Ligand profile

CHEMBL5661907

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_15122 — Arabinose-proton symporter

Via homolog UniProt P11166 Formula C₂₄H₁₉F₄N₅O₂

pchembl 7.96 ~11.0 nM

Mol. weight 485.44 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5661907
UniProt (similar protein): P11166
pchembl: 7.960 (~11.0 nM)
Target protein: KP13_15122

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 485.44 Da

LogP (Crippen) 4.61

H-bond donors 2

H-bond acceptors 5

TPSA 102.90 Å²

Rotatable bonds 5

Aromatic rings 4 / 4

Heavy atoms 35

Fraction sp³ C 0.17

Formula C₂₄H₁₉F₄N₅O₂

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 102.9
−1 ≤ LogP ≤ 5 4.61

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 485.4
LogP ≤ 5 4.61
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 102.9

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1cccc(Cn2nc(C(F)(F)F)c(NC(=O)c3cc(C(N)=O)nc4cc(F)ccc34)c2C)c1

InChI

InChI=1S/C24H19F4N5O2/c1-12-4-3-5-14(8-12)11-33-13(2)20(21(32-33)24(26,27)28)31-23(35)17-10-19(22(29)34)30-18-9-15(25)6-7-16(17)18/h3-10H,11H2,1-2H3,(H2,29,34)(H,31,35)

InChIKey

PMJSQDNDKVLTDZ-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 CHEMBL5661907 →
UniProt UniProt P11166 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5661907”) →

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)