Ligand profile

CHEMBL3925213

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_06703 — Carbepenem-hydrolyzing beta-lactamase KPC2

Via homolog UniProt Q93LQ9 Formula C₁₂H₁₉FN₄O₆S

pchembl 6.89 ~128.8 nM

Mol. weight 366.37 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3925213
UniProt (similar protein): Q93LQ9
pchembl: 6.890 (~128.8 nM)
Target protein: KP13_06703

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 366.37 Da

LogP (Crippen) -1.19

H-bond donors 3

H-bond acceptors 6

TPSA 128.28 Å²

Rotatable bonds 4

Aromatic rings 0 / 3

Heavy atoms 24

Fraction sp³ C 0.83

Formula C₁₂H₁₉FN₄O₆S

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 128.3
−1 ≤ LogP ≤ 5 -1.19

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 366.4
LogP ≤ 5 -1.19
H-bond donors ≤ 5 3
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 128.3

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

O=C(NC1CCNC[C@H]1F)[C@@H]1CCC2CN1C(=O)N2OS(=O)(=O)O

InChI

InChI=1S/C12H19FN4O6S/c13-8-5-14-4-3-9(8)15-11(18)10-2-1-7-6-16(10)12(19)17(7)23-24(20,21)22/h7-10,14H,1-6H2,(H,15,18)(H,20,21,22)/t7?,8-,9?,10+/m1/s1

InChIKey

BFXWSEXOZZPNPH-RGWUEKKESA-N

Provenance

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

Method: LigQ sequence
Source: ChEMBL
Activity: 214967.0
Binding sites: PF13354

External resources

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

ChEMBL ChEMBL compound CHEMBL3925213 →
UniProt UniProt Q93LQ9 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3925213”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_06703.

PDB 36

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)