Ligand profile

CHEMBL5419527

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₂₉H₂₆ClN₅O₈
pchembl 9.00 ~1.0 nM
Mol. weight 608.01 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5419527
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 608.01 Da
LogP (Crippen) 1.88
H-bond donors 5
H-bond acceptors 11
TPSA 189.15 Ų
Rotatable bonds 11
Aromatic rings 4 / 5
Heavy atoms 43
Fraction sp³ C 0.28
Formula C₂₉H₂₆ClN₅O₈

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 1.88
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 608.0
  • LogP ≤ 5 1.88
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 11
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 
C#C[C@@]1(O)[C@@H](COC(Cc2ccccc2)(C(=O)O)C(=O)O)O[C@@H](n2cnc3c(NCc4ccccc4)nc(Cl)nc32)[C@@H]1O
InChI 
InChI=1S/C29H26ClN5O8/c1-2-28(41)19(15-42-29(25(37)38,26(39)40)13-17-9-5-3-6-10-17)43-24(21(28)36)35-16-32-20-22(33-27(30)34-23(20)35)31-14-18-11-7-4-8-12-18/h1,3-12,16,19,21,24,36,41H,13-15H2,(H,37,38)(H,39,40)(H,31,33,34)/t19-,21+,24-,28-/m1/s1
InChIKey 
AQTYPYCEBYTBRH-IHVPEWQASA-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)