Ligand profile

ZINC16746049

Virtual-screening candidate from ZINC.

Bound to: KP13_02944 — 2,5-diketo-D-gluconic acid reductase B

Via homolog UniProt Q9X265 Formula C₂₂H₂₀N₂O₂S₂
Tanimoto 0.73
Mol. weight 408.55 Da
Permeability High
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC16746049
UniProt (similar protein)
Q9X265
Tanimoto
0.731
Target protein
KP13_02944

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 408.55 Da
LogP (Crippen) 4.78
H-bond donors 1
H-bond acceptors 4
TPSA 49.41 Ų
Rotatable bonds 5
Aromatic rings 2 / 3
Heavy atoms 28
Fraction sp³ C 0.14
Formula C₂₂H₂₀N₂O₂S₂

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 49.4
  • −1 ≤ LogP ≤ 5 4.78
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 408.5
  • LogP ≤ 5 4.78
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 49.4
PAINS Alert

Matches PAINS filter: ene_rhod_A(235). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(=C\c1ccccc1)/C=C1/SC(=S)N(CC(=O)Nc2ccccc2C)C1=O
InChI 
InChI=1S/C22H20N2O2S2/c1-15(12-17-9-4-3-5-10-17)13-19-21(26)24(22(27)28-19)14-20(25)23-18-11-7-6-8-16(18)2/h3-13H,14H2,1-2H3,(H,23,25)/b15-12+,19-13+
InChIKey 
UQFBZBZZZCAKPZ-CAOIWOLBSA-N

Provenance

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

Method
LigQ nearest_k
Query
EPR
Homolog
Q9X265

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_02944.

PDB 4

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)