Ligand profile

CHEMBL4791237

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₁₇H₂₀ClN₅O₁₀P₂
pchembl 9.40 ~0.4 nM
Mol. weight 551.77 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4791237
UniProt (similar protein)
P21589
pchembl
9.400 (~0.4 nM)
Target protein
VK055_2087

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 551.77 Da
LogP (Crippen) 0.94
H-bond donors 6
H-bond acceptors 12
TPSA 218.61 Ų
Rotatable bonds 9
Aromatic rings 3 / 4
Heavy atoms 35
Fraction sp³ C 0.35
Formula C₁₇H₂₀ClN₅O₁₀P₂

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 218.6
  • −1 ≤ LogP ≤ 5 0.94
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 551.8
  • LogP ≤ 5 0.94
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 218.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=P(O)(O)OP(=O)(O)OC[C@H]1O[C@@H](n2cnc3c(NCc4ccccc4)nc(Cl)nc32)[C@H](O)[C@@H]1O
InChI 
InChI=1S/C17H20ClN5O10P2/c18-17-21-14(19-6-9-4-2-1-3-5-9)11-15(22-17)23(8-20-11)16-13(25)12(24)10(32-16)7-31-35(29,30)33-34(26,27)28/h1-5,8,10,12-13,16,24-25H,6-7H2,(H,29,30)(H,19,21,22)(H2,26,27,28)/t10-,12-,13-,16-/m1/s1
InChIKey 
VULCORDCMXIOCO-XNIJJKJLSA-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)