Ligand profile

CHEMBL5941885

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05261 — Glutaminase

Via homolog UniProt O94925 Formula C₃₁H₃₆N₈O₂S
pchembl 8.40 ~4.0 nM
Mol. weight 584.75 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5941885
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 584.75 Da
LogP (Crippen) 3.99
H-bond donors 4
H-bond acceptors 9
TPSA 153.84 Ų
Rotatable bonds 14
Aromatic rings 4 / 4
Heavy atoms 42
Fraction sp³ C 0.26
Formula C₃₁H₃₆N₈O₂S

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 153.8
  • −1 ≤ LogP ≤ 5 3.99
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 584.8
  • LogP ≤ 5 3.99
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 14
  • TPSA ≤ 140 Ų 153.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1nccn1Cc1cccc(CC(=O)N/C(N)=C/C=C(\N)CCCCc2nnc(NC(=O)Cc3ccccc3)s2)c1
InChI 
InChI=1S/C31H36N8O2S/c1-22-34-16-17-39(22)21-25-11-7-10-24(18-25)20-28(40)35-27(33)15-14-26(32)12-5-6-13-30-37-38-31(42-30)36-29(41)19-23-8-3-2-4-9-23/h2-4,7-11,14-18H,5-6,12-13,19-21,32-33H2,1H3,(H,35,40)(H,36,38,41)/b26-14-,27-15+
InChIKey 
TWZJKITVYUIYKF-ASYRIYPMSA-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
772691
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)