Ligand profile

CHEMBL4753731

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₂₀H₃₀FN₅O₉P₂
pchembl 8.85 ~1.4 nM
Mol. weight 565.43 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4753731
UniProt (similar protein)
P21589
pchembl
8.850 (~1.4 nM)
Target protein
VK055_2087

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 565.43 Da
LogP (Crippen) 1.56
H-bond donors 6
H-bond acceptors 11
TPSA 209.38 Ų
Rotatable bonds 10
Aromatic rings 2 / 5
Heavy atoms 37
Fraction sp³ C 0.75
Formula C₂₀H₃₀FN₅O₉P₂

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 209.4
  • −1 ≤ LogP ≤ 5 1.56
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 565.4
  • LogP ≤ 5 1.56
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 209.4
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(C(O)C4CC4)nc32)[C@@H](F)[C@@H]1O
InChI 
InChI=1S/C20H30FN5O9P2/c21-13-16(28)12(7-34-37(32,33)9-36(29,30)31)35-20(13)26-8-22-14-17(23-11-3-1-2-4-11)24-18(25-19(14)26)15(27)10-5-6-10/h8,10-13,15-16,20,27-28H,1-7,9H2,(H,32,33)(H,23,24,25)(H2,29,30,31)/t12-,13+,15?,16-,20-/m1/s1
InChIKey 
NPFGAXBAYRANDO-DVIROCFPSA-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)