Ligand profile

CHEMBL5661925

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_15122 — Arabinose-proton symporter

Via homolog UniProt P11166 Formula C₂₂H₂₂BrF₃N₄O₂

pchembl 7.23 ~58.9 nM

Mol. weight 511.34 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5661925
UniProt (similar protein): P11166
pchembl: 7.230 (~58.9 nM)
Target protein: KP13_15122

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 511.34 Da

LogP (Crippen) 5.51

H-bond donors 1

H-bond acceptors 5

TPSA 69.04 Å²

Rotatable bonds 4

Aromatic rings 3 / 4

Heavy atoms 32

Fraction sp³ C 0.41

Formula C₂₂H₂₂BrF₃N₄O₂

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 Å² and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

TPSA ≤ 90 Å² 69.0
−1 ≤ LogP ≤ 5 5.51

Lipinski's Rule of Five Fail 2 violations

MW ≤ 500 Da 511.3
LogP ≤ 5 5.51
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 69.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1nn(CC2CCOCC2)c(C)c1NC(=O)c1cc(C(F)(F)F)nc2ccc(Br)cc12

InChI

InChI=1S/C22H22BrF3N4O2/c1-12-20(13(2)30(29-12)11-14-5-7-32-8-6-14)28-21(31)17-10-19(22(24,25)26)27-18-4-3-15(23)9-16(17)18/h3-4,9-10,14H,5-8,11H2,1-2H3,(H,28,31)

InChIKey

QRTZZHOLBSKNMO-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.

ChEMBL ChEMBL compound CHEMBL5661925 →
UniProt UniProt P11166 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5661925”) →

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)