Ligand profile

W81

Ligand co-crystallized with a similar protein (Protein Data Bank).

Bound to: KP13_05272 — putative isomerase

Via homolog PDB 5iwe UniProt Q51792 Formula C₉H₁₃NO₃
Mol. weight 183.21 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
W81
PDB
5iwe
UniProt (similar protein)
Q51792
Target protein
KP13_05272

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 183.21 Da
LogP (Crippen) -1.75
H-bond donors 1
H-bond acceptors 3
TPSA 77.00 Ų
Rotatable bonds 3
Aromatic rings 0 / 1
Heavy atoms 13
Fraction sp³ C 0.44
Formula C₉H₁₃NO₃

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 77.0
  • −1 ≤ LogP ≤ 5 -1.75
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 183.2
  • LogP ≤ 5 -1.75
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 77.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCO[C@@H]1C=CC=C([C@H]1[NH3+])C(=O)[O-]
InChI 
InChI=1S/C9H13NO3/c1-2-13-7-5-3-4-6(8(7)10)9(11)12/h3-5,7-8H,2,10H2,1H3,(H,11,12)/t7-,8-/m1/s1
InChIKey 
UOFNVIJXMFQHDJ-HTQZYQBOSA-N

Provenance

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

Method
LigQ nearest_k
Source
PDB
Binding sites
PF02567

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_05272.

PDB 4

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

Ligand PDB entry

ZINC 50

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

Compound Similarity (Tanimoto)