Ligand profile

CHEMBL193734

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P11217 Formula C₂₁H₁₇FN₄O₂S

pchembl 6.85 ~141.3 nM

Mol. weight 408.46 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL193734
UniProt (similar protein): P11217
pchembl: 6.850 (~141.3 nM)
Target protein: VK055_3684

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 408.46 Da

LogP (Crippen) 3.81

H-bond donors 2

H-bond acceptors 6

TPSA 76.02 Å²

Rotatable bonds 5

Aromatic rings 4 / 4

Heavy atoms 29

Fraction sp³ C 0.10

Formula C₂₁H₁₇FN₄O₂S

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 3.81

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 408.5
LogP ≤ 5 3.81
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 76.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cn1c(=O)c(Nc2ccc(C(=O)NCc3cccs3)cc2)nc2cc(F)ccc21

InChI

InChI=1S/C21H17FN4O2S/c1-26-18-9-6-14(22)11-17(18)25-19(21(26)28)24-15-7-4-13(5-8-15)20(27)23-12-16-3-2-10-29-16/h2-11H,12H2,1H3,(H,23,27)(H,24,25)

InChIKey

NCQGKSDMMYTOCJ-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 CHEMBL193734 →
UniProt UniProt P11217 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL193734”) →

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)