Ligand profile

CHEMBL3903047

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt Q93LQ9 Formula C₂₀H₂₈N₆O₆S

pchembl 6.89 ~128.8 nM

Mol. weight 480.55 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3903047
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 480.55 Da

LogP (Crippen) 1.22

H-bond donors 2

H-bond acceptors 8

TPSA 135.62 Å²

Rotatable bonds 6

Aromatic rings 1 / 5

Heavy atoms 33

Fraction sp³ C 0.65

Formula C₂₀H₂₈N₆O₆S

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 135.6
−1 ≤ LogP ≤ 5 1.22

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 480.5
LogP ≤ 5 1.22
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 8

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 135.6

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

O=C(Nc1cc(N2CCCC2)nc(N2CCCC2)c1)[C@@H]1CC[C@@H]2CN1C(=O)N2OS(=O)(=O)O

InChI

InChI=1S/C20H28N6O6S/c27-19(16-6-5-15-13-25(16)20(28)26(15)32-33(29,30)31)21-14-11-17(23-7-1-2-8-23)22-18(12-14)24-9-3-4-10-24/h11-12,15-16H,1-10,13H2,(H,21,22,27)(H,29,30,31)/t15-,16+/m1/s1

InChIKey

IKPBBTVEXNZMCZ-CVEARBPZSA-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: 215025.0
Binding sites: PF13354

External resources

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

ChEMBL ChEMBL compound CHEMBL3903047 →
UniProt UniProt Q93LQ9 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3903047”) →

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)