Ligand profile

CHEMBL145196

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01544 — Periplasmic trehalase

Via homolog UniProt O43280 Formula C₁₃H₂₃NO₈
pchembl 6.75 ~177.8 nM
Mol. weight 321.33 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL145196
UniProt (similar protein)
O43280
pchembl
6.750 (~177.8 nM)
Target protein
KP13_01544

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 321.33 Da
LogP (Crippen) -4.56
H-bond donors 8
H-bond acceptors 9
TPSA 162.87 Ų
Rotatable bonds 4
Aromatic rings 0 / 2
Heavy atoms 22
Fraction sp³ C 0.85
Formula C₁₃H₂₃NO₈

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 162.9
  • −1 ≤ LogP ≤ 5 -4.56
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 321.3
  • LogP ≤ 5 -4.56
  • H-bond donors ≤ 5 8
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 162.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
OCC1=CC(NC2COC(CO)C(O)C2O)C(O)C(O)C1O
InChI 
InChI=1S/C13H23NO8/c15-2-5-1-6(10(18)13(21)9(5)17)14-7-4-22-8(3-16)12(20)11(7)19/h1,6-21H,2-4H2
InChIKey 
OCTNNXHKAOLDJL-UHFFFAOYSA-N

Provenance

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

Method
LigQ nearest_k
Source
ChEMBL
Binding sites
PF01204

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_01544.

PDB 2

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

Ligand PDB entry

ChEMBL 2

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 10

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

Compound Similarity (Tanimoto)