Ligand profile

CHEMBL286326

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1904 — inositol monophosphatase family protein

Via homolog UniProt P20456 Formula C₂₂H₂₁Cl₂NO₉P₂
pchembl 7.10 ~79.4 nM
Mol. weight 576.26 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL286326
UniProt (similar protein)
P20456
pchembl
7.100 (~79.4 nM)
Target protein
VK055_1904

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 576.26 Da
LogP (Crippen) 4.26
H-bond donors 6
H-bond acceptors 5
TPSA 173.62 Ų
Rotatable bonds 9
Aromatic rings 3 / 3
Heavy atoms 36
Fraction sp³ C 0.14
Formula C₂₂H₂₁Cl₂NO₉P₂

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 173.6
  • −1 ≤ LogP ≤ 5 4.26
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 576.3
  • LogP ≤ 5 4.26
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 5
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 173.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(NCc1cccc(CC(Oc2ccc(O)cc2)(P(=O)(O)O)P(=O)(O)O)c1)c1ccc(Cl)c(Cl)c1
InChI 
InChI=1S/C22H21Cl2NO9P2/c23-19-9-4-16(11-20(19)24)21(27)25-13-15-3-1-2-14(10-15)12-22(35(28,29)30,36(31,32)33)34-18-7-5-17(26)6-8-18/h1-11,26H,12-13H2,(H,25,27)(H2,28,29,30)(H2,31,32,33)
InChIKey 
BSINHOGPWWRUMD-UHFFFAOYSA-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
Binding sites
PF00459

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_1904.

PDB 4

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 5

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)