Ligand profile

CHEMBL5661909

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_15122 — Arabinose-proton symporter

Via homolog UniProt P11166 Formula C₂₈H₂₅FN₄O₂

pchembl 6.96 ~109.6 nM

Mol. weight 468.53 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5661909
UniProt (similar protein): P11166
pchembl: 6.960 (~109.6 nM)
Target protein: KP13_15122

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 468.53 Da

LogP (Crippen) 6.36

H-bond donors 1

H-bond acceptors 5

TPSA 72.95 Å²

Rotatable bonds 5

Aromatic rings 5 / 5

Heavy atoms 35

Fraction sp³ C 0.18

Formula C₂₈H₂₅FN₄O₂

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 73.0
−1 ≤ LogP ≤ 5 6.36

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 468.5
LogP ≤ 5 6.36
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 73.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1cc(C)c2nc(-c3ccco3)cc(C(=O)Nc3c(C)nn(Cc4ccc(F)cc4)c3C)c2c1

InChI

InChI=1S/C28H25FN4O2/c1-16-12-17(2)26-22(13-16)23(14-24(30-26)25-6-5-11-35-25)28(34)31-27-18(3)32-33(19(27)4)15-20-7-9-21(29)10-8-20/h5-14H,15H2,1-4H3,(H,31,34)

InChIKey

ODVSALYGTAYBGS-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 CHEMBL5661909 →
UniProt UniProt P11166 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5661909”) →

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)