Ligand profile

CHEMBL6001864

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 C₂₃H₂₁N₅O₂S

pchembl 7.54 ~28.8 nM

Mol. weight 431.52 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL6001864
UniProt (similar protein): Q8N5Z0
pchembl: 7.540 (~28.8 nM)
Target protein: VK055_0552

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 431.52 Da

LogP (Crippen) 3.10

H-bond donors 1

H-bond acceptors 7

TPSA 79.60 Å²

Rotatable bonds 5

Aromatic rings 4 / 5

Heavy atoms 31

Fraction sp³ C 0.22

Formula C₂₃H₂₁N₅O₂S

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 79.6
−1 ≤ LogP ≤ 5 3.10

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 431.5
LogP ≤ 5 3.10
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 7

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 79.6

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

O=C(NCc1ccccc1)[C@H]1CCCN1c1nn2c(=O)cc(-c3ccccc3)nc2s1

InChI

InChI=1S/C23H21N5O2S/c29-20-14-18(17-10-5-2-6-11-17)25-22-28(20)26-23(31-22)27-13-7-12-19(27)21(30)24-15-16-8-3-1-4-9-16/h1-6,8-11,14,19H,7,12-13,15H2,(H,24,30)/t19-/m1/s1

InChIKey

NPYZPKGAOAGACF-LJQANCHMSA-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: 522701
Binding sites: PF00155

External resources

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

ChEMBL ChEMBL compound CHEMBL6001864 →
UniProt UniProt Q8N5Z0 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL6001864”) →

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)