Ligand profile

CHEMBL5915147

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₂₇H₃₃ClN₆O₆
pchembl 8.82 ~1.5 nM
Mol. weight 573.05 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5915147
UniProt (similar protein)
P21589
pchembl
8.820 (~1.5 nM)
Target protein
VK055_2087

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 573.05 Da
LogP (Crippen) 1.57
H-bond donors 4
H-bond acceptors 11
TPSA 155.09 Ų
Rotatable bonds 13
Aromatic rings 3 / 4
Heavy atoms 40
Fraction sp³ C 0.48
Formula C₂₇H₃₃ClN₆O₆

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 155.1
  • −1 ≤ LogP ≤ 5 1.57
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 573.1
  • LogP ≤ 5 1.57
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • TPSA ≤ 140 Ų 155.1
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(NCCN(CC)CC)nc(Cl)nc32)[C@@H]1O
InChI 
InChI=1S/C27H33ClN6O6/c1-4-27(38)19(15-39-18(25(36)37)14-17-10-8-7-9-11-17)40-24(21(27)35)34-16-30-20-22(31-26(28)32-23(20)34)29-12-13-33(5-2)6-3/h1,7-11,16,18-19,21,24,35,38H,5-6,12-15H2,2-3H3,(H,36,37)(H,29,31,32)/t18?,19-,21+,24-,27-/m1/s1
InChIKey 
JRFOIPLGKVXMQO-DIXSZAGKSA-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
1070456
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)