Ligand profile

CHEMBL4286232

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00051 — DNA gyrase subunit B

Via homolog UniProt P0AES6 Formula C₂₇H₂₇F₃N₈OS

pchembl 7.85 ~14.1 nM

Mol. weight 568.63 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4286232
UniProt (similar protein): P0AES6
pchembl: 7.850 (~14.1 nM)
Target protein: KP13_00051

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 568.63 Da

LogP (Crippen) 5.31

H-bond donors 3

H-bond acceptors 8

TPSA 107.96 Å²

Rotatable bonds 5

Aromatic rings 4 / 6

Heavy atoms 40

Fraction sp³ C 0.37

Formula C₂₇H₂₇F₃N₈OS

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 108.0
−1 ≤ LogP ≤ 5 5.31

Lipinski's Rule of Five Fail 2 violations

MW ≤ 500 Da 568.6
LogP ≤ 5 5.31
H-bond donors ≤ 5 3
H-bond acceptors ≤ 10 8

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 108.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCNC(=O)Nc1cc(-c2nc(C(F)(F)F)cs2)c(-c2cc3ncccc3nc2N2CC3CCCC(C2)N3)cn1

InChI

InChI=1S/C27H27F3N8OS/c1-2-31-26(39)37-23-10-18(25-36-22(14-40-25)27(28,29)30)19(11-33-23)17-9-21-20(7-4-8-32-21)35-24(17)38-12-15-5-3-6-16(13-38)34-15/h4,7-11,14-16,34H,2-3,5-6,12-13H2,1H3,(H2,31,33,37,39)

InChIKey

JETKTBLDFMGAOL-UHFFFAOYSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method: LigQ sequence
Source: ChEMBL
Curation: pdb_similarity_tanimoto
Binding sites: PF02518

External resources

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

ChEMBL ChEMBL compound CHEMBL4286232 →
UniProt UniProt P0AES6 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4286232”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_00051.

PDB 88

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)