Ligand profile

CHEMBL5661873

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_15122 — Arabinose-proton symporter

Via homolog UniProt P11169 Formula C₂₅H₁₉F₃N₆O₃

pchembl 6.96 ~109.6 nM

Mol. weight 508.46 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5661873
UniProt (similar protein): P11169
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 508.46 Da

LogP (Crippen) 4.04

H-bond donors 2

H-bond acceptors 7

TPSA 135.92 Å²

Rotatable bonds 6

Aromatic rings 4 / 4

Heavy atoms 37

Fraction sp³ C 0.16

Formula C₂₅H₁₉F₃N₆O₃

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 135.9
−1 ≤ LogP ≤ 5 4.04

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 508.5
LogP ≤ 5 4.04
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 7

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 135.9

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COc1ccc2nc(C(N)=O)cc(C(=O)Nc3c(C(F)(F)F)nn(Cc4ccc(C#N)cc4)c3C)c2c1

InChI

InChI=1S/C25H19F3N6O3/c1-13-21(22(25(26,27)28)33-34(13)12-15-5-3-14(11-29)4-6-15)32-24(36)18-10-20(23(30)35)31-19-8-7-16(37-2)9-17(18)19/h3-10H,12H2,1-2H3,(H2,30,35)(H,32,36)

InChIKey

QJMMARYXYAZEQD-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 CHEMBL5661873 →
UniProt UniProt P11169 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5661873”) →

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)