Ligand profile

CHEMBL5841536

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₂₄H₂₄ClN₅O₆
pchembl 9.00 ~1.0 nM
Mol. weight 513.94 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5841536
UniProt (similar protein)
P21589
pchembl
9.000 (~1.0 nM)
Target protein
VK055_2087

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 513.94 Da
LogP (Crippen) 1.39
H-bond donors 4
H-bond acceptors 10
TPSA 151.85 Ų
Rotatable bonds 9
Aromatic rings 3 / 5
Heavy atoms 36
Fraction sp³ C 0.42
Formula C₂₄H₂₄ClN₅O₆

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 151.8
  • −1 ≤ LogP ≤ 5 1.39
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 513.9
  • LogP ≤ 5 1.39
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 151.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C#C[C@@]1(O)[C@@H](COC(Cc2ccccc2)C(=O)O)O[C@@H](n2cnc3c(NC4CC4)nc(Cl)nc32)[C@@H]1O
InChI 
InChI=1S/C24H24ClN5O6/c1-2-24(34)16(11-35-15(22(32)33)10-13-6-4-3-5-7-13)36-21(18(24)31)30-12-26-17-19(27-14-8-9-14)28-23(25)29-20(17)30/h1,3-7,12,14-16,18,21,31,34H,8-11H2,(H,32,33)(H,27,28,29)/t15?,16-,18+,21-,24-/m1/s1
InChIKey 
ZPQBVXXJVQQZML-JACZIRRZSA-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
1070478
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)