Ligand profile

CHEMBL5661865

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_15122 — Arabinose-proton symporter

Via homolog UniProt P11166 Formula C₂₄H₁₇BrF₃N₅O

pchembl 8.40 ~4.0 nM

Mol. weight 528.33 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5661865
UniProt (similar protein): P11166
pchembl: 8.400 (~4.0 nM)
Target protein: KP13_15122

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 528.33 Da

LogP (Crippen) 6.00

H-bond donors 1

H-bond acceptors 5

TPSA 83.60 Å²

Rotatable bonds 4

Aromatic rings 4 / 4

Heavy atoms 34

Fraction sp³ C 0.17

Formula C₂₄H₁₇BrF₃N₅O

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 83.6
−1 ≤ LogP ≤ 5 6.00

Lipinski's Rule of Five Fail 2 violations

MW ≤ 500 Da 528.3
LogP ≤ 5 6.00
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 83.6

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1nn(Cc2ccc(C#N)cc2)c(C)c1NC(=O)c1cc(C(F)(F)F)nc2ccc(Br)cc12

InChI

InChI=1S/C24H17BrF3N5O/c1-13-22(14(2)33(32-13)12-16-5-3-15(11-29)4-6-16)31-23(34)19-10-21(24(26,27)28)30-20-8-7-17(25)9-18(19)20/h3-10H,12H2,1-2H3,(H,31,34)

InChIKey

GLVVVFYPXLITEC-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 CHEMBL5661865 →
UniProt UniProt P11166 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5661865”) →

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)