Ligand profile

ZINC4478027

Virtual-screening candidate from ZINC.

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

Via homolog UniProt Q9X265 Formula C₁₆H₁₅NOS₂
Tanimoto 0.74
Mol. weight 301.44 Da
Permeability High
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC4478027
UniProt (similar protein)
Q9X265
Tanimoto
0.745
Target protein
KP13_02944

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 301.44 Da
LogP (Crippen) 4.02
H-bond donors 0
H-bond acceptors 3
TPSA 20.31 Ų
Rotatable bonds 4
Aromatic rings 1 / 2
Heavy atoms 20
Fraction sp³ C 0.12
Formula C₁₆H₁₅NOS₂

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 20.3
  • −1 ≤ LogP ≤ 5 4.02
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 301.4
  • LogP ≤ 5 4.02
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 20.3
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 
C=CCN1C(=O)/C(=C\C(C)=C\c2ccccc2)SC1=S
InChI 
InChI=1S/C16H15NOS2/c1-3-9-17-15(18)14(20-16(17)19)11-12(2)10-13-7-5-4-6-8-13/h3-8,10-11H,1,9H2,2H3/b12-10+,14-11+
InChIKey 
GOTHYHKJJWSTBD-NCPBJGSTSA-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)