Ligand profile

CHEMBL5915177

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
CHEMBL5915177
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) 3.08
H-bond donors 1
H-bond acceptors 7
TPSA 79.60 Ų
Rotatable bonds 4
Aromatic rings 4 / 6
Heavy atoms 31
Fraction sp³ C 0.30
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 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 79.6
  • −1 ≤ LogP ≤ 5 3.08
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 431.5
  • LogP ≤ 5 3.08
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 79.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(NC1(c2ccccc2)CC1)[C@H]1CCCN1c1nn2c(=O)c3ccccc3nc2s1
InChI 
InChI=1S/C23H21N5O2S/c29-19(25-23(12-13-23)15-7-2-1-3-8-15)18-11-6-14-27(18)22-26-28-20(30)16-9-4-5-10-17(16)24-21(28)31-22/h1-5,7-10,18H,6,11-14H2,(H,25,29)/t18-/m1/s1
InChIKey 
LXGGDHADSBPRMB-GOSISDBHSA-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
522709
Binding sites
PF00155

External resources

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

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)