Ligand profile

CHEMBL4748342

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₁₉H₂₃ClFN₅O₈P₂
pchembl 8.80 ~1.6 nM
Mol. weight 565.82 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4748342
UniProt (similar protein)
P21589
pchembl
8.800 (~1.6 nM)
Target protein
VK055_2087

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 565.82 Da
LogP (Crippen) 2.59
H-bond donors 5
H-bond acceptors 10
TPSA 189.15 Ų
Rotatable bonds 9
Aromatic rings 3 / 4
Heavy atoms 36
Fraction sp³ C 0.42
Formula C₁₉H₂₃ClFN₅O₈P₂

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 189.1
  • −1 ≤ LogP ≤ 5 2.59
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 565.8
  • LogP ≤ 5 2.59
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 189.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@@H](Nc1nc(Cl)nc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)CP(=O)(O)O)[C@@H](O)[C@@H]1F)c1ccccc1
InChI 
InChI=1S/C19H23ClFN5O8P2/c1-10(11-5-3-2-4-6-11)23-16-14-17(25-19(20)24-16)26(8-22-14)18-13(21)15(27)12(34-18)7-33-36(31,32)9-35(28,29)30/h2-6,8,10,12-13,15,18,27H,7,9H2,1H3,(H,31,32)(H,23,24,25)(H2,28,29,30)/t10-,12-,13+,15-,18-/m1/s1
InChIKey 
UAZKWAAQWCZDTB-IEEAGMDHSA-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)