Ligand profile

CHEMBL5820200

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 C₂₄H₂₀F₃N₅O₂S

pchembl 7.85 ~14.1 nM

Mol. weight 499.52 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5820200
UniProt (similar protein): Q8N5Z0
pchembl: 7.850 (~14.1 nM)
Target protein: VK055_0552

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 499.52 Da

LogP (Crippen) 3.76

H-bond donors 1

H-bond acceptors 7

TPSA 80.12 Å²

Rotatable bonds 5

Aromatic rings 4 / 5

Heavy atoms 35

Fraction sp³ C 0.25

Formula C₂₄H₂₀F₃N₅O₂S

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 80.1
−1 ≤ LogP ≤ 5 3.76

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 499.5
LogP ≤ 5 3.76
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 7

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 80.1

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cn1c(-c2c(F)cc(F)cc2F)nc2sc(N3CCC[C@@H]3C(=O)NCc3ccccc3)nc2c1=O

InChI

InChI=1S/C24H20F3N5O2S/c1-31-20(18-15(26)10-14(25)11-16(18)27)30-22-19(23(31)34)29-24(35-22)32-9-5-8-17(32)21(33)28-12-13-6-3-2-4-7-13/h2-4,6-7,10-11,17H,5,8-9,12H2,1H3,(H,28,33)/t17-/m1/s1

InChIKey

YWJSHMGZRHNNDM-QGZVFWFLSA-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: 522604
Binding sites: PF00155

External resources

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

ChEMBL ChEMBL compound CHEMBL5820200 →
UniProt UniProt Q8N5Z0 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5820200”) →

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)