Ligand profile

CHEMBL4751244

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₁₈H₂₇ClN₅O₈P
pchembl 9.02 ~1.0 nM
Mol. weight 507.87 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4751244
UniProt (similar protein)
P21589
pchembl
9.020 (~1.0 nM)
Target protein
VK055_2087

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 507.87 Da
LogP (Crippen) 0.62
H-bond donors 5
H-bond acceptors 11
TPSA 181.31 Ų
Rotatable bonds 9
Aromatic rings 2 / 4
Heavy atoms 33
Fraction sp³ C 0.72
Formula C₁₈H₂₇ClN₅O₈P

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 181.3
  • −1 ≤ LogP ≤ 5 0.62
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 507.9
  • LogP ≤ 5 0.62
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 181.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COCC(OC[C@H]1O[C@@H](n2ncc3c(NC4CCCC4)nc(Cl)nc32)[C@H](O)[C@@H]1O)P(=O)(O)O
InChI 
InChI=1S/C18H27ClN5O8P/c1-30-8-12(33(27,28)29)31-7-11-13(25)14(26)17(32-11)24-16-10(6-20-24)15(22-18(19)23-16)21-9-4-2-3-5-9/h6,9,11-14,17,25-26H,2-5,7-8H2,1H3,(H,21,22,23)(H2,27,28,29)/t11-,12?,13-,14-,17-/m1/s1
InChIKey 
IQUGEKWTQMGZEU-ZNKOAIQGSA-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)