Ligand profile

ZINC1681795

Virtual-screening candidate from ZINC.

Bound to: KP13_04823 — Yersiniabactin biosynthesis thioesterase

Via homolog UniProt P9WQD5 Formula C₁₂H₂₅N₂O₂P
Tanimoto 0.53
Mol. weight 260.32 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC1681795
UniProt (similar protein)
P9WQD5
Tanimoto
0.533
Target protein
KP13_04823

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 260.32 Da
LogP (Crippen) 3.10
H-bond donors 0
H-bond acceptors 2
TPSA 32.32 Ų
Rotatable bonds 10
Aromatic rings 0 / 2
Heavy atoms 17
Fraction sp³ C 1.00
Formula C₁₂H₂₅N₂O₂P

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 32.3
  • −1 ≤ LogP ≤ 5 3.10
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 260.3
  • LogP ≤ 5 3.10
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 2
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 32.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCCCCCCOP(=O)(N1CC1)N1CC1
InChI 
InChI=1S/C12H25N2O2P/c1-2-3-4-5-6-7-12-16-17(15,13-8-9-13)14-10-11-14/h2-12H2,1H3
InChIKey 
IGBRKXDLNQGVDU-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
E9H
Homolog
P9WQD5

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_04823.

PDB 1

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

Ligand PDB entry

ZINC 36

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

Compound Similarity (Tanimoto)