Ligand profile

CHEMBL5943643

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 C₂₃H₂₁FN₆O₂S

pchembl 7.58 ~26.3 nM

Mol. weight 464.53 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5943643
UniProt (similar protein): Q8N5Z0
pchembl: 7.580 (~26.3 nM)
Target protein: VK055_0552

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 464.53 Da

LogP (Crippen) 2.88

H-bond donors 1

H-bond acceptors 8

TPSA 93.01 Å²

Rotatable bonds 5

Aromatic rings 4 / 5

Heavy atoms 33

Fraction sp³ C 0.26

Formula C₂₃H₂₁FN₆O₂S

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 93.0
−1 ≤ LogP ≤ 5 2.88

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 464.5
LogP ≤ 5 2.88
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 8

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 93.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cn1c(-c2ncccc2F)nc2sc(N3CCC[C@@H]3C(=O)NCc3ccccc3)nc2c1=O

InChI

InChI=1S/C23H21FN6O2S/c1-29-19(17-15(24)9-5-11-25-17)28-21-18(22(29)32)27-23(33-21)30-12-6-10-16(30)20(31)26-13-14-7-3-2-4-8-14/h2-5,7-9,11,16H,6,10,12-13H2,1H3,(H,26,31)/t16-/m1/s1

InChIKey

NXVJWIQJMDMJDM-MRXNPFEDSA-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: 522628
Binding sites: PF00155

External resources

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

ChEMBL ChEMBL compound CHEMBL5943643 →
UniProt UniProt Q8N5Z0 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5943643”) →

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)