Ligand profile

CHEMBL3947372

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05261 — Glutaminase

Via homolog UniProt O94925 Formula C₃₀H₃₀F₃N₇O₄S
pchembl 8.40 ~4.0 nM
Mol. weight 641.68 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3947372
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 641.68 Da
LogP (Crippen) 3.80
H-bond donors 4
H-bond acceptors 9
TPSA 159.09 Ų
Rotatable bonds 14
Aromatic rings 4 / 4
Heavy atoms 45
Fraction sp³ C 0.30
Formula C₃₀H₃₀F₃N₇O₄S

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 159.1
  • −1 ≤ LogP ≤ 5 3.80
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 641.7
  • LogP ≤ 5 3.80
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 14
  • TPSA ≤ 140 Ų 159.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(Cc1ccccc1)Nc1ccc(CCCCc2nnc(NC(=O)Cc3cccc(CNC(=O)C(O)C(F)(F)F)c3)s2)nn1
InChI 
InChI=1S/C30H30F3N7O4S/c31-30(32,33)27(43)28(44)34-18-21-10-6-9-20(15-21)17-25(42)36-29-40-39-26(45-29)12-5-4-11-22-13-14-23(38-37-22)35-24(41)16-19-7-2-1-3-8-19/h1-3,6-10,13-15,27,43H,4-5,11-12,16-18H2,(H,34,44)(H,35,38,41)(H,36,40,42)
InChIKey 
RXLBEOUXMNFTGI-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
772746
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)