Ligand profile

CHEMBL5080841

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₃₀H₅₄ClN₅O₁₁P₂
pchembl 9.17 ~0.7 nM
Mol. weight 758.19 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5080841
UniProt (similar protein)
P21589
pchembl
9.170 (~0.7 nM)
Target protein
VK055_2087

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 758.19 Da
LogP (Crippen) 2.53
H-bond donors 5
H-bond acceptors 13
TPSA 208.75 Ų
Rotatable bonds 15
Aromatic rings 2 / 3
Heavy atoms 49
Fraction sp³ C 0.67
Formula C₃₀H₅₄ClN₅O₁₁P₂

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 208.7
  • −1 ≤ LogP ≤ 5 2.53
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 758.2
  • LogP ≤ 5 2.53
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 13
Veber's rules Fail
  • Rotatable bonds ≤ 10 15
  • TPSA ≤ 140 Ų 208.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCN(CC)CC.CCN(CC)CC.Cn1c(=O)n([C@@H]2O[C@H](COP(=O)(O)CP(=O)(O)O)[C@@H](O)[C@H]2O)cc/c1=N/OCc1ccc(Cl)cc1
InChI 
InChI=1S/C18H24ClN3O11P2.2C6H15N/c1-21-14(20-31-8-11-2-4-12(19)5-3-11)6-7-22(18(21)25)17-16(24)15(23)13(33-17)9-32-35(29,30)10-34(26,27)28;2*1-4-7(5-2)6-3/h2-7,13,15-17,23-24H,8-10H2,1H3,(H,29,30)(H2,26,27,28);2*4-6H2,1-3H3/b20-14-;;/t13-,15-,16-,17-;;/m1../s1
InChIKey 
HDCUYRGKZOCIPB-HXKJARSHSA-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)