Ligand profile

CHEMBL4176482

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05382 — putative symporter

Via homolog UniProt O35921 Formula C₂₃H₁₉BrF₂N₂O₅
pchembl 6.86 ~138.0 nM
Mol. weight 521.31 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4176482
UniProt (similar protein)
O35921
pchembl
6.860 (~138.0 nM)
Target protein
KP13_05382

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 521.31 Da
LogP (Crippen) 4.46
H-bond donors 3
H-bond acceptors 5
TPSA 110.88 Ų
Rotatable bonds 9
Aromatic rings 3 / 3
Heavy atoms 33
Fraction sp³ C 0.13
Formula C₂₃H₁₉BrF₂N₂O₅

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 110.9
  • −1 ≤ LogP ≤ 5 4.46
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 521.3
  • LogP ≤ 5 4.46
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 110.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
N[C@H](C(=O)O)[C@H](OCc1ccccc1)C(=O)Nc1ccc(Oc2cc(F)c(F)cc2Br)cc1
InChI 
InChI=1S/C23H19BrF2N2O5/c24-16-10-17(25)18(26)11-19(16)33-15-8-6-14(7-9-15)28-22(29)21(20(27)23(30)31)32-12-13-4-2-1-3-5-13/h1-11,20-21H,12,27H2,(H,28,29)(H,30,31)/t20-,21-/m0/s1
InChIKey 
VQNZVGSJHAMMFA-SFTDATJTSA-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
Binding sites
PF00375

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_05382.

PDB 12

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 23

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)