Ligand profile

CHEMBL4434673

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02224 — Protein fimH

Via homolog UniProt P08191 Formula C₂₂H₂₃F₃N₂O₇
pchembl 6.43 ~371.5 nM
Mol. weight 484.43 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4434673
UniProt (similar protein)
P08191
pchembl
6.430 (~371.5 nM)
Target protein
KP13_02224

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 484.43 Da
LogP (Crippen) 1.18
H-bond donors 5
H-bond acceptors 7
TPSA 137.35 Ų
Rotatable bonds 6
Aromatic rings 2 / 3
Heavy atoms 34
Fraction sp³ C 0.36
Formula C₂₂H₂₃F₃N₂O₇

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 137.4
  • −1 ≤ LogP ≤ 5 1.18
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 484.4
  • LogP ≤ 5 1.18
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 137.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(=O)N[C@H]1[C@H](Oc2ccccc2-c2cccc(NC(=O)C(F)(F)F)c2)O[C@H](CO)[C@H](O)[C@@H]1O
InChI 
InChI=1S/C22H23F3N2O7/c1-11(29)26-17-19(31)18(30)16(10-28)34-20(17)33-15-8-3-2-7-14(15)12-5-4-6-13(9-12)27-21(32)22(23,24)25/h2-9,16-20,28,30-31H,10H2,1H3,(H,26,29)(H,27,32)/t16-,17-,18+,19-,20-/m1/s1
InChIKey 
MUFBUEWZAMMVQO-OUUBHVDSSA-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)