Ligand profile

CHEMBL3674981

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05261 — Glutaminase

Via homolog UniProt O94925 Formula C₃₃H₃₉N₇O₄S

pchembl 8.40 ~4.0 nM

Mol. weight 629.79 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3674981
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 629.79 Da

LogP (Crippen) 5.62

H-bond donors 2

H-bond acceptors 9

TPSA 139.30 Å²

Rotatable bonds 13

Aromatic rings 4 / 4

Heavy atoms 45

Fraction sp³ C 0.36

Formula C₃₃H₃₉N₇O₄S

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 139.3
−1 ≤ LogP ≤ 5 5.62

Lipinski's Rule of Five Fail 2 violations

MW ≤ 500 Da 629.8
LogP ≤ 5 5.62
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 9

Veber's rules Fail

Rotatable bonds ≤ 10 13
TPSA ≤ 140 Å² 139.3

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CN(Cc1cccc(CC(=O)Nc2nnc(CCCCc3ccc(NC(=O)Cc4ccccc4)nn3)s2)c1)C(=O)OC(C)(C)C

InChI

InChI=1S/C33H39N7O4S/c1-33(2,3)44-32(43)40(4)22-25-14-10-13-24(19-25)21-29(42)35-31-39-38-30(45-31)16-9-8-15-26-17-18-27(37-36-26)34-28(41)20-23-11-6-5-7-12-23/h5-7,10-14,17-19H,8-9,15-16,20-22H2,1-4H3,(H,34,37,41)(H,35,39,42)

InChIKey

WNQUJQRXLDDBIP-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: 228800
Curation: pdb_similarity_tanimoto
Binding sites: PF04960

External resources

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

ChEMBL ChEMBL compound CHEMBL3674981 →
UniProt UniProt O94925 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3674981”) →

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)