Binder profile

ZINC35851503

Virtual-screening candidate from ZINC.

Bound to: PA1498 — pyruvate kinase

Via homolog UniProt P14618 C18H23N3O3

Tanimoto 1.00

Mol. weight 329.40 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: ZINC35851503
UniProt (similar protein): P14618
Tanimoto: 1.000
Target protein: PA1498

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 329.40 Da

LogP (Crippen) 2.51

H-bond donors 1

H-bond acceptors 4

TPSA 65.64 Å²

Rotatable bonds 4

Aromatic rings 2 / 3

Heavy atoms 24

Fraction sp³ C 0.44

Formula C18H23N3O3

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 329.4
LogP ≤ 5 2.51
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 4

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 65.6

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCOC(=O)N1CCN([C@@H](C)C(=O)c2c[nH]c3ccccc23)CC1

InChI

InChI=1S/C18H23N3O3/c1-3-24-18(23)21-10-8-20(9-11-21)13(2)17(22)15-12-19-16-7-5-4-6-14(15)16/h4-7,12-13,19H,3,8-11H2,1-2H3/t13-/m0/s1

InChIKey

KYEYJIDTXVQRBZ-ZDUSSCGKSA-N

Provenance

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

Method: LigQ nearest_k
Query: CHEMBL1588121
Homolog: P14618

External resources

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

ZINC ZINC15 ZINC35851503 →
ZINC ZINC20 ZINC35851503 →
UniProt UniProt P14618 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “ZINC35851503”) →

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)