Ligand profile

CHEMBL1917305

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02224 — Protein fimH

Via homolog UniProt P08191 Formula C₁₅H₁₇N₄NaO₈
pchembl 6.77 ~169.8 nM
Mol. weight 404.31 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1917305
UniProt (similar protein)
P08191
pchembl
6.770 (~169.8 nM)
Target protein
KP13_02224

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 404.31 Da
LogP (Crippen) -6.65
H-bond donors 4
H-bond acceptors 12
TPSA 183.11 Ų
Rotatable bonds 6
Aromatic rings 2 / 3
Heavy atoms 28
Fraction sp³ C 0.47
Formula C₁₅H₁₇N₄NaO₈

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 183.1
  • −1 ≤ LogP ≤ 5 -6.65
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 404.3
  • LogP ≤ 5 -6.65
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 183.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C([O-])c1cncc(-n2cc(CO[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)nn2)c1.[Na+]
InChI 
InChI=1S/C15H18N4O8.Na/c20-5-10-11(21)12(22)13(23)15(27-10)26-6-8-4-19(18-17-8)9-1-7(14(24)25)2-16-3-9;/h1-4,10-13,15,20-23H,5-6H2,(H,24,25);/q;+1/p-1/t10-,11-,12+,13+,15+;/m1./s1
InChIKey 
IZLONQKUGQKXLG-CABDJQNZSA-M

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)