Ligand profile

CHEMBL3121704

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02224 — Protein fimH

Via homolog UniProt P08191 Formula C₃₁H₃₂N₂O₈
pchembl 6.12 ~758.6 nM
Mol. weight 560.60 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3121704
UniProt (similar protein)
P08191
pchembl
6.120 (~758.6 nM)
Target protein
KP13_02224

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 560.60 Da
LogP (Crippen) 1.34
H-bond donors 6
H-bond acceptors 8
TPSA 157.58 Ų
Rotatable bonds 9
Aromatic rings 4 / 5
Heavy atoms 41
Fraction sp³ C 0.29
Formula C₃₁H₃₂N₂O₈

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 157.6
  • −1 ≤ LogP ≤ 5 1.34
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 560.6
  • LogP ≤ 5 1.34
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 157.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(NCC(CNC(=O)c1ccc2ccccc2c1)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O)c1ccc2ccccc2c1
InChI 
InChI=1S/C31H32N2O8/c34-17-25-26(35)27(36)28(37)31(41-25)40-24(15-32-29(38)22-11-9-18-5-1-3-7-20(18)13-22)16-33-30(39)23-12-10-19-6-2-4-8-21(19)14-23/h1-14,24-28,31,34-37H,15-17H2,(H,32,38)(H,33,39)/t25-,26-,27+,28+,31+/m1/s1
InChIKey 
YZFOVACXPJIDOO-AGLBJMSUSA-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)