Ligand profile

CHEMBL5807648

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₂₆H₂₇ClN₆O₈
pchembl 9.00 ~1.0 nM
Mol. weight 586.99 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5807648
UniProt (similar protein)
P21589
pchembl
9.000 (~1.0 nM)
Target protein
VK055_2087

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 586.99 Da
LogP (Crippen) 0.45
H-bond donors 5
H-bond acceptors 12
TPSA 206.38 Ų
Rotatable bonds 9
Aromatic rings 3 / 5
Heavy atoms 41
Fraction sp³ C 0.42
Formula C₂₆H₂₇ClN₆O₈

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 206.4
  • −1 ≤ LogP ≤ 5 0.45
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 587.0
  • LogP ≤ 5 0.45
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 206.4
PAINS Alert

Matches PAINS filter: anil_di_alk_E(186). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C#C[C@@]1(O)[C@@H](COC(Cc2ccc(N3CCCC3)cc2)(C(=O)O)C(=O)O)O[C@@H](n2cnc3c(N)nc(Cl)nc32)[C@@H]1O
InChI 
InChI=1S/C26H27ClN6O8/c1-2-25(39)16(41-21(18(25)34)33-13-29-17-19(28)30-24(27)31-20(17)33)12-40-26(22(35)36,23(37)38)11-14-5-7-15(8-6-14)32-9-3-4-10-32/h1,5-8,13,16,18,21,34,39H,3-4,9-12H2,(H,35,36)(H,37,38)(H2,28,30,31)/t16-,18+,21-,25-/m1/s1
InChIKey 
VDUHJKCXDNQCAH-ZSZPVPIUSA-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
Activity
1070538
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)