Ligand profile

ZINC5370983

Virtual-screening candidate from ZINC.

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

Via homolog UniProt Q9X265 Formula C₂₁H₁₈N₂O₃S₂
Tanimoto 0.73
Mol. weight 410.52 Da
Permeability High
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC5370983
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 410.52 Da
LogP (Crippen) 4.18
H-bond donors 2
H-bond acceptors 5
TPSA 69.64 Ų
Rotatable bonds 5
Aromatic rings 2 / 3
Heavy atoms 28
Fraction sp³ C 0.10
Formula C₂₁H₁₈N₂O₃S₂

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 69.6
  • −1 ≤ LogP ≤ 5 4.18
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 410.5
  • LogP ≤ 5 4.18
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 69.6
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=C1\SC(=S)N(CC(=O)Nc2ccccc2O)C1=O)=C\c1ccccc1
InChI 
InChI=1S/C21H18N2O3S2/c1-14(11-15-7-3-2-4-8-15)12-18-20(26)23(21(27)28-18)13-19(25)22-16-9-5-6-10-17(16)24/h2-12,24H,13H2,1H3,(H,22,25)/b14-11+,18-12-
InChIKey 
NTWSIRBGSAWVKE-UJUKKVGJSA-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)