Ligand profile

CHEMBL5661930

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_15122 — Arabinose-proton symporter

Via homolog UniProt P11166 Formula C₂₆H₁₉F₃N₈O
pchembl 8.15 ~7.1 nM
Mol. weight 516.49 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5661930
UniProt (similar protein)
P11166
pchembl
8.150 (~7.1 nM)
Target protein
KP13_15122

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 516.49 Da
LogP (Crippen) 4.73
H-bond donors 1
H-bond acceptors 8
TPSA 114.31 Ų
Rotatable bonds 5
Aromatic rings 5 / 5
Heavy atoms 38
Fraction sp³ C 0.15
Formula C₂₆H₁₉F₃N₈O

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 114.3
  • −1 ≤ LogP ≤ 5 4.73
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 516.5
  • LogP ≤ 5 4.73
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 114.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1c(NC(=O)c2cc(-c3ncnn3C)nc3ccccc23)c(C(F)(F)F)nn1Cc1ccc(C#N)cc1
InChI 
InChI=1S/C26H19F3N8O/c1-15-22(23(26(27,28)29)35-37(15)13-17-9-7-16(12-30)8-10-17)34-25(38)19-11-21(24-31-14-32-36(24)2)33-20-6-4-3-5-18(19)20/h3-11,14H,13H2,1-2H3,(H,34,38)
InChIKey 
WEPMLRNQXNAKDE-UHFFFAOYSA-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
PF00083

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_15122.

PDB 4

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)