Ligand profile

CHEMBL5985271

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 C₂₁H₂₁F₂N₅O₄S
pchembl 7.68 ~20.9 nM
Mol. weight 477.49 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5985271
UniProt (similar protein)
Q8N5Z0
pchembl
7.680 (~20.9 nM)
Target protein
VK055_0552

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 477.49 Da
LogP (Crippen) 2.82
H-bond donors 1
H-bond acceptors 9
TPSA 98.58 Ų
Rotatable bonds 6
Aromatic rings 3 / 5
Heavy atoms 33
Fraction sp³ C 0.43
Formula C₂₁H₂₁F₂N₅O₄S

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 98.6
  • −1 ≤ LogP ≤ 5 2.82
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 477.5
  • LogP ≤ 5 2.82
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 9
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 98.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCn1c(C(F)F)nc2sc(N3CCC[C@@H]3C(=O)NCc3ccc4c(c3)OCO4)nc2c1=O
InChI 
InChI=1S/C21H21F2N5O4S/c1-2-27-17(16(22)23)26-19-15(20(27)30)25-21(33-19)28-7-3-4-12(28)18(29)24-9-11-5-6-13-14(8-11)32-10-31-13/h5-6,8,12,16H,2-4,7,9-10H2,1H3,(H,24,29)/t12-/m1/s1
InChIKey 
KSKLKHIJBMFFKG-GFCCVEGCSA-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
522632
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)