Ligand profile

CHEMBL5089752

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₃₅H₆₅N₇O₁₂P₂
pchembl 8.75 ~1.8 nM
Mol. weight 837.89 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5089752
UniProt (similar protein)
P21589
pchembl
8.750 (~1.8 nM)
Target protein
VK055_2087

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 837.89 Da
LogP (Crippen) 1.34
H-bond donors 7
H-bond acceptors 15
TPSA 263.87 Ų
Rotatable bonds 20
Aromatic rings 2 / 3
Heavy atoms 56
Fraction sp³ C 0.69
Formula C₃₅H₆₅N₇O₁₂P₂

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 263.9
  • −1 ≤ LogP ≤ 5 1.34
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 837.9
  • LogP ≤ 5 1.34
  • H-bond donors ≤ 5 7
  • H-bond acceptors ≤ 10 15
Veber's rules Fail
  • Rotatable bonds ≤ 10 20
  • TPSA ≤ 140 Ų 263.9
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(C(=O)NCCCCN)cc1
InChI 
InChI=1S/C23H35N5O12P2.2C6H15N/c1-27-18(26-38-12-15-4-6-16(7-5-15)21(31)25-10-3-2-9-24)8-11-28(23(27)32)22-20(30)19(29)17(40-22)13-39-42(36,37)14-41(33,34)35;2*1-4-7(5-2)6-3/h4-8,11,17,19-20,22,29-30H,2-3,9-10,12-14,24H2,1H3,(H,25,31)(H,36,37)(H2,33,34,35);2*4-6H2,1-3H3/b26-18-;;/t17-,19-,20-,22-;;/m1../s1
InChIKey 
PPTAIWVAMWAIIS-TVPBGLRTSA-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)