Ligand profile

CHEMBL5661859

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_15122 — Arabinose-proton symporter

Via homolog UniProt P11166 Formula C₂₁H₁₄F₃N₇O₂S

pchembl 7.46 ~34.7 nM

Mol. weight 485.45 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5661859
UniProt (similar protein): P11166
pchembl: 7.460 (~34.7 nM)
Target protein: KP13_15122

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 485.45 Da

LogP (Crippen) 3.49

H-bond donors 2

H-bond acceptors 8

TPSA 139.58 Å²

Rotatable bonds 5

Aromatic rings 4 / 4

Heavy atoms 34

Fraction sp³ C 0.14

Formula C₂₁H₁₄F₃N₇O₂S

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 139.6
−1 ≤ LogP ≤ 5 3.49

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 485.5
LogP ≤ 5 3.49
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 8

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 139.6

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1c(NC(=O)c2cc(C(N)=O)nc3scnc23)c(C(F)(F)F)nn1Cc1ccc(C#N)cc1

InChI

InChI=1S/C21H14F3N7O2S/c1-10-15(29-19(33)13-6-14(18(26)32)28-20-16(13)27-9-34-20)17(21(22,23)24)30-31(10)8-12-4-2-11(7-25)3-5-12/h2-6,9H,8H2,1H3,(H2,26,32)(H,29,33)

InChIKey

JSCZYXYOGWTKPQ-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 CHEMBL5661859 →
UniProt UniProt P11166 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5661859”) →

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)