Ligand profile

CHEMBL3121705

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02224 — Protein fimH

Via homolog UniProt P08191 Formula C₁₉H₂₆N₄O₈
pchembl 6.22 ~602.6 nM
Mol. weight 438.44 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3121705
UniProt (similar protein)
P08191
pchembl
6.220 (~602.6 nM)
Target protein
KP13_02224

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 438.44 Da
LogP (Crippen) -2.31
H-bond donors 8
H-bond acceptors 8
TPSA 189.16 Ų
Rotatable bonds 9
Aromatic rings 2 / 3
Heavy atoms 31
Fraction sp³ C 0.47
Formula C₁₉H₂₆N₄O₈

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 189.2
  • −1 ≤ LogP ≤ 5 -2.31
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 438.4
  • LogP ≤ 5 -2.31
  • H-bond donors ≤ 5 8
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 189.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(NCC(CNC(=O)c1ccc[nH]1)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O)c1ccc[nH]1
InChI 
InChI=1S/C19H26N4O8/c24-9-13-14(25)15(26)16(27)19(31-13)30-10(7-22-17(28)11-3-1-5-20-11)8-23-18(29)12-4-2-6-21-12/h1-6,10,13-16,19-21,24-27H,7-9H2,(H,22,28)(H,23,29)/t13-,14-,15+,16+,19+/m1/s1
InChIKey 
JTLKDODEDOJWDU-CLLBMXBRSA-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)