Ligand profile

CHEMBL4855544

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02224 — Protein fimH

Via homolog UniProt P08191 Formula C₂₁H₂₉N₃O₈
pchembl 7.42 ~38.0 nM
Mol. weight 451.48 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4855544
UniProt (similar protein)
P08191
pchembl
7.420 (~38.0 nM)
Target protein
KP13_02224

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 451.48 Da
LogP (Crippen) 0.33
H-bond donors 5
H-bond acceptors 10
TPSA 167.39 Ų
Rotatable bonds 11
Aromatic rings 2 / 3
Heavy atoms 32
Fraction sp³ C 0.57
Formula C₂₁H₂₉N₃O₈

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 167.4
  • −1 ≤ LogP ≤ 5 0.33
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 451.5
  • LogP ≤ 5 0.33
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 167.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(O)CCCCCCOc1ccc(-c2cn([C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)nn2)cc1
InChI 
InChI=1S/C21H29N3O8/c25-12-16-18(28)19(29)20(30)21(32-16)24-11-15(22-23-24)13-6-8-14(9-7-13)31-10-4-2-1-3-5-17(26)27/h6-9,11,16,18-21,25,28-30H,1-5,10,12H2,(H,26,27)/t16-,18-,19+,20+,21+/m1/s1
InChIKey 
ZYUGSHHBJQDFSO-TZMRYXNNSA-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)