Ligand profile

CHEMBL4161420

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0782 — FAD binding domain protein

Via homolog UniProt P21397 Formula C₂₆H₂₄N₆O₂S₂
pchembl 8.52 ~3.0 nM
Mol. weight 516.65 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4161420
UniProt (similar protein)
P21397
pchembl
8.520 (~3.0 nM)
Target protein
VK055_0782

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 516.65 Da
LogP (Crippen) 4.62
H-bond donors 2
H-bond acceptors 6
TPSA 91.62 Ų
Rotatable bonds 4
Aromatic rings 4 / 5
Heavy atoms 36
Fraction sp³ C 0.12
Formula C₂₆H₂₄N₆O₂S₂

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 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 91.6
  • −1 ≤ LogP ≤ 5 4.62
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 516.7
  • LogP ≤ 5 4.62
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 91.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1ccc(NC(=S)N/N=C/c2ccc(-n3nc4c(c3C)N(C)S(=O)(=O)c3ccccc3-4)cc2)cc1
InChI 
InChI=1S/C26H24N6O2S2/c1-17-8-12-20(13-9-17)28-26(35)29-27-16-19-10-14-21(15-11-19)32-18(2)25-24(30-32)22-6-4-5-7-23(22)36(33,34)31(25)3/h4-16H,1-3H3,(H2,28,29,35)/b27-16+
InChIKey 
UOIDFTJHTAJVGH-JVWAILMASA-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
Binding sites
PF01593

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_0782.

PDB 4

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)