Ligand profile

CHEMBL1532354

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01981 — Chaperone protein dnaK

Via homolog UniProt P11021 Formula C₂₇H₂₇FN₄O₄

Mol. weight 490.54 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL1532354
UniProt (similar protein): P11021
Target protein: KP13_01981

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 490.54 Da

LogP (Crippen) 3.34

H-bond donors 0

H-bond acceptors 7

TPSA 86.43 Å²

Rotatable bonds 6

Aromatic rings 4 / 5

Heavy atoms 36

Fraction sp³ C 0.33

Formula C₂₇H₂₇FN₄O₄

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 86.4
−1 ≤ LogP ≤ 5 3.34

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 490.5
LogP ≤ 5 3.34
H-bond donors ≤ 5 0
H-bond acceptors ≤ 10 7

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 86.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCOC(=O)C1CCN(C(=O)Cn2ncc3c4ccccc4n(Cc4ccc(F)cc4)c3c2=O)CC1

InChI

InChI=1S/C27H27FN4O4/c1-2-36-27(35)19-11-13-30(14-12-19)24(33)17-32-26(34)25-22(15-29-32)21-5-3-4-6-23(21)31(25)16-18-7-9-20(28)10-8-18/h3-10,15,19H,2,11-14,16-17H2,1H3

InChIKey

PHBKKLHWIBVUKW-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 CHEMBL1532354 →
UniProt UniProt P11021 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL1532354”) →

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)