Ligand profile

CHEMBL4755209

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P09467 Formula C₂₃H₂₁ClN₄O₅S
pchembl 7.57 ~26.9 nM
Mol. weight 500.96 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4755209
UniProt (similar protein)
P09467
pchembl
7.570 (~26.9 nM)
Target protein
VK055_2839

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 500.96 Da
LogP (Crippen) 4.11
H-bond donors 2
H-bond acceptors 8
TPSA 111.55 Ų
Rotatable bonds 7
Aromatic rings 4 / 4
Heavy atoms 34
Fraction sp³ C 0.13
Formula C₂₃H₂₁ClN₄O₅S

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 111.6
  • −1 ≤ LogP ≤ 5 4.11
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 501.0
  • LogP ≤ 5 4.11
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 111.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(S(=O)(=O)NC(=O)c2nc3c(Nc4cccc(OC)c4)ccc(Cl)c3n2C)cc1
InChI 
InChI=1S/C23H21ClN4O5S/c1-28-21-18(24)11-12-19(25-14-5-4-6-16(13-14)33-3)20(21)26-22(28)23(29)27-34(30,31)17-9-7-15(32-2)8-10-17/h4-13,25H,1-3H3,(H,27,29)
InChIKey 
KMOBQUDXHRJDQW-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)