Ligand profile

CHEMBL5273835

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0782 — FAD binding domain protein

Via homolog UniProt P21397 Formula C₂₃H₂₀FN₃OS

pchembl 10.00 ~0.1 nM

Mol. weight 405.50 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5273835
UniProt (similar protein): P21397
pchembl: 10.000 (~0.1 nM)
Target protein: VK055_0782

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 405.50 Da

LogP (Crippen) 5.38

H-bond donors 1

H-bond acceptors 3

TPSA 36.86 Å²

Rotatable bonds 4

Aromatic rings 3 / 4

Heavy atoms 29

Fraction sp³ C 0.13

Formula C₂₃H₂₀FN₃OS

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 36.9
−1 ≤ LogP ≤ 5 5.38

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 405.5
LogP ≤ 5 5.38
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 3

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 36.9

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COc1ccc(C2=NN(C(=S)Nc3ccccc3)C(c3ccc(F)cc3)C2)cc1

InChI

InChI=1S/C23H20FN3OS/c1-28-20-13-9-16(10-14-20)21-15-22(17-7-11-18(24)12-8-17)27(26-21)23(29)25-19-5-3-2-4-6-19/h2-14,22H,15H2,1H3,(H,25,29)

InChIKey

OIKDKWGOBJKOIY-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: PF01593

External resources

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

ChEMBL ChEMBL compound CHEMBL5273835 →
UniProt UniProt P21397 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5273835”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_0782.

PDB 4

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)