Ligand profile

CHEMBL456155

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P09467 Formula C₂₂H₂₆Cl₂N₄O₆S₂

pchembl 7.80 ~15.8 nM

Mol. weight 577.51 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL456155
UniProt (similar protein): P09467
pchembl: 7.800 (~15.8 nM)
Target protein: VK055_2839

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 577.51 Da

LogP (Crippen) 3.48

H-bond donors 4

H-bond acceptors 6

TPSA 150.54 Å²

Rotatable bonds 8

Aromatic rings 2 / 3

Heavy atoms 36

Fraction sp³ C 0.36

Formula C₂₂H₂₆Cl₂N₄O₆S₂

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 Å² and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

TPSA ≤ 90 Å² 150.5
−1 ≤ LogP ≤ 5 3.48

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 577.5
LogP ≤ 5 3.48
H-bond donors ≤ 5 4
H-bond acceptors ≤ 10 6

Veber's rules Fail

Rotatable bonds ≤ 10 8
TPSA ≤ 140 Å² 150.5

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

O=C(NC[C@H]1CC[C@H](CNC(=O)NS(=O)(=O)c2cccc(Cl)c2)CC1)NS(=O)(=O)c1cccc(Cl)c1

InChI

InChI=1S/C22H26Cl2N4O6S2/c23-17-3-1-5-19(11-17)35(31,32)27-21(29)25-13-15-7-9-16(10-8-15)14-26-22(30)28-36(33,34)20-6-2-4-18(24)12-20/h1-6,11-12,15-16H,7-10,13-14H2,(H2,25,27,29)(H2,26,28,30)/t15-,16-

InChIKey

FKRQOYKCADMQPU-WKILWMFISA-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.

ChEMBL ChEMBL compound CHEMBL456155 →
UniProt UniProt P09467 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL456155”) →

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)