Ligand profile

CHEMBL4570423

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00955 — DNA gyrase subunit A

Via homolog UniProt P0AES4 Formula C₂₅H₂₅ClN₄O₂

pchembl 6.05 ~891.3 nM

Mol. weight 448.95 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4570423
UniProt (similar protein): P0AES4
pchembl: 6.050 (~891.3 nM)
Target protein: KP13_00955

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 448.95 Da

LogP (Crippen) 4.62

H-bond donors 1

H-bond acceptors 6

TPSA 61.61 Å²

Rotatable bonds 6

Aromatic rings 4 / 5

Heavy atoms 32

Fraction sp³ C 0.28

Formula C₂₅H₂₅ClN₄O₂

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 61.6
−1 ≤ LogP ≤ 5 4.62

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 449.0
LogP ≤ 5 4.62
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 61.6

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

O=c1cc(NCCCN2CCN(c3nccc4ccc(Cl)cc34)CC2)c2ccccc2o1

InChI

InChI=1S/C25H25ClN4O2/c26-19-7-6-18-8-10-28-25(21(18)16-19)30-14-12-29(13-15-30)11-3-9-27-22-17-24(31)32-23-5-2-1-4-20(22)23/h1-2,4-8,10,16-17,27H,3,9,11-15H2

InChIKey

PGWZPIYYJOOWGV-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: PF00521

External resources

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

ChEMBL ChEMBL compound CHEMBL4570423 →
UniProt UniProt P0AES4 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4570423”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_00955.

PDB 25

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 15

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)