Ligand profile

CHEMBL3596414

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02224 — Protein fimH

Via homolog UniProt P08191 Formula C₂₇H₃₀O₁₀
pchembl 6.63 ~234.4 nM
Mol. weight 514.53 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3596414
UniProt (similar protein)
P08191
pchembl
6.630 (~234.4 nM)
Target protein
KP13_02224

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 514.53 Da
LogP (Crippen) 1.11
H-bond donors 5
H-bond acceptors 9
TPSA 155.14 Ų
Rotatable bonds 11
Aromatic rings 3 / 4
Heavy atoms 37
Fraction sp³ C 0.37
Formula C₂₇H₃₀O₁₀

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 1.11
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 514.5
  • LogP ≤ 5 1.11
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 155.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(O)Cc1ccc(OCC(COc2cccc3ccccc23)O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)cc1
InChI 
InChI=1S/C27H30O10/c28-13-22-24(31)25(32)26(33)27(37-22)36-19(14-34-18-10-8-16(9-11-18)12-23(29)30)15-35-21-7-3-5-17-4-1-2-6-20(17)21/h1-11,19,22,24-28,31-33H,12-15H2,(H,29,30)/t19?,22-,24-,25+,26+,27+/m1/s1
InChIKey 
FUJBTSKAXOCLEC-TWPSBACFSA-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)