Ligand profile

CHEMBL4746184

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₂₀H₂₄ClFN₄O₉P₂
pchembl 10.51 ~0.0 nM
Mol. weight 580.83 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4746184
UniProt (similar protein)
P21589
pchembl
10.510 (~0.0 nM)
Target protein
VK055_2087

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 580.83 Da
LogP (Crippen) 2.35
H-bond donors 6
H-bond acceptors 10
TPSA 196.49 Ų
Rotatable bonds 9
Aromatic rings 3 / 4
Heavy atoms 37
Fraction sp³ C 0.40
Formula C₂₀H₂₄ClFN₄O₉P₂

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 196.5
  • −1 ≤ LogP ≤ 5 2.35
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 580.8
  • LogP ≤ 5 2.35
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 196.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@H](Nc1nc(Cl)nc2c1ccn2[C@@H]1O[C@H](COP(=O)(O)CP(=O)(O)O)[C@@H](O)[C@H]1O)c1ccc(F)cc1
InChI 
InChI=1S/C20H24ClFN4O9P2/c1-10(11-2-4-12(22)5-3-11)23-17-13-6-7-26(18(13)25-20(21)24-17)19-16(28)15(27)14(35-19)8-34-37(32,33)9-36(29,30)31/h2-7,10,14-16,19,27-28H,8-9H2,1H3,(H,32,33)(H,23,24,25)(H2,29,30,31)/t10-,14+,15+,16+,19+/m0/s1
InChIKey 
QISFOZQPGMLQOV-ZBFVOTQZSA-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)