Ligand profile

CHEMBL6040545

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₂₉H₂₈ClN₅O₆
pchembl 9.00 ~1.0 nM
Mol. weight 578.03 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL6040545
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 578.03 Da
LogP (Crippen) 2.47
H-bond donors 4
H-bond acceptors 10
TPSA 151.85 Ų
Rotatable bonds 11
Aromatic rings 4 / 5
Heavy atoms 41
Fraction sp³ C 0.31
Formula C₂₉H₂₈ClN₅O₆

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 151.8
  • −1 ≤ LogP ≤ 5 2.47
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 578.0
  • LogP ≤ 5 2.47
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 151.8
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(NCCc4ccccc4)nc(Cl)nc32)[C@@H]1O
InChI 
InChI=1S/C29H28ClN5O6/c1-2-29(39)21(16-40-20(27(37)38)15-19-11-7-4-8-12-19)41-26(23(29)36)35-17-32-22-24(33-28(30)34-25(22)35)31-14-13-18-9-5-3-6-10-18/h1,3-12,17,20-21,23,26,36,39H,13-16H2,(H,37,38)(H,31,33,34)/t20?,21-,23+,26-,29-/m1/s1
InChIKey 
HQCOUZMXZHZAQO-GYJPFJKKSA-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
1070465
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)