Ligand profile

CHEMBL3675154

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05261 — Glutaminase

Via homolog UniProt O94925 Formula C₃₁H₃₂F₃N₇O₄S

pchembl 8.40 ~4.0 nM

Mol. weight 655.70 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3675154
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 655.70 Da

LogP (Crippen) 4.19

H-bond donors 4

H-bond acceptors 9

TPSA 159.09 Å²

Rotatable bonds 15

Aromatic rings 4 / 4

Heavy atoms 46

Fraction sp³ C 0.32

Formula C₃₁H₃₂F₃N₇O₄S

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 159.1
−1 ≤ LogP ≤ 5 4.19

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 655.7
LogP ≤ 5 4.19
H-bond donors ≤ 5 4
H-bond acceptors ≤ 10 9

Veber's rules Fail

Rotatable bonds ≤ 10 15
TPSA ≤ 140 Å² 159.1

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

O=C(CC(O)C(F)(F)F)NCc1cccc(CC(=O)Nc2nnc(CCCCc3ccc(NC(=O)Cc4ccccc4)nn3)s2)c1

InChI

InChI=1S/C31H32F3N7O4S/c32-31(33,34)24(42)18-26(43)35-19-22-10-6-9-21(15-22)17-28(45)37-30-41-40-29(46-30)12-5-4-11-23-13-14-25(39-38-23)36-27(44)16-20-7-2-1-3-8-20/h1-3,6-10,13-15,24,42H,4-5,11-12,16-19H2,(H,35,43)(H,36,39,44)(H,37,41,45)

InChIKey

JEHNOKCOJXSWSP-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: 228978
Curation: pdb_similarity_tanimoto
Binding sites: PF04960

External resources

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

ChEMBL ChEMBL compound CHEMBL3675154 →
UniProt UniProt O94925 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3675154”) →

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)