Ligand profile

CHEMBL515042

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P09467 Formula C₂₄H₃₄N₄O₆S₂
pchembl 8.10 ~7.9 nM
Mol. weight 538.69 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL515042
UniProt (similar protein)
P09467
pchembl
8.100 (~7.9 nM)
Target protein
VK055_2839

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 538.69 Da
LogP (Crippen) 3.32
H-bond donors 4
H-bond acceptors 6
TPSA 150.54 Ų
Rotatable bonds 13
Aromatic rings 2 / 2
Heavy atoms 36
Fraction sp³ C 0.42
Formula C₂₄H₃₄N₄O₆S₂

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 150.5
  • −1 ≤ LogP ≤ 5 3.32
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 538.7
  • LogP ≤ 5 3.32
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 6
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • TPSA ≤ 140 Ų 150.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cccc(S(=O)(=O)NC(=O)NCCCCCCCCNC(=O)NS(=O)(=O)c2cccc(C)c2)c1
InChI 
InChI=1S/C24H34N4O6S2/c1-19-11-9-13-21(17-19)35(31,32)27-23(29)25-15-7-5-3-4-6-8-16-26-24(30)28-36(33,34)22-14-10-12-20(2)18-22/h9-14,17-18H,3-8,15-16H2,1-2H3,(H2,25,27,29)(H2,26,28,30)
InChIKey 
ROAGQPAWIYOWGC-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)