Ligand profile

CHEMBL2270892

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01544 — Periplasmic trehalase

Via homolog UniProt P32358 Formula C₁₃H₂₂N₂O₁₀
pchembl 7.31 ~49.0 nM
Mol. weight 366.32 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2270892
UniProt (similar protein)
P32358
pchembl
7.310 (~49.0 nM)
Target protein
KP13_01544

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 366.32 Da
LogP (Crippen) -6.04
H-bond donors 9
H-bond acceptors 12
TPSA 204.69 Ų
Rotatable bonds 3
Aromatic rings 0 / 3
Heavy atoms 25
Fraction sp³ C 0.92
Formula C₁₃H₂₂N₂O₁₀

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 204.7
  • −1 ≤ LogP ≤ 5 -6.04
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 366.3
  • LogP ≤ 5 -6.04
  • H-bond donors ≤ 5 9
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 204.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
OC[C@H]1O[C@H](NC2=N[C@@H]3[C@H](O2)[C@@H](O)[C@H](O)[C@]3(O)CO)[C@H](O)[C@@H](O)[C@@H]1O
InChI 
InChI=1S/C13H22N2O10/c16-1-3-4(18)5(19)6(20)11(24-3)15-12-14-9-8(25-12)7(21)10(22)13(9,23)2-17/h3-11,16-23H,1-2H2,(H,14,15)/t3-,4-,5+,6-,7-,8-,9-,10+,11+,13+/m1/s1
InChIKey 
NRKVPNOUINUNKY-UXTOMXPUSA-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)