Ligand profile

CHEMBL3686463

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02483 — Sodium/solute symporter (SSS) family protein

Via homolog UniProt P13866 Formula C₂₃H₂₃FN₄O₂

pchembl 8.85 ~1.4 nM

Mol. weight 406.46 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3686463
UniProt (similar protein): P13866
pchembl: 8.850 (~1.4 nM)
Target protein: KP13_02483

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 406.46 Da

LogP (Crippen) 3.71

H-bond donors 2

H-bond acceptors 4

TPSA 76.02 Å²

Rotatable bonds 6

Aromatic rings 3 / 4

Heavy atoms 30

Fraction sp³ C 0.26

Formula C₂₃H₂₃FN₄O₂

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 76.0
−1 ≤ LogP ≤ 5 3.71

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 406.5
LogP ≤ 5 3.71
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 4

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 76.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCCc1cccc(-c2cc(NC(=O)[C@H]3CNC(=O)C3)nn2-c2ccccc2F)c1

InChI

InChI=1S/C23H23FN4O2/c1-2-6-15-7-5-8-16(11-15)20-13-21(26-23(30)17-12-22(29)25-14-17)27-28(20)19-10-4-3-9-18(19)24/h3-5,7-11,13,17H,2,6,12,14H2,1H3,(H,25,29)(H,26,27,30)/t17-/m1/s1

InChIKey

ITDPDBBVCVWRMP-QGZVFWFLSA-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
Activity: 265650
Binding sites: PF00474

External resources

Open this ligand in third-party databases and cheminformatics tools.

ChEMBL ChEMBL compound CHEMBL3686463 →
UniProt UniProt P13866 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3686463”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_02483.

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)