Ligand profile

CHEMBL4748647

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₁₆H₂₃ClFN₅O₈P₂
pchembl 9.40 ~0.4 nM
Mol. weight 529.79 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4748647
UniProt (similar protein)
P21589
pchembl
9.400 (~0.4 nM)
Target protein
VK055_2087

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 529.79 Da
LogP (Crippen) 1.77
H-bond donors 5
H-bond acceptors 10
TPSA 189.15 Ų
Rotatable bonds 8
Aromatic rings 2 / 4
Heavy atoms 33
Fraction sp³ C 0.69
Formula C₁₆H₂₃ClFN₅O₈P₂

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 189.2
  • −1 ≤ LogP ≤ 5 1.77
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 529.8
  • LogP ≤ 5 1.77
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 189.2
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(NC4CCCC4)nc(Cl)nc32)[C@@H](F)[C@@H]1O
InChI 
InChI=1S/C16H23ClFN5O8P2/c17-16-21-13(20-8-3-1-2-4-8)11-14(22-16)23(6-19-11)15-10(18)12(24)9(31-15)5-30-33(28,29)7-32(25,26)27/h6,8-10,12,15,24H,1-5,7H2,(H,28,29)(H,20,21,22)(H2,25,26,27)/t9-,10+,12-,15-/m1/s1
InChIKey 
DPTUYMLPAOZQHW-KVQFHVITSA-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)