Ligand profile

CHEMBL4750118

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P09467 Formula C₂₅H₂₃N₅O₇S
pchembl 7.23 ~58.9 nM
Mol. weight 537.55 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4750118
UniProt (similar protein)
P09467
pchembl
7.230 (~58.9 nM)
Target protein
VK055_2839

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 537.55 Da
LogP (Crippen) 3.92
H-bond donors 3
H-bond acceptors 9
TPSA 161.67 Ų
Rotatable bonds 8
Aromatic rings 4 / 4
Heavy atoms 38
Fraction sp³ C 0.12
Formula C₂₅H₂₃N₅O₇S

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 161.7
  • −1 ≤ LogP ≤ 5 3.92
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 537.6
  • LogP ≤ 5 3.92
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 161.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(S(=O)(=O)NC(=O)c2cc3c(Nc4cccc(NC(C)=O)c4)ccc([N+](=O)[O-])c3n2C)cc1
InChI 
InChI=1S/C25H23N5O7S/c1-15(31)26-16-5-4-6-17(13-16)27-21-11-12-22(30(33)34)24-20(21)14-23(29(24)2)25(32)28-38(35,36)19-9-7-18(37-3)8-10-19/h4-14,27H,1-3H3,(H,26,31)(H,28,32)
InChIKey 
PDLALTLUKXFIGH-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)