Ligand profile

CHEMBL5984458

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt O97467 Formula C₂₉H₃₂N₆O₃
pchembl 7.26 ~55.0 nM
Mol. weight 512.61 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5984458
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 512.61 Da
LogP (Crippen) 4.89
H-bond donors 3
H-bond acceptors 7
TPSA 114.05 Ų
Rotatable bonds 8
Aromatic rings 4 / 5
Heavy atoms 38
Fraction sp³ C 0.31
Formula C₂₉H₃₂N₆O₃

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 114.1
  • −1 ≤ LogP ≤ 5 4.89
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 512.6
  • LogP ≤ 5 4.89
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 114.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(C)(C)CNC(=O)COc1cccc(-c2nc3c(c(Nc4ccc(-c5cn[nH]c5)cc4)n2)COCC3)c1
InChI 
InChI=1S/C29H32N6O3/c1-29(2,3)18-30-26(36)17-38-23-6-4-5-20(13-23)27-34-25-11-12-37-16-24(25)28(35-27)33-22-9-7-19(8-10-22)21-14-31-32-15-21/h4-10,13-15H,11-12,16-18H2,1-3H3,(H,30,36)(H,31,32)(H,33,34,35)
InChIKey 
QPLJCUPPMYAZGO-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
932063
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)