Ligand profile

CHEMBL1161254

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1904 — inositol monophosphatase family protein

Via homolog UniProt P20456 Formula C₁₆H₂₅O₈P
pchembl 6.52 ~302.0 nM
Mol. weight 376.34 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1161254
UniProt (similar protein)
P20456
pchembl
6.520 (~302.0 nM)
Target protein
VK055_1904

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 376.34 Da
LogP (Crippen) 1.09
H-bond donors 5
H-bond acceptors 6
TPSA 136.68 Ų
Rotatable bonds 8
Aromatic rings 1 / 2
Heavy atoms 25
Fraction sp³ C 0.62
Formula C₁₆H₂₅O₈P

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 136.7
  • −1 ≤ LogP ≤ 5 1.09
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 376.3
  • LogP ≤ 5 1.09
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 136.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=P(O)(O)O[C@@H]1[C@H](O)C[C@@H](O)C[C@H]1OCCCCc1ccccc1O
InChI 
InChI=1S/C16H25O8P/c17-12-9-14(19)16(24-25(20,21)22)15(10-12)23-8-4-3-6-11-5-1-2-7-13(11)18/h1-2,5,7,12,14-19H,3-4,6,8-10H2,(H2,20,21,22)/t12-,14-,15-,16-/m1/s1
InChIKey 
YLXWTXSRJBYSRK-DTZQCDIJSA-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)