Ligand profile

CHEMBL5811144

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₂₇H₂₈ClN₅O₉
pchembl 9.30 ~0.5 nM
Mol. weight 602.00 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5811144
UniProt (similar protein)
P21589
pchembl
9.300 (~0.5 nM)
Target protein
VK055_2087

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 602.00 Da
LogP (Crippen) 0.23
H-bond donors 5
H-bond acceptors 12
TPSA 200.59 Ų
Rotatable bonds 10
Aromatic rings 3 / 5
Heavy atoms 42
Fraction sp³ C 0.44
Formula C₂₇H₂₈ClN₅O₉

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 200.6
  • −1 ≤ LogP ≤ 5 0.23
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 602.0
  • LogP ≤ 5 0.23
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 200.6
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(N(C)C4CC(O)C4)nc(Cl)nc32)[C@@H]1O
InChI 
InChI=1S/C27H28ClN5O9/c1-3-26(40)17(12-41-27(23(36)37,24(38)39)11-14-7-5-4-6-8-14)42-22(19(26)35)33-13-29-18-20(30-25(28)31-21(18)33)32(2)15-9-16(34)10-15/h1,4-8,13,15-17,19,22,34-35,40H,9-12H2,2H3,(H,36,37)(H,38,39)/t15?,16?,17-,19+,22-,26-/m1/s1
InChIKey 
NLLHDMLXVZDNFJ-AIMRFCHASA-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
1070443
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)