Ligand profile

CHEMBL5915270

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2087 — calcineurin-like phosphoesterase family protein

Via homolog UniProt P21589 Formula C₂₈H₂₉ClN₅O₇P
pchembl 9.05 ~0.9 nM
Mol. weight 614.00 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5915270
UniProt (similar protein)
P21589
pchembl
9.050 (~0.9 nM)
Target protein
VK055_2087

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 614.00 Da
LogP (Crippen) 3.04
H-bond donors 3
H-bond acceptors 11
TPSA 152.29 Ų
Rotatable bonds 8
Aromatic rings 4 / 7
Heavy atoms 42
Fraction sp³ C 0.39
Formula C₂₈H₂₉ClN₅O₇P

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 152.3
  • −1 ≤ LogP ≤ 5 3.04
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 614.0
  • LogP ≤ 5 3.04
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 152.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=P(O)(COC[C@H]1O[C@@H](n2ncc3c(N4CC5(CCc6ccccc65)C4)nc(Cl)nc32)[C@H](O)[C@@H]1O)Oc1ccccc1
InChI 
InChI=1S/C28H29ClN5O7P/c29-27-31-24(33-14-28(15-33)11-10-17-6-4-5-9-20(17)28)19-12-30-34(25(19)32-27)26-23(36)22(35)21(40-26)13-39-16-42(37,38)41-18-7-2-1-3-8-18/h1-9,12,21-23,26,35-36H,10-11,13-16H2,(H,37,38)/t21-,22-,23-,26-/m1/s1
InChIKey 
RYYADOMFLBTVLC-ICLZECGLSA-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
1169573
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)