Ligand profile

CHEMBL5398515

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₂₃H₂₂ClN₅O₈
pchembl 9.00 ~1.0 nM
Mol. weight 531.91 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5398515
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 531.91 Da
LogP (Crippen) 0.24
H-bond donors 5
H-bond acceptors 11
TPSA 203.14 Ų
Rotatable bonds 8
Aromatic rings 3 / 4
Heavy atoms 37
Fraction sp³ C 0.35
Formula C₂₃H₂₂ClN₅O₈

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 203.1
  • −1 ≤ LogP ≤ 5 0.24
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 531.9
  • LogP ≤ 5 0.24
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 203.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC#C[C@@]1(O)[C@@H](COC(Cc2ccccc2)(C(=O)O)C(=O)O)O[C@@H](n2cnc3c(N)nc(Cl)nc32)[C@@H]1O
InChI 
InChI=1S/C23H22ClN5O8/c1-2-8-22(35)13(10-36-23(19(31)32,20(33)34)9-12-6-4-3-5-7-12)37-18(15(22)30)29-11-26-14-16(25)27-21(24)28-17(14)29/h3-7,11,13,15,18,30,35H,9-10H2,1H3,(H,31,32)(H,33,34)(H2,25,27,28)/t13-,15+,18-,22-/m1/s1
InChIKey 
LMTQJHIRBXSJII-UUTQCIBDSA-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
1070398
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)