Ligand profile

CHEMBL5661942

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_15122 — Arabinose-proton symporter

Via homolog UniProt P11166 Formula C₂₄H₁₉BrF₄N₄O
pchembl 7.37 ~42.7 nM
Mol. weight 535.34 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5661942
UniProt (similar protein)
P11166
pchembl
7.370 (~42.7 nM)
Target protein
KP13_15122

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 535.34 Da
LogP (Crippen) 6.83
H-bond donors 1
H-bond acceptors 4
TPSA 59.81 Ų
Rotatable bonds 4
Aromatic rings 4 / 4
Heavy atoms 34
Fraction sp³ C 0.21
Formula C₂₄H₁₉BrF₄N₄O

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 59.8
  • −1 ≤ LogP ≤ 5 6.83
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 535.3
  • LogP ≤ 5 6.83
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 59.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1nn(C(C)c2ccc(F)cc2)c(C)c1NC(=O)c1cc(C(F)(F)F)nc2ccc(Br)cc12
InChI 
InChI=1S/C24H19BrF4N4O/c1-12-22(14(3)33(32-12)13(2)15-4-7-17(26)8-5-15)31-23(34)19-11-21(24(27,28)29)30-20-9-6-16(25)10-18(19)20/h4-11,13H,1-3H3,(H,31,34)
InChIKey 
ANWWXXBCIPBWGW-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)