Ligand profile

CHEMBL3690942

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2642 — sodium:solute symporter family protein

Via homolog UniProt P13866 Formula C₂₄H₂₇N₃O₃S

pchembl 8.82 ~1.5 nM

Mol. weight 437.57 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3690942
UniProt (similar protein): P13866
pchembl: 8.820 (~1.5 nM)
Target protein: VK055_2642

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 437.57 Da

LogP (Crippen) 4.26

H-bond donors 1

H-bond acceptors 5

TPSA 81.06 Å²

Rotatable bonds 6

Aromatic rings 3 / 4

Heavy atoms 31

Fraction sp³ C 0.33

Formula C₂₄H₂₇N₃O₃S

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.

TPSA ≤ 90 Å² 81.1
−1 ≤ LogP ≤ 5 4.26

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 437.6
LogP ≤ 5 4.26
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 81.1

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCCc1cccc(-c2cc(NC(=O)C3CCS(=O)(=O)CC3)nn2-c2ccccc2)c1

InChI

InChI=1S/C24H27N3O3S/c1-2-7-18-8-6-9-20(16-18)22-17-23(26-27(22)21-10-4-3-5-11-21)25-24(28)19-12-14-31(29,30)15-13-19/h3-6,8-11,16-17,19H,2,7,12-15H2,1H3,(H,25,26,28)

InChIKey

YSGCZHVAYMWUBC-UHFFFAOYSA-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
Activity: 265806
Binding sites: PF00474

External resources

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

ChEMBL ChEMBL compound CHEMBL3690942 →
UniProt UniProt P13866 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3690942”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_2642.

ChEMBL 99

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)