Ligand profile

ZINC105102137

Virtual-screening candidate from ZINC.

Bound to: KP13_00591 — Rhamnulokinase

Via homolog UniProt P32171 Formula C₁₁H₂₁NO₅
Tanimoto 0.56
Mol. weight 247.29 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC105102137
UniProt (similar protein)
P32171
Tanimoto
0.559
Target protein
KP13_00591

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 247.29 Da
LogP (Crippen) -1.73
H-bond donors 4
H-bond acceptors 6
TPSA 93.39 Ų
Rotatable bonds 3
Aromatic rings 0 / 2
Heavy atoms 17
Fraction sp³ C 1.00
Formula C₁₁H₂₁NO₅

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 93.4
  • −1 ≤ LogP ≤ 5 -1.73
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 247.3
  • LogP ≤ 5 -1.73
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 93.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
OC[C@@H]1O[C@](O)(CN2CCCCC2)[C@@H](O)[C@H]1O
InChI 
InChI=1S/C11H21NO5/c13-6-8-9(14)10(15)11(16,17-8)7-12-4-2-1-3-5-12/h8-10,13-16H,1-7H2/t8-,9-,10-,11+/m0/s1
InChIKey 
BVMWEJIZXVVALO-XWLWVQCSSA-N

Provenance

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

Method
LigQ nearest_k
Query
LFR
Homolog
P32171

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_00591.

PDB 3

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)