Ligand profile

CHEMBL4776829

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₁₄H₂₀ClN₅O₉P₂
pchembl 8.77 ~1.7 nM
Mol. weight 499.74 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4776829
UniProt (similar protein)
P21589
pchembl
8.770 (~1.7 nM)
Target protein
VK055_2087

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 499.74 Da
LogP (Crippen) 0.01
H-bond donors 6
H-bond acceptors 11
TPSA 209.38 Ų
Rotatable bonds 8
Aromatic rings 2 / 4
Heavy atoms 31
Fraction sp³ C 0.64
Formula C₁₄H₂₀ClN₅O₉P₂

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 209.4
  • −1 ≤ LogP ≤ 5 0.01
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 499.7
  • LogP ≤ 5 0.01
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 209.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=P(O)(O)CP(=O)(O)OC[C@H]1O[C@@H](n2cnc3c(NC4CC4)nc(Cl)nc32)[C@H](O)[C@@H]1O
InChI 
InChI=1S/C14H20ClN5O9P2/c15-14-18-11(17-6-1-2-6)8-12(19-14)20(4-16-8)13-10(22)9(21)7(29-13)3-28-31(26,27)5-30(23,24)25/h4,6-7,9-10,13,21-22H,1-3,5H2,(H,26,27)(H,17,18,19)(H2,23,24,25)/t7-,9-,10-,13-/m1/s1
InChIKey 
KSVJZHMECXMBSG-QYVSTXNMSA-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)