Ligand profile

CHEMBL4763100

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P09467 Formula C₂₅H₂₄N₄O₈S
pchembl 7.20 ~63.1 nM
Mol. weight 540.55 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4763100
UniProt (similar protein)
P09467
pchembl
7.200 (~63.1 nM)
Target protein
VK055_2839

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 540.55 Da
LogP (Crippen) 3.97
H-bond donors 2
H-bond acceptors 10
TPSA 151.03 Ų
Rotatable bonds 9
Aromatic rings 4 / 4
Heavy atoms 38
Fraction sp³ C 0.16
Formula C₂₅H₂₄N₄O₈S

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 151.0
  • −1 ≤ LogP ≤ 5 3.97
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 540.6
  • LogP ≤ 5 3.97
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 151.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(S(=O)(=O)NC(=O)c2cc3c(Nc4cc(OC)cc(OC)c4)ccc([N+](=O)[O-])c3n2C)cc1
InChI 
InChI=1S/C25H24N4O8S/c1-28-23(25(30)27-38(33,34)19-7-5-16(35-2)6-8-19)14-20-21(9-10-22(24(20)28)29(31)32)26-15-11-17(36-3)13-18(12-15)37-4/h5-14,26H,1-4H3,(H,27,30)
InChIKey 
UVCSOPKMHHDNRM-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)