Ligand profile

CHEMBL5880576

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_5016 — putative acid phosphatase Wzb

Via homolog UniProt P24666 Formula C₂₃H₂₅ClFN₃
pchembl 6.30 ~501.2 nM
Mol. weight 397.93 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5880576
UniProt (similar protein)
P24666
pchembl
6.300 (~501.2 nM)
Target protein
VK055_5016

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 397.93 Da
LogP (Crippen) 5.89
H-bond donors 2
H-bond acceptors 3
TPSA 36.95 Ų
Rotatable bonds 6
Aromatic rings 3 / 4
Heavy atoms 28
Fraction sp³ C 0.35
Formula C₂₃H₂₅ClFN₃

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 37.0
  • −1 ≤ LogP ≤ 5 5.89
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 397.9
  • LogP ≤ 5 5.89
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 37.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Fc1cc(Cl)ccc1-c1cc(NCCCC2CCCNC2)c2ccccc2n1
InChI 
InChI=1S/C23H25ClFN3/c24-17-9-10-18(20(25)13-17)23-14-22(19-7-1-2-8-21(19)28-23)27-12-4-6-16-5-3-11-26-15-16/h1-2,7-10,13-14,16,26H,3-6,11-12,15H2,(H,27,28)
InChIKey 
BOJSVZSQXOTYRK-UHFFFAOYSA-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
1128268
Binding sites
PF01451

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_5016.

PDB 11

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)