Ligand profile

CHEMBL1161240

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1904 — inositol monophosphatase family protein

Via homolog UniProt P20456 Formula C₁₅H₂₃O₇P
pchembl 6.10 ~794.3 nM
Mol. weight 346.32 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1161240
UniProt (similar protein)
P20456
pchembl
6.100 (~794.3 nM)
Target protein
VK055_1904

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 346.32 Da
LogP (Crippen) 1.00
H-bond donors 4
H-bond acceptors 5
TPSA 116.45 Ų
Rotatable bonds 7
Aromatic rings 1 / 2
Heavy atoms 23
Fraction sp³ C 0.60
Formula C₁₅H₂₃O₇P

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 116.5
  • −1 ≤ LogP ≤ 5 1.00
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 346.3
  • LogP ≤ 5 1.00
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 116.5
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]1OCCCc1ccccc1
InChI 
InChI=1S/C15H23O7P/c16-12-9-13(17)15(22-23(18,19)20)14(10-12)21-8-4-7-11-5-2-1-3-6-11/h1-3,5-6,12-17H,4,7-10H2,(H2,18,19,20)/t12-,13-,14-,15-/m1/s1
InChIKey 
FPKAHDSARSNKOQ-KBUPBQIOSA-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)