Ligand profile

CHEMBL4760200

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P09467 Formula C₂₄H₁₉ClF₃N₃O₅S
pchembl 7.16 ~69.2 nM
Mol. weight 553.95 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4760200
UniProt (similar protein)
P09467
pchembl
7.160 (~69.2 nM)
Target protein
VK055_2839

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 553.95 Da
LogP (Crippen) 5.60
H-bond donors 2
H-bond acceptors 7
TPSA 98.66 Ų
Rotatable bonds 7
Aromatic rings 4 / 4
Heavy atoms 37
Fraction sp³ C 0.12
Formula C₂₄H₁₉ClF₃N₃O₅S

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 98.7
  • −1 ≤ LogP ≤ 5 5.60
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 553.9
  • LogP ≤ 5 5.60
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 98.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1cccc(Nc2ccc(Cl)c3c2cc(C(=O)NS(=O)(=O)c2ccc(OC(F)(F)F)cc2)n3C)c1
InChI 
InChI=1S/C24H19ClF3N3O5S/c1-31-21(23(32)30-37(33,34)17-8-6-15(7-9-17)36-24(26,27)28)13-18-20(11-10-19(25)22(18)31)29-14-4-3-5-16(12-14)35-2/h3-13,29H,1-2H3,(H,30,32)
InChIKey 
KLJDIOIKUPMBNJ-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)