Ligand profile

CHEMBL4793370

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₁₈H₂₀ClFN₄O₉P₂
pchembl 8.89 ~1.3 nM
Mol. weight 552.78 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4793370
UniProt (similar protein)
P21589
pchembl
8.890 (~1.3 nM)
Target protein
VK055_2087

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 552.78 Da
LogP (Crippen) 1.99
H-bond donors 4
H-bond acceptors 10
TPSA 186.35 Ų
Rotatable bonds 9
Aromatic rings 3 / 4
Heavy atoms 35
Fraction sp³ C 0.39
Formula C₁₈H₂₀ClFN₄O₉P₂

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 186.3
  • −1 ≤ LogP ≤ 5 1.99
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 552.8
  • LogP ≤ 5 1.99
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 186.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=P(O)(O)CP(=O)(O)OC[C@H]1O[C@@H](n2cnc3c(OCc4ccccc4)nc(Cl)nc32)[C@@H](F)[C@@H]1O
InChI 
InChI=1S/C18H20ClFN4O9P2/c19-18-22-15-13(16(23-18)31-6-10-4-2-1-3-5-10)21-8-24(15)17-12(20)14(25)11(33-17)7-32-35(29,30)9-34(26,27)28/h1-5,8,11-12,14,17,25H,6-7,9H2,(H,29,30)(H2,26,27,28)/t11-,12+,14-,17-/m1/s1
InChIKey 
REPUJKBYXASKRU-DMVWFOPNSA-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
Curation
pdb_similarity_tanimoto
Binding sites
PF00149' 'PF02872

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_2087.

PDB 15

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)