Ligand profile

CHEMBL3679972

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05261 — Glutaminase

Via homolog UniProt O94925 Formula C₃₄H₄₁N₇O₄S
pchembl 8.30 ~5.0 nM
Mol. weight 643.81 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3679972
UniProt (similar protein)
O94925
pchembl
8.300 (~5.0 nM)
Target protein
KP13_05261

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 643.81 Da
LogP (Crippen) 6.02
H-bond donors 3
H-bond acceptors 9
TPSA 148.09 Ų
Rotatable bonds 13
Aromatic rings 4 / 4
Heavy atoms 46
Fraction sp³ C 0.38
Formula C₃₄H₄₁N₇O₄S

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 148.1
  • −1 ≤ LogP ≤ 5 6.02
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 643.8
  • LogP ≤ 5 6.02
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • TPSA ≤ 140 Ų 148.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(C)(C)OC(=O)NC(C)(C)c1cccc(CC(=O)Nc2ccc(CCCCc3nnc(NC(=O)Cc4ccccc4)s3)nn2)c1
InChI 
InChI=1S/C34H41N7O4S/c1-33(2,3)45-32(44)37-34(4,5)25-15-11-14-24(20-25)22-28(42)35-27-19-18-26(38-39-27)16-9-10-17-30-40-41-31(46-30)36-29(43)21-23-12-7-6-8-13-23/h6-8,11-15,18-20H,9-10,16-17,21-22H2,1-5H3,(H,37,44)(H,35,39,42)(H,36,41,43)
InChIKey 
GESMQLZDKBINBS-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
229032
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)