Ligand profile

CHEMBL4758486

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₁₇H₂₅ClFN₅O₈P₂
pchembl 9.82 ~0.2 nM
Mol. weight 543.81 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4758486
UniProt (similar protein)
P21589
pchembl
9.820 (~0.2 nM)
Target protein
VK055_2087

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 543.81 Da
LogP (Crippen) 1.79
H-bond donors 4
H-bond acceptors 10
TPSA 180.36 Ų
Rotatable bonds 8
Aromatic rings 2 / 4
Heavy atoms 34
Fraction sp³ C 0.71
Formula C₁₇H₂₅ClFN₅O₈P₂

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 180.4
  • −1 ≤ LogP ≤ 5 1.79
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 543.8
  • LogP ≤ 5 1.79
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 180.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CN(c1nc(Cl)nc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)CP(=O)(O)O)[C@@H](O)[C@@H]1F)C1CCCC1
InChI 
InChI=1S/C17H25ClFN5O8P2/c1-23(9-4-2-3-5-9)14-12-15(22-17(18)21-14)24(7-20-12)16-11(19)13(25)10(32-16)6-31-34(29,30)8-33(26,27)28/h7,9-11,13,16,25H,2-6,8H2,1H3,(H,29,30)(H2,26,27,28)/t10-,11+,13-,16-/m1/s1
InChIKey 
CIZLSEUOBSQPEH-DDFXLWFNSA-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)