Ligand profile

ZINC2386335433

Virtual-screening candidate from ZINC.

Bound to: KP13_04834 — Outer membrane protein S1

Via homolog UniProt F2VN85 Formula C₁₈H₃₃N₃O₁₁
Tanimoto 0.70
Mol. weight 467.47 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC2386335433
UniProt (similar protein)
F2VN85
Tanimoto
0.696
Target protein
KP13_04834

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 467.47 Da
LogP (Crippen) -2.50
H-bond donors 7
H-bond acceptors 12
TPSA 227.29 Ų
Rotatable bonds 12
Aromatic rings 0 / 2
Heavy atoms 32
Fraction sp³ C 1.00
Formula C₁₈H₃₃N₃O₁₁

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 227.3
  • −1 ≤ LogP ≤ 5 -2.50
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 467.5
  • LogP ≤ 5 -2.50
  • H-bond donors ≤ 5 7
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 12
  • TPSA ≤ 140 Ų 227.3
PAINS Alert

Matches PAINS filter: azo_A(324). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
[N-]=[N+]=NCCCCCCO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O
InChI 
InChI=1S/C18H33N3O11/c19-21-20-5-3-1-2-4-6-29-17-15(28)13(26)16(10(8-23)31-17)32-18-14(27)12(25)11(24)9(7-22)30-18/h9-18,22-28H,1-8H2/t9-,10-,11+,12+,13-,14-,15-,16-,17-,18+/m1/s1
InChIKey 
PLEROOLPEZKGCL-MUKCROHVSA-N

Provenance

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

Method
LigQ nearest_k
Query
LMT
Homolog
F2VN85

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to KP13_04834.

PDB 7

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)