Ligand profile

CHEMBL196687

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3684 — glycogen/starch/alpha-glucan phosphorylases family protein

Via homolog UniProt P11217 Formula C₂₂H₂₀N₄O₂S

pchembl 6.72 ~190.5 nM

Mol. weight 404.50 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL196687
UniProt (similar protein): P11217
pchembl: 6.720 (~190.5 nM)
Target protein: VK055_3684

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 404.50 Da

LogP (Crippen) 4.15

H-bond donors 2

H-bond acceptors 6

TPSA 76.02 Å²

Rotatable bonds 6

Aromatic rings 4 / 4

Heavy atoms 29

Fraction sp³ C 0.14

Formula C₂₂H₂₀N₄O₂S

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 76.0
−1 ≤ LogP ≤ 5 4.15

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 404.5
LogP ≤ 5 4.15
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 76.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCn1c(=O)c(Nc2ccc(C(=O)NCc3cccs3)cc2)nc2ccccc21

InChI

InChI=1S/C22H20N4O2S/c1-2-26-19-8-4-3-7-18(19)25-20(22(26)28)24-16-11-9-15(10-12-16)21(27)23-14-17-6-5-13-29-17/h3-13H,2,14H2,1H3,(H,23,27)(H,24,25)

InChIKey

AYNNUMJKAWQWRW-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
Binding sites: PF00343

External resources

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

ChEMBL ChEMBL compound CHEMBL196687 →
UniProt UniProt P11217 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL196687”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_3684.

PDB 113

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

Ligand PDB entry

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)