Ligand profile

CHEMBL5403339

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₂₅H₂₄ClN₅O₈
pchembl 9.30 ~0.5 nM
Mol. weight 557.95 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5403339
UniProt (similar protein)
P21589
pchembl
9.300 (~0.5 nM)
Target protein
VK055_2087

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 557.95 Da
LogP (Crippen) 0.63
H-bond donors 5
H-bond acceptors 11
TPSA 203.14 Ų
Rotatable bonds 8
Aromatic rings 3 / 5
Heavy atoms 39
Fraction sp³ C 0.40
Formula C₂₅H₂₄ClN₅O₈

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 203.1
  • −1 ≤ LogP ≤ 5 0.63
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 557.9
  • LogP ≤ 5 0.63
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 203.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Nc1nc(Cl)nc2c1ncn2[C@@H]1O[C@H](COC(Cc2ccccc2)(C(=O)O)C(=O)O)[C@](O)(C#CC2CC2)[C@H]1O
InChI 
InChI=1S/C25H24ClN5O8/c26-23-29-18(27)16-19(30-23)31(12-28-16)20-17(32)24(37,9-8-13-6-7-13)15(39-20)11-38-25(21(33)34,22(35)36)10-14-4-2-1-3-5-14/h1-5,12-13,15,17,20,32,37H,6-7,10-11H2,(H,33,34)(H,35,36)(H2,27,29,30)/t15-,17+,20-,24-/m1/s1
InChIKey 
ROSUSDOWZHLRHL-PEFNEFTPSA-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
1070399
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)