Ligand profile

ZINC5370996

Virtual-screening candidate from ZINC.

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

Via homolog UniProt Q9X265 Formula C₂₁H₂₄N₂O₂S₂
Tanimoto 0.76
Mol. weight 400.57 Da
Permeability High
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC5370996
UniProt (similar protein)
Q9X265
Tanimoto
0.760
Target protein
KP13_02944

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 400.57 Da
LogP (Crippen) 4.24
H-bond donors 0
H-bond acceptors 4
TPSA 40.62 Ų
Rotatable bonds 4
Aromatic rings 1 / 3
Heavy atoms 27
Fraction sp³ C 0.38
Formula C₂₁H₂₄N₂O₂S₂

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 40.6
  • −1 ≤ LogP ≤ 5 4.24
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 400.6
  • LogP ≤ 5 4.24
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 40.6
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)N2CCCCCC2)C1=O)=C\c1ccccc1
InChI 
InChI=1S/C21H24N2O2S2/c1-16(13-17-9-5-4-6-10-17)14-18-20(25)23(21(26)27-18)15-19(24)22-11-7-2-3-8-12-22/h4-6,9-10,13-14H,2-3,7-8,11-12,15H2,1H3/b16-13+,18-14-
InChIKey 
JINDSNGBWDXFJQ-UEUHXYKBSA-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)