Ligand profile

CHEMBL5862626

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₂₇H₂₈ClN₅O₈
pchembl 9.00 ~1.0 nM
Mol. weight 586.00 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5862626
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 586.00 Da
LogP (Crippen) 1.48
H-bond donors 5
H-bond acceptors 11
TPSA 189.15 Ų
Rotatable bonds 11
Aromatic rings 3 / 5
Heavy atoms 41
Fraction sp³ C 0.44
Formula C₂₇H₂₈ClN₅O₈

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 1.48
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 586.0
  • LogP ≤ 5 1.48
  • 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(NCC4CCC4)nc(Cl)nc32)[C@@H]1O
InChI 
InChI=1S/C27H28ClN5O8/c1-2-26(39)17(13-40-27(23(35)36,24(37)38)11-15-7-4-3-5-8-15)41-22(19(26)34)33-14-30-18-20(29-12-16-9-6-10-16)31-25(28)32-21(18)33/h1,3-5,7-8,14,16-17,19,22,34,39H,6,9-13H2,(H,35,36)(H,37,38)(H,29,31,32)/t17-,19+,22-,26-/m1/s1
InChIKey 
SUJWUZKXFDRHJZ-AWWZEIMRSA-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
1070440
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)