Ligand profile

CHEMBL5852024

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 C₂₄H₂₇F₂N₅O₃S
pchembl 7.96 ~11.0 nM
Mol. weight 503.58 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5852024
UniProt (similar protein)
Q8N5Z0
pchembl
7.960 (~11.0 nM)
Target protein
VK055_0552

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 503.58 Da
LogP (Crippen) 3.50
H-bond donors 1
H-bond acceptors 8
TPSA 89.35 Ų
Rotatable bonds 7
Aromatic rings 3 / 5
Heavy atoms 35
Fraction sp³ C 0.50
Formula C₂₄H₂₇F₂N₅O₃S

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 89.4
  • −1 ≤ LogP ≤ 5 3.50
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 503.6
  • LogP ≤ 5 3.50
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 89.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(NCc1ccccc1)[C@H]1CCCN1c1nc2c(=O)n(CC3CCOCC3)c(C(F)F)nc2s1
InChI 
InChI=1S/C24H27F2N5O3S/c25-19(26)20-29-22-18(23(33)31(20)14-16-8-11-34-12-9-16)28-24(35-22)30-10-4-7-17(30)21(32)27-13-15-5-2-1-3-6-15/h1-3,5-6,16-17,19H,4,7-14H2,(H,27,32)/t17-/m1/s1
InChIKey 
KMFIXPYVHXGPNQ-QGZVFWFLSA-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
522618
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)