9 nM)
Target protein
KP13_05261

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 729.81 Da
LogP (Crippen) 5.17
H-bond donors 3
H-bond acceptors 14
TPSA 164.97 Ų
Rotatable bonds 13
Aromatic rings 4 / 6
Heavy atoms 50
Fraction sp³ C 0.42
Formula C₃₁H₃₄F₃N₁₁O₃S₂

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 165.0
  • −1 ≤ LogP ≤ 5 5.17
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 729.8
  • LogP ≤ 5 5.17
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • TPSA ≤ 140 Ų 165.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CO[C@@H](C(=O)Nc1nnc(NC2CCN(c3nnc(NC(=O)CCc4cn(CC5=CC=C(C(F)(F)F)CC5)nn4)s3)CC2)s1)c1ccccc1
InChI 
InChI=1S/C31H34F3N11O3S2/c1-48-25(20-5-3-2-4-6-20)26(47)37-29-40-39-27(49-29)35-22-13-15-44(16-14-22)30-42-41-28(50-30)36-24(46)12-11-23-18-45(43-38-23)17-19-7-9-21(10-8-19)31(32,33)34/h2-7,9,18,22,25H,8,10-17H2,1H3,(H,35,39)(H,36,41,46)(H,37,40,47)/t25-/m1/s1
InChIKey 
DUKYZIKEIRAFFU-RUZDIDTESA-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)