Ligand profile

CHEMBL3121716

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02224 — Protein fimH

Via homolog UniProt P08191 Formula C₂₁H₂₄N₂O₁₂
pchembl 6.98 ~104.7 nM
Mol. weight 496.43 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3121716
UniProt (similar protein)
P08191
pchembl
6.980 (~104.7 nM)
Target protein
KP13_02224

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 496.43 Da
LogP (Crippen) 0.15
H-bond donors 4
H-bond acceptors 12
TPSA 204.12 Ų
Rotatable bonds 11
Aromatic rings 2 / 3
Heavy atoms 35
Fraction sp³ C 0.43
Formula C₂₁H₂₄N₂O₁₂

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 204.1
  • −1 ≤ LogP ≤ 5 0.15
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 496.4
  • LogP ≤ 5 0.15
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 204.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=[N+]([O-])c1ccc(OCC(CO[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)Oc2ccc([N+](=O)[O-])cc2)cc1
InChI 
InChI=1S/C21H24N2O12/c24-9-17-18(25)19(26)20(27)21(35-17)33-11-16(34-15-7-3-13(4-8-15)23(30)31)10-32-14-5-1-12(2-6-14)22(28)29/h1-8,16-21,24-27H,9-11H2/t16?,17-,18-,19+,20+,21+/m1/s1
InChIKey 
IRJXJVDKIKUQRC-XZCODKSBSA-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)