Ligand profile

CHEMBL5902623

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₂₆H₂₈ClN₅O₆
pchembl 9.22 ~0.6 nM
Mol. weight 541.99 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5902623
UniProt (similar protein)
P21589
pchembl
9.220 (~0.6 nM)
Target protein
VK055_2087

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 541.99 Da
LogP (Crippen) 1.66
H-bond donors 3
H-bond acceptors 10
TPSA 143.06 Ų
Rotatable bonds 10
Aromatic rings 3 / 5
Heavy atoms 38
Fraction sp³ C 0.46
Formula C₂₆H₂₈ClN₅O₆

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 143.1
  • −1 ≤ LogP ≤ 5 1.66
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 542.0
  • LogP ≤ 5 1.66
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 143.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C#C[C@@]1(O)[C@@H](COC(Cc2ccccc2)C(=O)O)O[C@@H](n2cnc3c(N(C)CC4CC4)nc(Cl)nc32)[C@@H]1O
InChI 
InChI=1S/C26H28ClN5O6/c1-3-26(36)18(13-37-17(24(34)35)11-15-7-5-4-6-8-15)38-23(20(26)33)32-14-28-19-21(29-25(27)30-22(19)32)31(2)12-16-9-10-16/h1,4-8,14,16-18,20,23,33,36H,9-13H2,2H3,(H,34,35)/t17?,18-,20+,23-,26-/m1/s1
InChIKey 
OFRSGOCRCHNKKA-KLLPNOPUSA-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
1070470
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)