Ligand profile

CHEMBL347446

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1904 — inositol monophosphatase family protein

Via homolog UniProt P20456 Formula C₁₇H₂₀O₈P₂
pchembl 6.21 ~616.6 nM
Mol. weight 414.29 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL347446
UniProt (similar protein)
P20456
pchembl
6.210 (~616.6 nM)
Target protein
VK055_1904

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 414.29 Da
LogP (Crippen) 2.82
H-bond donors 5
H-bond acceptors 4
TPSA 144.52 Ų
Rotatable bonds 5
Aromatic rings 2 / 3
Heavy atoms 27
Fraction sp³ C 0.29
Formula C₁₇H₂₀O₈P₂

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 144.5
  • −1 ≤ LogP ≤ 5 2.82
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 414.3
  • LogP ≤ 5 2.82
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 4
Veber's rules Fail
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 144.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=P(O)(O)C(O)(c1ccc(Oc2cccc3c2CCCC3)cc1)P(=O)(O)O
InChI 
InChI=1S/C17H20O8P2/c18-17(26(19,20)21,27(22,23)24)13-8-10-14(11-9-13)25-16-7-3-5-12-4-1-2-6-15(12)16/h3,5,7-11,18H,1-2,4,6H2,(H2,19,20,21)(H2,22,23,24)
InChIKey 
GDOHSOOXTKYNBT-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)