Ligand profile

CHEMBL3968421

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_04217 — Thioredoxin reductase

Via homolog UniProt C4LW95 Formula C₂₃H₂₀N₂O₄S

pchembl 6.16 ~691.8 nM

Mol. weight 420.49 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3968421
UniProt (similar protein): C4LW95
pchembl: 6.160 (~691.8 nM)
Target protein: KP13_04217

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 420.49 Da

LogP (Crippen) 5.10

H-bond donors 0

H-bond acceptors 6

TPSA 64.27 Å²

Rotatable bonds 6

Aromatic rings 3 / 4

Heavy atoms 30

Fraction sp³ C 0.13

Formula C₂₃H₂₀N₂O₄S

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 64.3
−1 ≤ LogP ≤ 5 5.10

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 420.5
LogP ≤ 5 5.10
H-bond donors ≤ 5 0
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 64.3

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COc1ccc(OC)c(/C=C2\S/C(=N\c3ccccc3)N(Cc3ccco3)C2=O)c1

InChI

InChI=1S/C23H20N2O4S/c1-27-18-10-11-20(28-2)16(13-18)14-21-22(26)25(15-19-9-6-12-29-19)23(30-21)24-17-7-4-3-5-8-17/h3-14H,15H2,1-2H3/b21-14-,24-23-

InChIKey

YANSBWSTUPZPBC-PZUCIDFCSA-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
Binding sites: PF07992

External resources

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

ChEMBL ChEMBL compound CHEMBL3968421 →
UniProt UniProt C4LW95 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3968421”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_04217.

PDB 5

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

Ligand PDB entry

ChEMBL 15

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)