Ligand profile

ZINC2859273

Virtual-screening candidate from ZINC.

Bound to: KP13_00363 — LpxA-like domain-containing transferase

Via homolog UniProt P21645 Formula C₂₀H₁₅N₃O₅S
Tanimoto 0.71
Mol. weight 409.42 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC2859273
UniProt (similar protein)
P21645
Tanimoto
0.712
Target protein
KP13_00363

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 409.42 Da
LogP (Crippen) 3.39
H-bond donors 3
H-bond acceptors 6
TPSA 101.83 Ų
Rotatable bonds 4
Aromatic rings 3 / 4
Heavy atoms 29
Fraction sp³ C 0.05
Formula C₂₀H₁₅N₃O₅S

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 101.8
  • −1 ≤ LogP ≤ 5 3.39
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 409.4
  • LogP ≤ 5 3.39
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 101.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(NC(=S)Nc1cccc(NC(=O)c2ccco2)c1)c1ccc2c(c1)OCO2
InChI 
InChI=1S/C20H15N3O5S/c24-18(12-6-7-15-17(9-12)28-11-27-15)23-20(29)22-14-4-1-3-13(10-14)21-19(25)16-5-2-8-26-16/h1-10H,11H2,(H,21,25)(H2,22,23,24,29)
InChIKey 
WVVTVGOBPUVIFF-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
O4G
Homolog
P21645

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_00363.

PDB 16

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)