Ligand profile

ZINC10494673

Virtual-screening candidate from ZINC.

Bound to: VK055_4371 — sugar (and other) transporter family protein

Via homolog UniProt Q4U2R8 Formula C₁₃H₁₂N₈O₅S₃
Tanimoto 0.85
Mol. weight 456.49 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC10494673
UniProt (similar protein)
Q4U2R8
Tanimoto
0.853
Target protein
VK055_4371

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 456.49 Da
LogP (Crippen) -1.24
H-bond donors 3
H-bond acceptors 13
TPSA 176.32 Ų
Rotatable bonds 7
Aromatic rings 2 / 4
Heavy atoms 29
Fraction sp³ C 0.38
Formula C₁₃H₁₂N₈O₅S₃

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 176.3
  • −1 ≤ LogP ≤ 5 -1.24
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 456.5
  • LogP ≤ 5 -1.24
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 13
Veber's rules Fail
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 176.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(Cn1cnnn1)N[C@@H]1C(=O)N2C(C(=O)O)=C(CSc3nnc(O)s3)CS[C@H]12
InChI 
InChI=1S/C13H12N8O5S3/c22-6(1-20-4-14-18-19-20)15-7-9(23)21-8(11(24)25)5(2-27-10(7)21)3-28-13-17-16-12(26)29-13/h4,7,10H,1-3H2,(H,15,22)(H,16,26)(H,24,25)/t7-,10-/m1/s1
InChIKey 
UJBHDVHNCGIGQD-GMSGAONNSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Query
CHEMBL1435
Homolog
Q4U2R8

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_4371.

ChEMBL 36

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 49

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)