Ligand profile

ZINC40387252

Virtual-screening candidate from ZINC.

Bound to: VK055_1562 — outer membrane lipocarrier protein LolA

Via homolog UniProt P61316 Formula C₁₄H₂₂N₄O₄S
Tanimoto 0.56
Mol. weight 342.42 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC40387252
UniProt (similar protein)
P61316
Tanimoto
0.559
Target protein
VK055_1562

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 342.42 Da
LogP (Crippen) -0.03
H-bond donors 2
H-bond acceptors 7
TPSA 92.26 Ų
Rotatable bonds 6
Aromatic rings 1 / 2
Heavy atoms 23
Fraction sp³ C 0.50
Formula C₁₄H₂₂N₄O₄S

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 92.3
  • −1 ≤ LogP ≤ 5 -0.03
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 342.4
  • LogP ≤ 5 -0.03
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 92.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(CCN2CN=C(NS(C)(=O)=O)NC2)cc1OC
InChI 
InChI=1S/C14H22N4O4S/c1-21-12-5-4-11(8-13(12)22-2)6-7-18-9-15-14(16-10-18)17-23(3,19)20/h4-5,8H,6-7,9-10H2,1-3H3,(H2,15,16,17)
InChIKey 
VQVYXNXHEAKXEW-UHFFFAOYSA-N

Provenance

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

Method
LigQ sequence
Query
CHEMBL1213376
Homolog
P61316

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_1562.

ChEMBL 1

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

Compound Potency (pchembl)

ZINC 11

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

Compound Similarity (Tanimoto)