Ligand profile

CHEMBL4165811

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05382 — putative symporter

Via homolog UniProt O35921 Formula C₂₀H₁₉F₃N₂O₆
pchembl 6.72 ~190.5 nM
Mol. weight 440.37 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4165811
UniProt (similar protein)
O35921
pchembl
6.720 (~190.5 nM)
Target protein
KP13_05382

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 440.37 Da
LogP (Crippen) 2.27
H-bond donors 4
H-bond acceptors 5
TPSA 138.95 Ų
Rotatable bonds 9
Aromatic rings 2 / 2
Heavy atoms 31
Fraction sp³ C 0.25
Formula C₂₀H₁₉F₃N₂O₆

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 138.9
  • −1 ≤ LogP ≤ 5 2.27
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 440.4
  • LogP ≤ 5 2.27
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 138.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
N[C@H](C(=O)O)[C@H](OCc1cccc(NC(=O)Cc2ccc(C(F)(F)F)cc2)c1)C(=O)O
InChI 
InChI=1S/C20H19F3N2O6/c21-20(22,23)13-6-4-11(5-7-13)9-15(26)25-14-3-1-2-12(8-14)10-31-17(19(29)30)16(24)18(27)28/h1-8,16-17H,9-10,24H2,(H,25,26)(H,27,28)(H,29,30)/t16-,17-/m0/s1
InChIKey 
YYNRJPQKRZAORR-IRXDYDNUSA-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)