Ligand profile

CHEMBL5786397

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₂₃H₂₇ClN₅O₈P
pchembl 9.89 ~0.1 nM
Mol. weight 567.92 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5786397
UniProt (similar protein)
P21589
pchembl
9.890 (~0.1 nM)
Target protein
VK055_2087

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 567.92 Da
LogP (Crippen) 0.96
H-bond donors 4
H-bond acceptors 11
TPSA 172.52 Ų
Rotatable bonds 7
Aromatic rings 3 / 6
Heavy atoms 38
Fraction sp³ C 0.52
Formula C₂₃H₂₇ClN₅O₈P

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 172.5
  • −1 ≤ LogP ≤ 5 0.96
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 567.9
  • LogP ≤ 5 0.96
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 172.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc2c(c1)CCC21CN(c2nc(Cl)nc3c2cnn3[C@@H]2O[C@H](COCP(=O)(O)O)[C@@H](O)[C@H]2O)C1
InChI 
InChI=1S/C23H27ClN5O8P/c1-35-13-2-3-15-12(6-13)4-5-23(15)9-28(10-23)19-14-7-25-29(20(14)27-22(24)26-19)21-18(31)17(30)16(37-21)8-36-11-38(32,33)34/h2-3,6-7,16-18,21,30-31H,4-5,8-11H2,1H3,(H2,32,33,34)/t16-,17-,18-,21-/m1/s1
InChIKey 
WHUFQBPDYZUMIW-NEYJZJCJSA-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
Activity
1169569
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)