Ligand profile

CHEMBL4761534

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₁₅H₂₁ClFN₅O₉P₂
pchembl 9.10 ~0.8 nM
Mol. weight 531.76 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4761534
UniProt (similar protein)
P21589
pchembl
9.100 (~0.8 nM)
Target protein
VK055_2087

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 531.76 Da
LogP (Crippen) 0.61
H-bond donors 5
H-bond acceptors 11
TPSA 198.38 Ų
Rotatable bonds 8
Aromatic rings 2 / 4
Heavy atoms 33
Fraction sp³ C 0.67
Formula C₁₅H₂₁ClFN₅O₉P₂

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 198.4
  • −1 ≤ LogP ≤ 5 0.61
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 531.8
  • LogP ≤ 5 0.61
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 198.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=P(O)(O)CP(=O)(O)OC[C@H]1O[C@@H](n2cnc3c(N[C@H]4CCOC4)nc(Cl)nc32)[C@@H](F)[C@@H]1O
InChI 
InChI=1S/C15H21ClFN5O9P2/c16-15-20-12(19-7-1-2-29-3-7)10-13(21-15)22(5-18-10)14-9(17)11(23)8(31-14)4-30-33(27,28)6-32(24,25)26/h5,7-9,11,14,23H,1-4,6H2,(H,27,28)(H,19,20,21)(H2,24,25,26)/t7-,8+,9-,11+,14+/m0/s1
InChIKey 
JEMMDEIMNKQOAW-KPLLRRJNSA-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)