Ligand profile

CHEMBL4764972

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P09467 Formula C₂₄H₂₁ClN₄O₇S
pchembl 7.20 ~63.1 nM
Mol. weight 544.97 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4764972
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 544.97 Da
LogP (Crippen) 4.62
H-bond donors 2
H-bond acceptors 9
TPSA 141.80 Ų
Rotatable bonds 8
Aromatic rings 4 / 4
Heavy atoms 37
Fraction sp³ C 0.12
Formula C₂₄H₂₁ClN₄O₇S

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 141.8
  • −1 ≤ LogP ≤ 5 4.62
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 545.0
  • LogP ≤ 5 4.62
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 141.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(S(=O)(=O)NC(=O)c2cc3c(Nc4ccc(Cl)c(OC)c4)ccc([N+](=O)[O-])c3n2C)cc1
InChI 
InChI=1S/C24H21ClN4O7S/c1-28-21(24(30)27-37(33,34)16-7-5-15(35-2)6-8-16)13-17-19(10-11-20(23(17)28)29(31)32)26-14-4-9-18(25)22(12-14)36-3/h4-13,26H,1-3H3,(H,27,30)
InChIKey 
MSAYKDSMNRXECS-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)