Ligand profile

CHEMBL4762228

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0782 — FAD binding domain protein

Via homolog UniProt P21397 Formula C₂₅H₁₉Cl₂N₃O₄

pchembl 9.00 ~1.0 nM

Mol. weight 496.35 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4762228
UniProt (similar protein): P21397
pchembl: 9.000 (~1.0 nM)
Target protein: VK055_0782

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 496.35 Da

LogP (Crippen) 5.14

H-bond donors 1

H-bond acceptors 6

TPSA 85.83 Å²

Rotatable bonds 7

Aromatic rings 4 / 4

Heavy atoms 34

Fraction sp³ C 0.08

Formula C₂₅H₁₉Cl₂N₃O₄

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 85.8
−1 ≤ LogP ≤ 5 5.14

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 496.4
LogP ≤ 5 5.14
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 7
TPSA ≤ 140 Å² 85.8

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COc1ccccc1C(/C=C/c1ccccc1Cl)=N/NC(=O)Cn1c(=O)oc2ccc(Cl)cc21

InChI

InChI=1S/C25H19Cl2N3O4/c1-33-22-9-5-3-7-18(22)20(12-10-16-6-2-4-8-19(16)27)28-29-24(31)15-30-21-14-17(26)11-13-23(21)34-25(30)32/h2-14H,15H2,1H3,(H,29,31)/b12-10+,28-20+

InChIKey

OTGKIAROBJFHHJ-HLVAAXJRSA-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 CHEMBL4762228 →
UniProt UniProt P21397 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4762228”) →

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)