Ligand profile

ZINC44588

Virtual-screening candidate from ZINC.

Bound to: KP13_01348 — UDP-N-acetylenolpyruvoylglucosamine reductase

Via homolog UniProt P08373 Formula C₁₉H₁₂O₂
Tanimoto 0.52
Mol. weight 272.30 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC44588
UniProt (similar protein)
P08373
Tanimoto
0.522
Target protein
KP13_01348

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 272.30 Da
LogP (Crippen) 4.51
H-bond donors 0
H-bond acceptors 2
TPSA 26.30 Ų
Rotatable bonds 1
Aromatic rings 3 / 4
Heavy atoms 21
Fraction sp³ C 0.00
Formula C₁₉H₁₂O₂

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 26.3
  • −1 ≤ LogP ≤ 5 4.51
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 272.3
  • LogP ≤ 5 4.51
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 2
Veber's rules Pass
  • Rotatable bonds ≤ 10 1
  • TPSA ≤ 140 Ų 26.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C1O/C(=C\c2cccc3ccccc23)c2ccccc21
InChI 
InChI=1S/C19H12O2/c20-19-17-11-4-3-10-16(17)18(21-19)12-14-8-5-7-13-6-1-2-9-15(13)14/h1-12H/b18-12-
InChIKey 
JRLHCXITJGWLCS-PDGQHHTCSA-N

Provenance

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

Method
LigQ nearest_k
Query
973
Homolog
P08373

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_01348.

PDB 4

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

Ligand PDB entry

ZINC 34

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

Compound Similarity (Tanimoto)