Ligand profile

CHEMBL5984330

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₂₁H₂₂Cl₂N₅O₈P
pchembl 10.13 ~0.1 nM
Mol. weight 574.31 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5984330
UniProt (similar protein)
P21589
pchembl
10.130 (~0.1 nM)
Target protein
VK055_2087

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 574.31 Da
LogP (Crippen) 1.15
H-bond donors 4
H-bond acceptors 11
TPSA 172.52 Ų
Rotatable bonds 6
Aromatic rings 3 / 6
Heavy atoms 37
Fraction sp³ C 0.48
Formula C₂₁H₂₂Cl₂N₅O₈P

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 172.5
  • −1 ≤ LogP ≤ 5 1.15
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 574.3
  • LogP ≤ 5 1.15
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 172.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=P(O)(O)COC[C@H]1O[C@@H](n2ncc3c(N4CC5(C4)OCc4cc(Cl)ccc45)nc(Cl)nc32)[C@H](O)[C@@H]1O
InChI 
InChI=1S/C21H22Cl2N5O8P/c22-11-1-2-13-10(3-11)5-35-21(13)7-27(8-21)17-12-4-24-28(18(12)26-20(23)25-17)19-16(30)15(29)14(36-19)6-34-9-37(31,32)33/h1-4,14-16,19,29-30H,5-9H2,(H2,31,32,33)/t14-,15-,16-,19-/m1/s1
InChIKey 
ZWYTXCQNASVZCD-YKTARERQSA-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
1169567
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)