Ligand profile

CHEMBL2409372

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_07673 — Tetracycline resistance protein, TetB

Via homolog UniProt Q16572 Formula C₂₁H₂₃FN₂O₂

pchembl 7.90 ~12.6 nM

Mol. weight 354.43 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL2409372
UniProt (similar protein): Q16572
pchembl: 7.900 (~12.6 nM)
Target protein: KP13_07673

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 354.43 Da

LogP (Crippen) 2.64

H-bond donors 1

H-bond acceptors 4

TPSA 53.43 Å²

Rotatable bonds 3

Aromatic rings 2 / 4

Heavy atoms 26

Fraction sp³ C 0.43

Formula C₂₁H₂₃FN₂O₂

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 53.4
−1 ≤ LogP ≤ 5 2.64

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 354.4
LogP ≤ 5 2.64
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 4

Veber's rules Pass

Rotatable bonds ≤ 10 3
TPSA ≤ 140 Å² 53.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

O=C(c1cccnc1F)C1CCN([C@@H]2Cc3ccccc3C[C@H]2O)CC1

InChI

InChI=1S/C21H23FN2O2/c22-21-17(6-3-9-23-21)20(26)14-7-10-24(11-8-14)18-12-15-4-1-2-5-16(15)13-19(18)25/h1-6,9,14,18-19,25H,7-8,10-13H2/t18-,19-/m1/s1

InChIKey

KRLKCIZEBPFNDM-RTBURBONSA-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
Binding sites: PF07690

External resources

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

ChEMBL ChEMBL compound CHEMBL2409372 →
UniProt UniProt Q16572 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL2409372”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_07673.

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)