Ligand profile

CHEMBL3675151

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05261 — Glutaminase

Via homolog UniProt O94925 Formula C₃₂H₃₆N₈O₆S

pchembl 8.40 ~4.0 nM

Mol. weight 660.76 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3675151
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 660.76 Da

LogP (Crippen) 3.97

H-bond donors 4

H-bond acceptors 11

TPSA 186.42 Å²

Rotatable bonds 15

Aromatic rings 4 / 4

Heavy atoms 47

Fraction sp³ C 0.31

Formula C₃₂H₃₆N₈O₆S

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 Å² and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

TPSA ≤ 90 Å² 186.4
−1 ≤ LogP ≤ 5 3.97

Lipinski's Rule of Five Fail 2 violations

MW ≤ 500 Da 660.8
LogP ≤ 5 3.97
H-bond donors ≤ 5 4
H-bond acceptors ≤ 10 11

Veber's rules Fail

Rotatable bonds ≤ 10 15
TPSA ≤ 140 Å² 186.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COC(=O)NCc1cccc(CC(=O)Nc2ccc(CCCCc3nnc(NC(=O)Cc4cccc(CNC(=O)OC)c4)s3)nn2)c1

InChI

InChI=1S/C32H36N8O6S/c1-45-31(43)33-19-23-9-5-7-21(15-23)17-27(41)35-26-14-13-25(37-38-26)11-3-4-12-29-39-40-30(47-29)36-28(42)18-22-8-6-10-24(16-22)20-34-32(44)46-2/h5-10,13-16H,3-4,11-12,17-20H2,1-2H3,(H,33,43)(H,34,44)(H,35,38,41)(H,36,40,42)

InChIKey

OODJPFHOUMNNJM-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: 228974
Curation: pdb_similarity_tanimoto
Binding sites: PF04960

External resources

Open this ligand in third-party databases and cheminformatics tools.

ChEMBL ChEMBL compound CHEMBL3675151 →
UniProt UniProt O94925 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3675151”) →

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)