Binder profile

ZINC3297221

Virtual-screening candidate from ZINC.

Bound to: PA1498 — pyruvate kinase

Via homolog UniProt P14618 C25H23N3O4S

Tanimoto 0.79

Mol. weight 461.54 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: ZINC3297221
UniProt (similar protein): P14618
Tanimoto: 0.790
Target protein: PA1498

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 461.54 Da

LogP (Crippen) 3.43

H-bond donors 3

H-bond acceptors 5

TPSA 100.29 Å²

Rotatable bonds 9

Aromatic rings 4 / 4

Heavy atoms 33

Fraction sp³ C 0.16

Formula C25H23N3O4S

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.

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 461.5
LogP ≤ 5 3.43
H-bond donors ≤ 5 3
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 9
TPSA ≤ 140 Å² 100.3

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

O=C(COC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)c1cccs1)NCc1ccccc1

InChI

InChI=1S/C25H23N3O4S/c29-23(27-14-17-7-2-1-3-8-17)16-32-25(31)21(28-24(30)22-11-6-12-33-22)13-18-15-26-20-10-5-4-9-19(18)20/h1-12,15,21,26H,13-14,16H2,(H,27,29)(H,28,30)/t21-/m0/s1

InChIKey

KPZKVFUTMXFURV-NRFANRHFSA-N

Provenance

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

Method: LigQ nearest_k
Query: CHEMBL1348360
Homolog: P14618

External resources

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

ZINC ZINC15 ZINC3297221 →
ZINC ZINC20 ZINC3297221 →
UniProt UniProt P14618 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “ZINC3297221”) →

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 69

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 49

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)