Ligand profile

CHEMBL5858291

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0552 — fused predicted DNA-binding transcriptional regulator and predicted amino transferase

Via homolog UniProt Q8N5Z0 Formula C₂₁H₂₂N₄O₄S

pchembl 7.72 ~19.1 nM

Mol. weight 426.50 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5858291
UniProt (similar protein): Q8N5Z0
pchembl: 7.720 (~19.1 nM)
Target protein: VK055_0552

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 426.50 Da

LogP (Crippen) 3.39

H-bond donors 1

H-bond acceptors 7

TPSA 97.41 Å²

Rotatable bonds 5

Aromatic rings 3 / 5

Heavy atoms 30

Fraction sp³ C 0.43

Formula C₂₁H₂₂N₄O₄S

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 97.4
−1 ≤ LogP ≤ 5 3.39

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 426.5
LogP ≤ 5 3.39
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 7

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 97.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COCC1(c2nc3sc([C@H]4CCCN4C(=O)Oc4ccccc4)nc3c(=O)[nH]2)CC1

InChI

InChI=1S/C21H22N4O4S/c1-28-12-21(9-10-21)19-23-16(26)15-18(24-19)30-17(22-15)14-8-5-11-25(14)20(27)29-13-6-3-2-4-7-13/h2-4,6-7,14H,5,8-12H2,1H3,(H,23,24,26)/t14-/m1/s1

InChIKey

VVAODONMJFTDSH-CQSZACIVSA-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: 522560
Binding sites: PF00155

External resources

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

ChEMBL ChEMBL compound CHEMBL5858291 →
UniProt UniProt Q8N5Z0 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5858291”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_0552.

PDB 20

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)