Ligand profile

CHEMBL4874782

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02224 — Protein fimH

Via homolog UniProt P08191 Formula C₂₁H₂₉N₃O₈
pchembl 7.19 ~64.6 nM
Mol. weight 451.48 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4874782
UniProt (similar protein)
P08191
pchembl
7.190 (~64.6 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) 0.03
H-bond donors 4
H-bond acceptors 11
TPSA 156.39 Ų
Rotatable bonds 10
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 156.4
  • −1 ≤ LogP ≤ 5 0.03
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 451.5
  • LogP ≤ 5 0.03
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 156.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCOC(=O)CCCCOc1cccc(-c2cn([C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)nn2)c1
InChI 
InChI=1S/C21H29N3O8/c1-2-30-17(26)8-3-4-9-31-14-7-5-6-13(10-14)15-11-24(23-22-15)21-20(29)19(28)18(27)16(12-25)32-21/h5-7,10-11,16,18-21,25,27-29H,2-4,8-9,12H2,1H3/t16-,18-,19+,20+,21+/m1/s1
InChIKey 
IUJKTWSNRGCBJS-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)