Ligand profile

CHEMBL4648396

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01981 — Chaperone protein dnaK

Via homolog UniProt P38646 Formula C₂₂H₂₆F₃N₃O₂

pchembl 6.16 ~691.8 nM

Mol. weight 421.46 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4648396
UniProt (similar protein): P38646
pchembl: 6.160 (~691.8 nM)
Target protein: KP13_01981

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 421.46 Da

LogP (Crippen) 5.22

H-bond donors 3

H-bond acceptors 3

TPSA 64.60 Å²

Rotatable bonds 2

Aromatic rings 2 / 3

Heavy atoms 30

Fraction sp³ C 0.41

Formula C₂₂H₂₆F₃N₃O₂

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 64.6
−1 ≤ LogP ≤ 5 5.22

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 421.5
LogP ≤ 5 5.22
H-bond donors ≤ 5 3
H-bond acceptors ≤ 10 3

Veber's rules Pass

Rotatable bonds ≤ 10 2
TPSA ≤ 140 Å² 64.6

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CN1c2ccc(NC(=O)Nc3ccc(C(F)(F)F)cc3)cc2C(C)(C)C(O)C1(C)C

InChI

InChI=1S/C22H26F3N3O2/c1-20(2)16-12-15(10-11-17(16)28(5)21(3,4)18(20)29)27-19(30)26-14-8-6-13(7-9-14)22(23,24)25/h6-12,18,29H,1-5H3,(H2,26,27,30)

InChIKey

AYLCUMDOKMCRMV-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: PF00012

External resources

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

ChEMBL ChEMBL compound CHEMBL4648396 →
UniProt UniProt P38646 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4648396”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_01981.

PDB 20

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)