Ligand profile

CHEMBL4763785

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₂₅H₂₈FN₅O₈P₂
pchembl 8.82 ~1.5 nM
Mol. weight 607.47 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4763785
UniProt (similar protein)
P21589
pchembl
8.820 (~1.5 nM)
Target protein
VK055_2087

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 607.47 Da
LogP (Crippen) 2.96
H-bond donors 5
H-bond acceptors 10
TPSA 189.15 Ų
Rotatable bonds 11
Aromatic rings 4 / 5
Heavy atoms 41
Fraction sp³ C 0.32
Formula C₂₅H₂₈FN₅O₈P₂

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 189.2
  • −1 ≤ LogP ≤ 5 2.96
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 607.5
  • LogP ≤ 5 2.96
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 189.2
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(NCc4ccccc4)nc(Cc4ccccc4)nc32)[C@@H](F)[C@@H]1O
InChI 
InChI=1S/C25H28FN5O8P2/c26-20-22(32)18(13-38-41(36,37)15-40(33,34)35)39-25(20)31-14-28-21-23(27-12-17-9-5-2-6-10-17)29-19(30-24(21)31)11-16-7-3-1-4-8-16/h1-10,14,18,20,22,25,32H,11-13,15H2,(H,36,37)(H,27,29,30)(H2,33,34,35)/t18-,20+,22-,25-/m1/s1
InChIKey 
MMTVAQNGCAUYFQ-DPQLKAKJSA-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)