Ligand profile

CHEMBL514722

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P09467 Formula C₂₀H₂₆N₄O₆S₃
pchembl 7.75 ~17.8 nM
Mol. weight 514.65 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL514722
UniProt (similar protein)
P09467
pchembl
7.750 (~17.8 nM)
Target protein
VK055_2839

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 514.65 Da
LogP (Crippen) 1.71
H-bond donors 4
H-bond acceptors 7
TPSA 150.54 Ų
Rotatable bonds 10
Aromatic rings 2 / 2
Heavy atoms 33
Fraction sp³ C 0.30
Formula C₂₀H₂₆N₄O₆S₃

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 150.5
  • −1 ≤ LogP ≤ 5 1.71
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 514.7
  • LogP ≤ 5 1.71
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 150.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cccc(S(=O)(=O)NC(=O)NCCSCCNC(=O)NS(=O)(=O)c2cccc(C)c2)c1
InChI 
InChI=1S/C20H26N4O6S3/c1-15-5-3-7-17(13-15)32(27,28)23-19(25)21-9-11-31-12-10-22-20(26)24-33(29,30)18-8-4-6-16(2)14-18/h3-8,13-14H,9-12H2,1-2H3,(H2,21,23,25)(H2,22,24,26)
InChIKey 
KTSKTUPBXNMISE-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
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)