Ligand profile

CHEMBL5799651

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_4629 — MFS transporter, sugar porter family protein

Via homolog UniProt O97467 Formula C₂₈H₂₆N₆O₂S
pchembl 7.26 ~55.0 nM
Mol. weight 510.62 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5799651
UniProt (similar protein)
O97467
pchembl
7.260 (~55.0 nM)
Target protein
VK055_4629

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 510.62 Da
LogP (Crippen) 5.93
H-bond donors 3
H-bond acceptors 7
TPSA 104.82 Ų
Rotatable bonds 8
Aromatic rings 5 / 6
Heavy atoms 37
Fraction sp³ C 0.21
Formula C₂₈H₂₆N₆O₂S

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 104.8
  • −1 ≤ LogP ≤ 5 5.93
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 510.6
  • LogP ≤ 5 5.93
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 104.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(COc1cccc(-c2nc(Nc3ccc(-c4cn[nH]c4)cc3)c3sccc3n2)c1)NC1CCCC1
InChI 
InChI=1S/C28H26N6O2S/c35-25(31-21-5-1-2-6-21)17-36-23-7-3-4-19(14-23)27-33-24-12-13-37-26(24)28(34-27)32-22-10-8-18(9-11-22)20-15-29-30-16-20/h3-4,7-16,21H,1-2,5-6,17H2,(H,29,30)(H,31,35)(H,32,33,34)
InChIKey 
WRBFAJNYSGCTRP-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
Activity
931983
Binding sites
PF00083

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_4629.

PDB 4

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)