Ligand profile

ZINC40387041

Virtual-screening candidate from ZINC.

Bound to: VK055_1562 — outer membrane lipocarrier protein LolA

Via homolog UniProt P61316 Formula C₂₁H₂₈N₄O₆S
Tanimoto 0.52
Mol. weight 464.54 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC40387041
UniProt (similar protein)
P61316
Tanimoto
0.517
Target protein
VK055_1562

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 464.54 Da
LogP (Crippen) 1.42
H-bond donors 2
H-bond acceptors 7
TPSA 110.72 Ų
Rotatable bonds 9
Aromatic rings 2 / 3
Heavy atoms 32
Fraction sp³ C 0.38
Formula C₂₁H₂₈N₄O₆S

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 110.7
  • −1 ≤ LogP ≤ 5 1.42
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 464.5
  • LogP ≤ 5 1.42
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 110.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(CCN2CNC(=NS(=O)(=O)c3ccc(OC)c(OC)c3)NC2)cc1OC
InChI 
InChI=1S/C21H28N4O6S/c1-28-17-7-5-15(11-19(17)30-3)9-10-25-13-22-21(23-14-25)24-32(26,27)16-6-8-18(29-2)20(12-16)31-4/h5-8,11-12H,9-10,13-14H2,1-4H3,(H2,22,23,24)
InChIKey 
NESOVVCMMJEZEL-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)