Binder profile

CHEMBL2206154

Bioactivity hit from ChEMBL on a similar protein.

Bound to: PA1498 — pyruvate kinase

Via homolog UniProt Q6GG09 C21H17N3O2

pchembl 7.38

Mol. weight 343.39 Da

Permeability High

PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL2206154
UniProt (similar protein): Q6GG09
pchembl: 7.380
Target protein: PA1498

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 343.39 Da

LogP (Crippen) 4.18

H-bond donors 3

H-bond acceptors 3

TPSA 77.48 Å²

Rotatable bonds 3

Aromatic rings 4 / 4

Heavy atoms 26

Fraction sp³ C 0.05

Formula C21H17N3O2

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

Estimated from TPSA and LogP only: TPSA ≤ 90 Å² and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 343.4
LogP ≤ 5 4.18
H-bond donors ≤ 5 3
H-bond acceptors ≤ 10 3

Veber's rules Pass

Rotatable bonds ≤ 10 3
TPSA ≤ 140 Å² 77.5

PAINS Alert

Matches PAINS filter: hzone_acyl_naphthol(22). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

C/C(=N\NC(=O)c1cc2ccccc2cc1O)c1cc2ccccc2[nH]1

InChI

InChI=1S/C21H17N3O2/c1-13(19-11-16-8-4-5-9-18(16)22-19)23-24-21(26)17-10-14-6-2-3-7-15(14)12-20(17)25/h2-12,22,25H,1H3,(H,24,26)/b23-13+

InChIKey

MIYVAEVHESBYKB-YDZHTSKRSA-N

Provenance

Annotation context from LigQ_2, the internal TPW step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method: LigQ nearest_k
Source: ChEMBL
Curation: pdb_similarity_tanimoto
Binding sites: PF02887

External resources

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

ChEMBL ChEMBL compound CHEMBL2206154 →
UniProt UniProt Q6GG09 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL2206154”) →

Other binders for this protein

Quick navigation to other ligands bound to PA1498.

PDB 10

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 68

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)