Ligand profile

CHEMBL5661853

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_15122 — Arabinose-proton symporter

Via homolog UniProt P11166 Formula C₂₀H₁₅F₃N₆O₂

pchembl 6.70 ~199.5 nM

Mol. weight 428.37 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5661853
UniProt (similar protein): P11166
pchembl: 6.700 (~199.5 nM)
Target protein: KP13_15122

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 428.37 Da

LogP (Crippen) 2.88

H-bond donors 2

H-bond acceptors 6

TPSA 126.69 Å²

Rotatable bonds 5

Aromatic rings 3 / 3

Heavy atoms 31

Fraction sp³ C 0.15

Formula C₂₀H₁₅F₃N₆O₂

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 126.7
−1 ≤ LogP ≤ 5 2.88

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 428.4
LogP ≤ 5 2.88
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 126.7

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1c(NC(=O)c2ccnc(C(N)=O)c2)c(C(F)(F)F)nn1Cc1ccc(C#N)cc1

InChI

InChI=1S/C20H15F3N6O2/c1-11-16(27-19(31)14-6-7-26-15(8-14)18(25)30)17(20(21,22)23)28-29(11)10-13-4-2-12(9-24)3-5-13/h2-8H,10H2,1H3,(H2,25,30)(H,27,31)

InChIKey

CFHSPKGPBHHJOJ-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 CHEMBL5661853 →
UniProt UniProt P11166 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5661853”) →

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)