Ligand profile

CHEMBL5086866

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₃₂H₅₇N₅O₁₃P₂
pchembl 9.07 ~0.9 nM
Mol. weight 781.78 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5086866
UniProt (similar protein)
P21589
pchembl
9.070 (~0.9 nM)
Target protein
VK055_2087

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 781.78 Da
LogP (Crippen) 1.66
H-bond donors 5
H-bond acceptors 15
TPSA 235.05 Ų
Rotatable bonds 16
Aromatic rings 2 / 3
Heavy atoms 52
Fraction sp³ C 0.66
Formula C₃₂H₅₇N₅O₁₃P₂

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 235.0
  • −1 ≤ LogP ≤ 5 1.66
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 781.8
  • LogP ≤ 5 1.66
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 15
Veber's rules Fail
  • Rotatable bonds ≤ 10 16
  • TPSA ≤ 140 Ų 235.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCN(CC)CC.CCN(CC)CC.COC(=O)c1ccc(CO/N=c2/ccn([C@@H]3O[C@H](COP(=O)(O)CP(=O)(O)O)[C@@H](O)[C@H]3O)c(=O)n2C)cc1
InChI 
InChI=1S/C20H27N3O13P2.2C6H15N/c1-22-15(21-34-9-12-3-5-13(6-4-12)19(26)33-2)7-8-23(20(22)27)18-17(25)16(24)14(36-18)10-35-38(31,32)11-37(28,29)30;2*1-4-7(5-2)6-3/h3-8,14,16-18,24-25H,9-11H2,1-2H3,(H,31,32)(H2,28,29,30);2*4-6H2,1-3H3/b21-15-;;/t14-,16-,17-,18-;;/m1../s1
InChIKey 
WRKXUUIVLOYXQB-ULVNVMOCSA-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)