Ligand profile

CHEMBL5850131

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 C₂₁H₁₉F₃N₄O₂S

pchembl 7.89 ~12.9 nM

Mol. weight 448.47 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5850131
UniProt (similar protein): Q8N5Z0
pchembl: 7.890 (~12.9 nM)
Target protein: VK055_0552

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 448.47 Da

LogP (Crippen) 3.88

H-bond donors 1

H-bond acceptors 5

TPSA 78.95 Å²

Rotatable bonds 4

Aromatic rings 3 / 5

Heavy atoms 31

Fraction sp³ C 0.43

Formula C₂₁H₁₉F₃N₄O₂S

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 79.0
−1 ≤ LogP ≤ 5 3.88

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 448.5
LogP ≤ 5 3.88
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 79.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

O=C(Cc1ccccc1)N1CCC[C@@H]1c1nc2c(=O)[nH]c(C3(C(F)(F)F)CC3)nc2s1

InChI

InChI=1S/C21H19F3N4O2S/c22-21(23,24)20(8-9-20)19-26-16(30)15-18(27-19)31-17(25-15)13-7-4-10-28(13)14(29)11-12-5-2-1-3-6-12/h1-3,5-6,13H,4,7-11H2,(H,26,27,30)/t13-/m1/s1

InChIKey

PQHFKUMJHJHSGI-CYBMUJFWSA-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: 522561
Binding sites: PF00155

External resources

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

ChEMBL ChEMBL compound CHEMBL5850131 →
UniProt UniProt Q8N5Z0 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5850131”) →

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)