Ligand profile

CHEMBL4850273

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02224 — Protein fimH

Via homolog UniProt P08191 Formula C₂₄H₃₅N₃O₈

pchembl 7.37 ~42.7 nM

Mol. weight 493.56 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4850273
UniProt (similar protein): P08191
pchembl: 7.370 (~42.7 nM)
Target protein: KP13_02224

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 493.56 Da

LogP (Crippen) 1.20

H-bond donors 4

H-bond acceptors 11

TPSA 156.39 Å²

Rotatable bonds 13

Aromatic rings 2 / 3

Heavy atoms 35

Fraction sp³ C 0.62

Formula C₂₄H₃₅N₃O₈

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 156.4
−1 ≤ LogP ≤ 5 1.20

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 493.6
LogP ≤ 5 1.20
H-bond donors ≤ 5 4
H-bond acceptors ≤ 10 11

Veber's rules Fail

Rotatable bonds ≤ 10 13
TPSA ≤ 140 Å² 156.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCOC(=O)CCCCCCCOc1ccc(-c2cn([C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)nn2)cc1

InChI

InChI=1S/C24H35N3O8/c1-2-33-20(29)8-6-4-3-5-7-13-34-17-11-9-16(10-12-17)18-14-27(26-25-18)24-23(32)22(31)21(30)19(15-28)35-24/h9-12,14,19,21-24,28,30-32H,2-8,13,15H2,1H3/t19-,21-,22+,23+,24+/m1/s1

InChIKey

LEJVMFPVEDPPGP-AZKGINQHSA-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.

ChEMBL ChEMBL compound CHEMBL4850273 →
UniProt UniProt P08191 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4850273”) →

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)