Ligand profile

CHEMBL4757563

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₂₁H₂₆ClN₅O₉P₂
pchembl 9.28 ~0.5 nM
Mol. weight 589.87 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4757563
UniProt (similar protein)
P21589
pchembl
9.280 (~0.5 nM)
Target protein
VK055_2087

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 589.87 Da
LogP (Crippen) 1.56
H-bond donors 5
H-bond acceptors 11
TPSA 200.59 Ų
Rotatable bonds 8
Aromatic rings 3 / 5
Heavy atoms 38
Fraction sp³ C 0.48
Formula C₂₁H₂₆ClN₅O₉P₂

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 200.6
  • −1 ≤ LogP ≤ 5 1.56
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 589.9
  • LogP ≤ 5 1.56
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 200.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CN(c1nc(Cl)nc2c1cnn2[C@@H]1O[C@H](COP(=O)(O)CP(=O)(O)O)[C@@H](O)[C@H]1O)[C@H]1CCc2ccccc21
InChI 
InChI=1S/C21H26ClN5O9P2/c1-26(14-7-6-11-4-2-3-5-12(11)14)18-13-8-23-27(19(13)25-21(22)24-18)20-17(29)16(28)15(36-20)9-35-38(33,34)10-37(30,31)32/h2-5,8,14-17,20,28-29H,6-7,9-10H2,1H3,(H,33,34)(H2,30,31,32)/t14-,15+,16+,17+,20+/m0/s1
InChIKey 
JITONTGSEKFAFI-VMNRDUPSSA-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)