Ligand profile

CHEMBL5076275

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₃₁H₅₆N₆O₁₂P₂
pchembl 8.75 ~1.8 nM
Mol. weight 766.77 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5076275
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 766.77 Da
LogP (Crippen) 0.97
H-bond donors 6
H-bond acceptors 14
TPSA 251.84 Ų
Rotatable bonds 16
Aromatic rings 2 / 3
Heavy atoms 51
Fraction sp³ C 0.65
Formula C₃₁H₅₆N₆O₁₂P₂

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 251.8
  • −1 ≤ LogP ≤ 5 0.97
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 766.8
  • LogP ≤ 5 0.97
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 16
  • TPSA ≤ 140 Ų 251.8
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(N)=O)cc1
InChI 
InChI=1S/C19H26N4O12P2.2C6H15N/c1-22-14(21-33-8-11-2-4-12(5-3-11)17(20)26)6-7-23(19(22)27)18-16(25)15(24)13(35-18)9-34-37(31,32)10-36(28,29)30;2*1-4-7(5-2)6-3/h2-7,13,15-16,18,24-25H,8-10H2,1H3,(H2,20,26)(H,31,32)(H2,28,29,30);2*4-6H2,1-3H3/b21-14-;;/t13-,15-,16-,18-;;/m1../s1
InChIKey 
FZUFZTYGQVRGLI-JNTADVBHSA-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)