Ligand profile

CHEMBL3596413

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02224 — Protein fimH

Via homolog UniProt P08191 Formula C₂₆H₂₈O₁₀
pchembl 6.46 ~346.7 nM
Mol. weight 500.50 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3596413
UniProt (similar protein)
P08191
pchembl
6.460 (~346.7 nM)
Target protein
KP13_02224

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 500.50 Da
LogP (Crippen) 1.18
H-bond donors 5
H-bond acceptors 9
TPSA 155.14 Ų
Rotatable bonds 10
Aromatic rings 3 / 4
Heavy atoms 36
Fraction sp³ C 0.35
Formula C₂₆H₂₈O₁₀

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 155.1
  • −1 ≤ LogP ≤ 5 1.18
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 500.5
  • LogP ≤ 5 1.18
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 155.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(O)c1ccc(OCC(COc2cccc3ccccc23)O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)cc1
InChI 
InChI=1S/C26H28O10/c27-12-21-22(28)23(29)24(30)26(36-21)35-18(13-33-17-10-8-16(9-11-17)25(31)32)14-34-20-7-3-5-15-4-1-2-6-19(15)20/h1-11,18,21-24,26-30H,12-14H2,(H,31,32)/t18?,21-,22-,23+,24+,26+/m1/s1
InChIKey 
LJICEZBWRJZZJW-XTLSKMCISA-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
Curation
pdb_similarity_tanimoto
Binding sites
PF09160

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_02224.

PDB 25

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

Ligand PDB entry

ChEMBL 99

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

Compound Potency (pchembl)

ZINC 50

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

Compound Similarity (Tanimoto)