Ligand profile

CHEMBL5744820

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₂₅H₂₆ClN₅O₇
pchembl 9.00 ~1.0 nM
Mol. weight 543.96 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5744820
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 543.96 Da
LogP (Crippen) 0.39
H-bond donors 4
H-bond acceptors 11
TPSA 163.29 Ų
Rotatable bonds 8
Aromatic rings 3 / 5
Heavy atoms 38
Fraction sp³ C 0.44
Formula C₂₅H₂₆ClN₅O₇

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 163.3
  • −1 ≤ LogP ≤ 5 0.39
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 544.0
  • LogP ≤ 5 0.39
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 163.3
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(N4CC[C@H](O)C4)nc(Cl)nc32)[C@@H]1O
InChI 
InChI=1S/C25H26ClN5O7/c1-2-25(36)17(12-37-16(23(34)35)10-14-6-4-3-5-7-14)38-22(19(25)33)31-13-27-18-20(28-24(26)29-21(18)31)30-9-8-15(32)11-30/h1,3-7,13,15-17,19,22,32-33,36H,8-12H2,(H,34,35)/t15-,16?,17+,19-,22+,25+/m0/s1
InChIKey 
ROVSJMANMSGUHR-JGBAVGICSA-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
1070460
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)