Ligand profile

ZINC3896124

Virtual-screening candidate from ZINC.

Bound to: VK055_4885 — outer membrane protein C

Via homolog UniProt P02931 Formula C₁₈H₂₅NO₆
Tanimoto 0.70
Mol. weight 351.40 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC3896124
UniProt (similar protein)
P02931
Tanimoto
0.700
Target protein
VK055_4885

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 351.40 Da
LogP (Crippen) 2.02
H-bond donors 1
H-bond acceptors 6
TPSA 75.25 Ų
Rotatable bonds 2
Aromatic rings 1 / 2
Heavy atoms 25
Fraction sp³ C 0.50
Formula C₁₈H₂₅NO₆

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 75.3
  • −1 ≤ LogP ≤ 5 2.02
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 351.4
  • LogP ≤ 5 2.02
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 2
  • TPSA ≤ 140 Ų 75.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C=C(C)C(=O)Nc1ccc2c(c1)OCCOCCOCCOCCO2
InChI 
InChI=1S/C18H25NO6/c1-14(2)18(20)19-15-3-4-16-17(13-15)25-12-10-23-8-6-21-5-7-22-9-11-24-16/h3-4,13H,1,5-12H2,2H3,(H,19,20)
InChIKey 
GUVWVPYZZWNJKF-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)