Ligand profile

CHEMBL5661932

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_15122 — Arabinose-proton symporter

Via homolog UniProt P11166 Formula C₂₃H₁₇BrF₄N₄O

pchembl 8.22 ~6.0 nM

Mol. weight 521.31 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5661932
UniProt (similar protein): P11166
pchembl: 8.220 (~6.0 nM)
Target protein: KP13_15122

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 521.31 Da

LogP (Crippen) 6.27

H-bond donors 1

H-bond acceptors 4

TPSA 59.81 Å²

Rotatable bonds 4

Aromatic rings 4 / 4

Heavy atoms 33

Fraction sp³ C 0.17

Formula C₂₃H₁₇BrF₄N₄O

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 59.8
−1 ≤ LogP ≤ 5 6.27

Lipinski's Rule of Five Fail 2 violations

MW ≤ 500 Da 521.3
LogP ≤ 5 6.27
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 4

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 59.8

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1nn(Cc2ccc(F)cc2)c(C)c1NC(=O)c1cc(C(F)(F)F)nc2ccc(Br)cc12

InChI

InChI=1S/C23H17BrF4N4O/c1-12-21(13(2)32(31-12)11-14-3-6-16(25)7-4-14)30-22(33)18-10-20(23(26,27)28)29-19-8-5-15(24)9-17(18)19/h3-10H,11H2,1-2H3,(H,30,33)

InChIKey

HYYHSHCGRMCRCS-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 CHEMBL5661932 →
UniProt UniProt P11166 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5661932”) →

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)