Ligand profile

ZINC12379730

Virtual-screening candidate from ZINC.

Bound to: VK055_4885 — outer membrane protein C

Via homolog UniProt P02931 Formula C₂₄H₃₀N₂O₈
Tanimoto 0.91
Mol. weight 474.51 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC12379730
UniProt (similar protein)
P02931
Tanimoto
0.909
Target protein
VK055_4885

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 474.51 Da
LogP (Crippen) 2.87
H-bond donors 2
H-bond acceptors 8
TPSA 113.58 Ų
Rotatable bonds 2
Aromatic rings 2 / 3
Heavy atoms 34
Fraction sp³ C 0.42
Formula C₂₄H₃₀N₂O₈

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 113.6
  • −1 ≤ LogP ≤ 5 2.87
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 474.5
  • LogP ≤ 5 2.87
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 2
  • TPSA ≤ 140 Ų 113.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(=O)Nc1ccc2c(c1)OCCOCCOc1cc(NC(C)=O)ccc1OCCOCCO2
InChI 
InChI=1S/C24H30N2O8/c1-17(27)25-19-3-5-21-23(15-19)33-13-9-30-10-14-34-24-16-20(26-18(2)28)4-6-22(24)32-12-8-29-7-11-31-21/h3-6,15-16H,7-14H2,1-2H3,(H,25,27)(H,26,28)
InChIKey 
WZVHSGAOHAKJPI-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)