Ligand profile

CHEMBL1802192

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02224 — Protein fimH

Via homolog UniProt P08191 Formula C₁₉H₁₇Cl₂NaO₈

pchembl 7.62 ~24.0 nM

Mol. weight 467.23 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL1802192
UniProt (similar protein): P08191
pchembl: 7.620 (~24.0 nM)
Target protein: KP13_02224

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 467.23 Da

LogP (Crippen) -2.79

H-bond donors 4

H-bond acceptors 8

TPSA 139.51 Å²

Rotatable bonds 5

Aromatic rings 2 / 3

Heavy atoms 30

Fraction sp³ C 0.32

Formula C₁₉H₁₇Cl₂NaO₈

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 Å² and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

TPSA ≤ 90 Å² 139.5
−1 ≤ LogP ≤ 5 -2.79

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 467.2
LogP ≤ 5 -2.79
H-bond donors ≤ 5 4
H-bond acceptors ≤ 10 8

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 139.5

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

O=C([O-])c1ccc(-c2c(Cl)cc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)cc2Cl)cc1.[Na+]

InChI

InChI=1S/C19H18Cl2O8.Na/c20-11-5-10(28-19-17(25)16(24)15(23)13(7-22)29-19)6-12(21)14(11)8-1-3-9(4-2-8)18(26)27;/h1-6,13,15-17,19,22-25H,7H2,(H,26,27);/q;+1/p-1/t13-,15-,16+,17+,19+;/m1./s1

InChIKey

STNLTYJQOOPOJB-GIGFFRAWSA-M

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.

ChEMBL ChEMBL compound CHEMBL1802192 →
UniProt UniProt P08191 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL1802192”) →

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)