Ligand profile

CHEMBL1338249

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01981 — Chaperone protein dnaK

Via homolog UniProt P11021 Formula C₂₈H₃₃N₃O₂

Mol. weight 443.59 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL1338249
UniProt (similar protein): P11021
Target protein: KP13_01981

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 443.59 Da

LogP (Crippen) 5.40

H-bond donors 0

H-bond acceptors 4

TPSA 49.58 Å²

Rotatable bonds 4

Aromatic rings 3 / 5

Heavy atoms 33

Fraction sp³ C 0.43

Formula C₂₈H₃₃N₃O₂

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 49.6
−1 ≤ LogP ≤ 5 5.40

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 443.6
LogP ≤ 5 5.40
H-bond donors ≤ 5 0
H-bond acceptors ≤ 10 4

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 49.6

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1noc(C)c1C(=O)N1CCC2(CCCN(C(c3ccccc3)c3ccccc3)C2)CC1

InChI

InChI=1S/C28H33N3O2/c1-21-25(22(2)33-29-21)27(32)30-18-15-28(16-19-30)14-9-17-31(20-28)26(23-10-5-3-6-11-23)24-12-7-4-8-13-24/h3-8,10-13,26H,9,14-20H2,1-2H3

InChIKey

KHFVLMBXEWCALZ-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
Activity: active
Binding sites: PF00012

External resources

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

ChEMBL ChEMBL compound CHEMBL1338249 →
UniProt UniProt P11021 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL1338249”) →

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)