Ligand profile

CHEMBL5078828

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₃₃H₆₁N₇O₁₂P₂
pchembl 9.20 ~0.6 nM
Mol. weight 809.84 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5078828
UniProt (similar protein)
P21589
pchembl
9.200 (~0.6 nM)
Target protein
VK055_2087

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 809.84 Da
LogP (Crippen) 0.56
H-bond donors 7
H-bond acceptors 15
TPSA 263.87 Ų
Rotatable bonds 18
Aromatic rings 2 / 3
Heavy atoms 54
Fraction sp³ C 0.67
Formula C₃₃H₆₁N₇O₁₂P₂

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 0.56
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 809.8
  • LogP ≤ 5 0.56
  • H-bond donors ≤ 5 7
  • H-bond acceptors ≤ 10 15
Veber's rules Fail
  • Rotatable bonds ≤ 10 18
  • 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)NCCN)cc1
InChI 
InChI=1S/C21H31N5O12P2.2C6H15N/c1-25-16(24-36-10-13-2-4-14(5-3-13)19(29)23-8-7-22)6-9-26(21(25)30)20-18(28)17(27)15(38-20)11-37-40(34,35)12-39(31,32)33;2*1-4-7(5-2)6-3/h2-6,9,15,17-18,20,27-28H,7-8,10-12,22H2,1H3,(H,23,29)(H,34,35)(H2,31,32,33);2*4-6H2,1-3H3/b24-16-;;/t15-,17-,18-,20-;;/m1../s1
InChIKey 
DXOMPQSUBIVGOJ-KDSDJCGMSA-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)