Ligand profile

CHEMBL3736023

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00051 — DNA gyrase subunit B

Via homolog UniProt P0A0K8 Formula C₂₁H₂₁N₇O

pchembl 7.34 ~45.7 nM

Mol. weight 387.45 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3736023
UniProt (similar protein): P0A0K8
pchembl: 7.340 (~45.7 nM)
Target protein: KP13_00051

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 387.45 Da

LogP (Crippen) 3.58

H-bond donors 2

H-bond acceptors 6

TPSA 97.62 Å²

Rotatable bonds 5

Aromatic rings 4 / 4

Heavy atoms 29

Fraction sp³ C 0.19

Formula C₂₁H₂₁N₇O

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 97.6
−1 ≤ LogP ≤ 5 3.58

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 387.4
LogP ≤ 5 3.58
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 97.6

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCNC(=O)Nc1cn(-c2ncc(CC)cn2)c2cc(-c3cccnc3)cnc12

InChI

InChI=1S/C21H21N7O/c1-3-14-9-25-20(26-10-14)28-13-17(27-21(29)23-4-2)19-18(28)8-16(12-24-19)15-6-5-7-22-11-15/h5-13H,3-4H2,1-2H3,(H2,23,27,29)

InChIKey

ZKSQZMXEUWNNNF-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
Curation: pdb_similarity_tanimoto
Binding sites: PF02518

External resources

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

ChEMBL ChEMBL compound CHEMBL3736023 →
UniProt UniProt P0A0K8 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3736023”) →

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)