Ligand profile

CHEMBL3121703

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02224 — Protein fimH

Via homolog UniProt P08191 Formula C₂₅H₃₂N₂O₁₀
pchembl 6.27 ~537.0 nM
Mol. weight 520.54 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3121703
UniProt (similar protein)
P08191
pchembl
6.270 (~537.0 nM)
Target protein
KP13_02224

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 520.54 Da
LogP (Crippen) -0.95
H-bond donors 6
H-bond acceptors 10
TPSA 176.04 Ų
Rotatable bonds 11
Aromatic rings 2 / 3
Heavy atoms 37
Fraction sp³ C 0.44
Formula C₂₅H₃₂N₂O₁₀

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 176.0
  • −1 ≤ LogP ≤ 5 -0.95
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 520.5
  • LogP ≤ 5 -0.95
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 176.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(C(=O)NCC(CNC(=O)c2ccc(OC)cc2)O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)cc1
InChI 
InChI=1S/C25H32N2O10/c1-34-16-7-3-14(4-8-16)23(32)26-11-18(12-27-24(33)15-5-9-17(35-2)10-6-15)36-25-22(31)21(30)20(29)19(13-28)37-25/h3-10,18-22,25,28-31H,11-13H2,1-2H3,(H,26,32)(H,27,33)/t19-,20-,21+,22+,25+/m1/s1
InChIKey 
CMZMSEULXCKSFO-QBSOXGLUSA-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)