Ligand profile

CHEMBL5596597

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_32154 — ATP-dependent Clp protease proteolytic subunit ClpP

Via homolog UniProt Q16740 Formula C₂₃H₂₀ClFN₄O

pchembl 6.92 ~120.2 nM

Mol. weight 422.89 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5596597
UniProt (similar protein): Q16740
pchembl: 6.920 (~120.2 nM)
Target protein: KP13_32154

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 422.89 Da

LogP (Crippen) 3.90

H-bond donors 0

H-bond acceptors 5

TPSA 42.54 Å²

Rotatable bonds 4

Aromatic rings 4 / 5

Heavy atoms 30

Fraction sp³ C 0.22

Formula C₂₃H₂₀ClFN₄O

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 42.5
−1 ≤ LogP ≤ 5 3.90

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 422.9
LogP ≤ 5 3.90
H-bond donors ≤ 5 0
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 42.5

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

O=c1c2c(n3ccnc3n1Cc1ccc(F)cc1)CCN(Cc1cccc(Cl)c1)C2

InChI

InChI=1S/C23H20ClFN4O/c24-18-3-1-2-17(12-18)13-27-10-8-21-20(15-27)22(30)29(23-26-9-11-28(21)23)14-16-4-6-19(25)7-5-16/h1-7,9,11-12H,8,10,13-15H2

InChIKey

JYDIGUOPCVMAMV-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: PF00574

External resources

Open this ligand in third-party databases and cheminformatics tools.

ChEMBL ChEMBL compound CHEMBL5596597 →
UniProt UniProt Q16740 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5596597”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_32154.

PDB 5

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)