Ligand profile

CHEMBL5199149

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1259 — glycosyl hydrolases 18 family protein

Via homolog UniProt Q9BZP6 Formula C₂₅H₁₈ClFN₂O₅
pchembl 6.46 ~346.7 nM
Mol. weight 480.88 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5199149
UniProt (similar protein)
Q9BZP6
pchembl
6.460 (~346.7 nM)
Target protein
VK055_1259

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 480.88 Da
LogP (Crippen) 0.84
H-bond donors 0
H-bond acceptors 6
TPSA 70.76 Ų
Rotatable bonds 3
Aromatic rings 4 / 6
Heavy atoms 34
Fraction sp³ C 0.16
Formula C₂₅H₁₈ClFN₂O₅

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 70.8
  • −1 ≤ LogP ≤ 5 0.84
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 480.9
  • LogP ≤ 5 0.84
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 70.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc2cc3[n+](cc2c1OC(=O)c1ccc(F)nc1)CCc1cc2c(cc1-3)OCO2.[Cl-]
InChI 
InChI=1S/C25H18FN2O5.ClH/c1-30-20-4-2-14-8-19-17-10-22-21(31-13-32-22)9-15(17)6-7-28(19)12-18(14)24(20)33-25(29)16-3-5-23(26)27-11-16;/h2-5,8-12H,6-7,13H2,1H3;1H/q+1;/p-1
InChIKey 
VFTDRGLUOYWWQB-UHFFFAOYSA-M

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Source
ChEMBL
Curation
pdb_similarity_tanimoto
Binding sites
PF00704

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_1259.

PDB 5

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)