Ligand profile

CHEMBL4755101

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₁₉H₂₁ClFN₅O₈P₂
pchembl 8.96 ~1.1 nM
Mol. weight 563.80 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4755101
UniProt (similar protein)
P21589
pchembl
8.960 (~1.1 nM)
Target protein
VK055_2087

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 563.80 Da
LogP (Crippen) 1.93
H-bond donors 4
H-bond acceptors 10
TPSA 180.36 Ų
Rotatable bonds 7
Aromatic rings 3 / 5
Heavy atoms 36
Fraction sp³ C 0.42
Formula C₁₉H₂₁ClFN₅O₈P₂

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 180.4
  • −1 ≤ LogP ≤ 5 1.93
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 563.8
  • LogP ≤ 5 1.93
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 180.4
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(N4Cc5ccccc5C4)nc(Cl)nc32)[C@@H](F)[C@@H]1O
InChI 
InChI=1S/C19H21ClFN5O8P2/c20-19-23-16(25-5-10-3-1-2-4-11(10)6-25)14-17(24-19)26(8-22-14)18-13(21)15(27)12(34-18)7-33-36(31,32)9-35(28,29)30/h1-4,8,12-13,15,18,27H,5-7,9H2,(H,31,32)(H2,28,29,30)/t12-,13+,15-,18-/m1/s1
InChIKey 
NHYKZVRHOUYRBI-ZFHGCVPZSA-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)