Ligand profile

CHEMBL1956463

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3432 — H+ antiporter-2 family protein

Via homolog UniProt Q16572 Formula C₂₆H₃₁FN₂O₃
pchembl 7.56 ~27.5 nM
Mol. weight 437.55 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1956463
UniProt (similar protein)
Q16572
pchembl
7.560 (~27.5 nM)
Target protein
VK055_3432

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 437.55 Da
LogP (Crippen) 3.44
H-bond donors 1
H-bond acceptors 4
TPSA 53.01 Ų
Rotatable bonds 3
Aromatic rings 2 / 5
Heavy atoms 32
Fraction sp³ C 0.50
Formula C₂₆H₃₁FN₂O₃

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 53.0
  • −1 ≤ LogP ≤ 5 3.44
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 437.5
  • LogP ≤ 5 3.44
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 53.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(c1ccc([18F])cc1)N1CCOC2C[C@@H](O)[C@H](N3CCC(c4ccccc4)CC3)CC21
InChI 
InChI=1S/C26H31FN2O3/c27-21-8-6-20(7-9-21)26(31)29-14-15-32-25-17-24(30)22(16-23(25)29)28-12-10-19(11-13-28)18-4-2-1-3-5-18/h1-9,19,22-25,30H,10-17H2/t22-,23?,24-,25?/m1/s1/i27-1
InChIKey 
PILVQYHTDSKTBX-FGAWNQFISA-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
PF07690

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_3432.

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)