Ligand profile

CHEMBL5874964

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₂₈H₂₅ClFN₅O₆
pchembl 9.10 ~0.8 nM
Mol. weight 581.99 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5874964
UniProt (similar protein)
P21589
pchembl
9.100 (~0.8 nM)
Target protein
VK055_2087

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 581.99 Da
LogP (Crippen) 2.57
H-bond donors 4
H-bond acceptors 10
TPSA 151.85 Ų
Rotatable bonds 10
Aromatic rings 4 / 5
Heavy atoms 41
Fraction sp³ C 0.29
Formula C₂₈H₂₅ClFN₅O₆

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 2.57
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 582.0
  • LogP ≤ 5 2.57
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • 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(NCc4ccccc4F)nc(Cl)nc32)[C@@H]1O
InChI 
InChI=1S/C28H25ClFN5O6/c1-2-28(39)20(14-40-19(26(37)38)12-16-8-4-3-5-9-16)41-25(22(28)36)35-15-32-21-23(33-27(29)34-24(21)35)31-13-17-10-6-7-11-18(17)30/h1,3-11,15,19-20,22,25,36,39H,12-14H2,(H,37,38)(H,31,33,34)/t19?,20-,22+,25-,28-/m1/s1
InChIKey 
UZSHIGPXTPROBF-FQSOMRQASA-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
1070462
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)