Ligand profile

CHEMBL4176427

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05382 — putative symporter

Via homolog UniProt O35921 Formula C₂₁H₂₁F₃N₂O₆
pchembl 7.36 ~43.7 nM
Mol. weight 454.40 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4176427
UniProt (similar protein)
O35921
pchembl
7.360 (~43.7 nM)
Target protein
KP13_05382

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 454.40 Da
LogP (Crippen) 2.66
H-bond donors 4
H-bond acceptors 5
TPSA 138.95 Ų
Rotatable bonds 10
Aromatic rings 2 / 2
Heavy atoms 32
Fraction sp³ C 0.29
Formula C₂₁H₂₁F₃N₂O₆

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 2.66
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 454.4
  • LogP ≤ 5 2.66
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • 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)CCc2ccc(C(F)(F)F)cc2)c1)C(=O)O
InChI 
InChI=1S/C21H21F3N2O6/c22-21(23,24)14-7-4-12(5-8-14)6-9-16(27)26-15-3-1-2-13(10-15)11-32-18(20(30)31)17(25)19(28)29/h1-5,7-8,10,17-18H,6,9,11,25H2,(H,26,27)(H,28,29)(H,30,31)/t17-,18-/m0/s1
InChIKey 
FKWBPFZLNZBTPN-ROUUACIJSA-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)