Ligand profile

ZINC397461

Virtual-screening candidate from ZINC.

Bound to: KP13_03430 — Choline dehydrogenase

Via homolog UniProt O94219 Formula C₁₅H₁₄N₂O₄
Tanimoto 0.71
Mol. weight 286.29 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC397461
UniProt (similar protein)
O94219
Tanimoto
0.714
Target protein
KP13_03430

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 286.29 Da
LogP (Crippen) 3.04
H-bond donors 3
H-bond acceptors 3
TPSA 87.66 Ų
Rotatable bonds 4
Aromatic rings 2 / 2
Heavy atoms 21
Fraction sp³ C 0.07
Formula C₁₅H₁₄N₂O₄

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 87.7
  • −1 ≤ LogP ≤ 5 3.04
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 286.3
  • LogP ≤ 5 3.04
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 87.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(NC(=O)Nc2ccc(C(=O)O)cc2)cc1
InChI 
InChI=1S/C15H14N2O4/c1-21-13-8-6-12(7-9-13)17-15(20)16-11-4-2-10(3-5-11)14(18)19/h2-9H,1H3,(H,18,19)(H2,16,17,20)
InChIKey 
WQKVKGOMOZDGCA-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
ANN
Homolog
O94219

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_03430.

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)