Ligand profile

CHEMBL1173572

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2839 — fructose-1-6-bisphosphatase family protein

Via homolog UniProt P09467 Formula C₂₂H₃₀N₃O₆PS
pchembl 8.10 ~7.9 nM
Mol. weight 495.54 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1173572
UniProt (similar protein)
P09467
pchembl
8.100 (~7.9 nM)
Target protein
VK055_2839

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 495.54 Da
LogP (Crippen) 3.63
H-bond donors 2
H-bond acceptors 8
TPSA 115.85 Ų
Rotatable bonds 11
Aromatic rings 2 / 3
Heavy atoms 33
Fraction sp³ C 0.50
Formula C₂₂H₃₀N₃O₆PS

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 115.9
  • −1 ≤ LogP ≤ 5 3.63
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 495.5
  • LogP ≤ 5 3.63
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 115.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCOC(=O)[C@H](C)NP(=O)(COc1ccc(C)c2c1-c1ncsc1C2)N[C@@H](C)C(=O)OCC
InChI 
InChI=1S/C22H30N3O6PS/c1-6-29-21(26)14(4)24-32(28,25-15(5)22(27)30-7-2)12-31-17-9-8-13(3)16-10-18-20(19(16)17)23-11-33-18/h8-9,11,14-15H,6-7,10,12H2,1-5H3,(H2,24,25,28)/t14-,15-/m0/s1
InChIKey 
QZCXPYDDDPIWCD-GJZGRUSLSA-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
Curation
pdb_similarity_tanimoto
Binding sites
PF00316

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_2839.

PDB 35

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)