Ligand profile

CHEMBL4796737

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₁₉H₂₅N₅O₉P₂
pchembl 8.89 ~1.3 nM
Mol. weight 529.38 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4796737
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 529.38 Da
LogP (Crippen) 0.70
H-bond donors 6
H-bond acceptors 11
TPSA 209.38 Ų
Rotatable bonds 9
Aromatic rings 3 / 4
Heavy atoms 35
Fraction sp³ C 0.42
Formula C₁₉H₂₅N₅O₉P₂

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 0.70
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 529.4
  • LogP ≤ 5 0.70
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 209.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1nc(NCc2ccccc2)c2ncn([C@@H]3O[C@H](COP(=O)(O)CP(=O)(O)O)[C@@H](O)[C@H]3O)c2n1
InChI 
InChI=1S/C19H25N5O9P2/c1-11-22-17(20-7-12-5-3-2-4-6-12)14-18(23-11)24(9-21-14)19-16(26)15(25)13(33-19)8-32-35(30,31)10-34(27,28)29/h2-6,9,13,15-16,19,25-26H,7-8,10H2,1H3,(H,30,31)(H,20,22,23)(H2,27,28,29)/t13-,15-,16-,19-/m1/s1
InChIKey 
HAYJMJNOLJZBNW-NVQRDWNXSA-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)