Ligand profile

CHEMBL5423764

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₂₅H₂₆ClN₅O₈
pchembl 8.77 ~1.7 nM
Mol. weight 559.96 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5423764
UniProt (similar protein)
P21589
pchembl
8.770 (~1.7 nM)
Target protein
VK055_2087

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 559.96 Da
LogP (Crippen) 1.09
H-bond donors 5
H-bond acceptors 11
TPSA 189.15 Ų
Rotatable bonds 10
Aromatic rings 3 / 4
Heavy atoms 39
Fraction sp³ C 0.40
Formula C₂₅H₂₆ClN₅O₈

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 189.2
  • −1 ≤ LogP ≤ 5 1.09
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 560.0
  • LogP ≤ 5 1.09
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 189.2
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)C(=O)O)O[C@@H](n2cnc3c(NC(C)C)nc(Cl)nc32)[C@@H]1O
InChI 
InChI=1S/C25H26ClN5O8/c1-4-24(37)15(11-38-25(21(33)34,22(35)36)10-14-8-6-5-7-9-14)39-20(17(24)32)31-12-27-16-18(28-13(2)3)29-23(26)30-19(16)31/h1,5-9,12-13,15,17,20,32,37H,10-11H2,2-3H3,(H,33,34)(H,35,36)(H,28,29,30)/t15-,17+,20-,24-/m1/s1
InChIKey 
UMABCHJHLUQKLM-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
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)