Ligand profile

CHEMBL5929751

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₁₉H₂₇ClN₅O₇P
pchembl 9.96 ~0.1 nM
Mol. weight 503.88 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5929751
UniProt (similar protein)
P21589
pchembl
9.960 (~0.1 nM)
Target protein
VK055_2087

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 503.88 Da
LogP (Crippen) 1.02
H-bond donors 4
H-bond acceptors 10
TPSA 163.29 Ų
Rotatable bonds 6
Aromatic rings 2 / 5
Heavy atoms 33
Fraction sp³ C 0.74
Formula C₁₉H₂₇ClN₅O₇P

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 1.02
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 503.9
  • LogP ≤ 5 1.02
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 163.3
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(CCCCC5)C4)nc(Cl)nc32)[C@H](O)[C@@H]1O
InChI 
InChI=1S/C19H27ClN5O7P/c20-18-22-15(24-8-19(9-24)4-2-1-3-5-19)11-6-21-25(16(11)23-18)17-14(27)13(26)12(32-17)7-31-10-33(28,29)30/h6,12-14,17,26-27H,1-5,7-10H2,(H2,28,29,30)/t12-,13-,14-,17-/m1/s1
InChIKey 
ZFKWIIZQZKDTGC-VMUDFCTBSA-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
1169563
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)