Ligand profile

CHEMBL5834383

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 C₂₄H₂₁F₂N₅O₂S

pchembl 8.15 ~7.1 nM

Mol. weight 481.53 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5834383
UniProt (similar protein): Q8N5Z0
pchembl: 8.150 (~7.1 nM)
Target protein: VK055_0552

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 481.53 Da

LogP (Crippen) 4.17

H-bond donors 2

H-bond acceptors 6

TPSA 90.98 Å²

Rotatable bonds 5

Aromatic rings 4 / 5

Heavy atoms 34

Fraction sp³ C 0.25

Formula C₂₄H₂₁F₂N₅O₂S

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 91.0
−1 ≤ LogP ≤ 5 4.17

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 481.5
LogP ≤ 5 4.17
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 91.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

C[C@@H](NC(=O)[C@H]1CCCN1c1nc2c(=O)[nH]c(-c3ccc(F)cc3F)nc2s1)c1ccccc1

InChI

InChI=1S/C24H21F2N5O2S/c1-13(14-6-3-2-4-7-14)27-21(32)18-8-5-11-31(18)24-28-19-22(33)29-20(30-23(19)34-24)16-10-9-15(25)12-17(16)26/h2-4,6-7,9-10,12-13,18H,5,8,11H2,1H3,(H,27,32)(H,29,30,33)/t13-,18-/m1/s1

InChIKey

KCIIYPYTHXDPSK-FZKQIMNGSA-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: 522661
Binding sites: PF00155

External resources

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

ChEMBL ChEMBL compound CHEMBL5834383 →
UniProt UniProt Q8N5Z0 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5834383”) →

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)