Ligand profile

ZINC4262226

Virtual-screening candidate from ZINC.

Bound to: KP13_03365 — putative biotin sulfoxide reductase

Via homolog UniProt P80563 Formula C₂₁H₁₈O₆
Tanimoto 0.50
Mol. weight 366.37 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC4262226
UniProt (similar protein)
P80563
Tanimoto
0.500
Target protein
KP13_03365

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 366.37 Da
LogP (Crippen) 3.01
H-bond donors 6
H-bond acceptors 6
TPSA 121.38 Ų
Rotatable bonds 0
Aromatic rings 3 / 4
Heavy atoms 27
Fraction sp³ C 0.14
Formula C₂₁H₁₈O₆

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 121.4
  • −1 ≤ LogP ≤ 5 3.01
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 366.4
  • LogP ≤ 5 3.01
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 0
  • TPSA ≤ 140 Ų 121.4
PAINS Alert

Matches PAINS filter: catechol_A(92). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Oc1cc2c(cc1O)Cc1cc(O)c(O)cc1Cc1cc(O)c(O)cc1C2
InChI 
InChI=1S/C21H18O6/c22-16-4-10-1-11-5-17(23)19(25)7-13(11)3-15-9-21(27)20(26)8-14(15)2-12(10)6-18(16)24/h4-9,22-27H,1-3H2
InChIKey 
OOBDZXQTZWOBBQ-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
BTT
Homolog
P80563

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_03365.

PDB 13

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ZINC 44

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)