Ligand profile

ZINC4566365

Virtual-screening candidate from ZINC.

Bound to: VK055_4885 — outer membrane protein C

Via homolog UniProt P02931 Formula C₁₈H₂₇NO₅S₂
Tanimoto 0.73
Mol. weight 401.55 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC4566365
UniProt (similar protein)
P02931
Tanimoto
0.725
Target protein
VK055_4885

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 401.55 Da
LogP (Crippen) 2.92
H-bond donors 1
H-bond acceptors 7
TPSA 66.02 Ų
Rotatable bonds 1
Aromatic rings 1 / 2
Heavy atoms 26
Fraction sp³ C 0.61
Formula C₁₈H₂₇NO₅S₂

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 66.0
  • −1 ≤ LogP ≤ 5 2.92
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 401.6
  • LogP ≤ 5 2.92
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 1
  • TPSA ≤ 140 Ų 66.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(=O)Nc1ccc2c(c1)OCCSCCOCCOCCSCCO2
InChI 
InChI=1S/C18H27NO5S2/c1-15(20)19-16-2-3-17-18(14-16)24-9-13-26-11-7-22-5-4-21-6-10-25-12-8-23-17/h2-3,14H,4-13H2,1H3,(H,19,20)
InChIKey 
OFBZTQNPQOAXRH-UHFFFAOYSA-N

Provenance

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

Method
LigQ nearest_k
Query
451
Homolog
P02931

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_4885.

PDB 15

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ZINC 49

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

Compound Similarity (Tanimoto)