Binder profile

ZINC8774478

Virtual-screening candidate from ZINC.

Bound to: PA1498 — pyruvate kinase

Via homolog UniProt P14618 C26H25N3O5S

Tanimoto 0.80

Mol. weight 491.57 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: ZINC8774478
UniProt (similar protein): P14618
Tanimoto: 0.800
Target protein: PA1498

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 491.57 Da

LogP (Crippen) 3.44

H-bond donors 3

H-bond acceptors 6

TPSA 109.52 Å²

Rotatable bonds 10

Aromatic rings 4 / 4

Heavy atoms 35

Fraction sp³ C 0.19

Formula C26H25N3O5S

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 491.6
LogP ≤ 5 3.44
H-bond donors ≤ 5 3
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 10
TPSA ≤ 140 Å² 109.5

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COc1ccc(CNC(=O)COC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)c2cccs2)cc1

InChI

InChI=1S/C26H25N3O5S/c1-33-19-10-8-17(9-11-19)14-28-24(30)16-34-26(32)22(29-25(31)23-7-4-12-35-23)13-18-15-27-21-6-3-2-5-20(18)21/h2-12,15,22,27H,13-14,16H2,1H3,(H,28,30)(H,29,31)/t22-/m0/s1

InChIKey

FAWYIQXHIRKEBJ-QFIPXVFZSA-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 ZINC8774478 →
ZINC ZINC20 ZINC8774478 →
UniProt UniProt P14618 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “ZINC8774478”) →

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)