Ligand profile

CHEMBL5661828

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_15122 — Arabinose-proton symporter

Via homolog UniProt P11166 Formula C₂₆H₁₇F₃N₆OS
pchembl 8.40 ~4.0 nM
Mol. weight 518.52 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5661828
UniProt (similar protein)
P11166
pchembl
8.400 (~4.0 nM)
Target protein
KP13_15122

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 518.52 Da
LogP (Crippen) 6.05
H-bond donors 1
H-bond acceptors 7
TPSA 96.49 Ų
Rotatable bonds 5
Aromatic rings 5 / 5
Heavy atoms 37
Fraction sp³ C 0.12
Formula C₂₆H₁₇F₃N₆OS

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 96.5
  • −1 ≤ LogP ≤ 5 6.05
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 518.5
  • LogP ≤ 5 6.05
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 96.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1c(NC(=O)c2cc(-c3nccs3)nc3ccccc23)c(C(F)(F)F)nn1Cc1ccc(C#N)cc1
InChI 
InChI=1S/C26H17F3N6OS/c1-15-22(23(26(27,28)29)34-35(15)14-17-8-6-16(13-30)7-9-17)33-24(36)19-12-21(25-31-10-11-37-25)32-20-5-3-2-4-18(19)20/h2-12H,14H2,1H3,(H,33,36)
InChIKey 
NCPQJZBOWARLET-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)