Ligand profile

CHEMBL3961606

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt Q93LQ9 Formula C₁₃H₂₁N₃O₇S

pchembl 8.00 ~10.0 nM

Mol. weight 363.39 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3961606
UniProt (similar protein): Q93LQ9
pchembl: 8.000 (~10.0 nM)
Target protein: KP13_06703

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 363.39 Da

LogP (Crippen) -0.47

H-bond donors 2

H-bond acceptors 7

TPSA 125.48 Å²

Rotatable bonds 5

Aromatic rings 0 / 3

Heavy atoms 24

Fraction sp³ C 0.85

Formula C₁₃H₂₁N₃O₇S

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 125.5
−1 ≤ LogP ≤ 5 -0.47

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 363.4
LogP ≤ 5 -0.47
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 7

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 125.5

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

O=C(OCC1CCNCC1)[C@@H]1CCC2CN1C(=O)N2OS(=O)(=O)O

InChI

InChI=1S/C13H21N3O7S/c17-12(22-8-9-3-5-14-6-4-9)11-2-1-10-7-15(11)13(18)16(10)23-24(19,20)21/h9-11,14H,1-8H2,(H,19,20,21)/t10?,11-/m0/s1

InChIKey

GHYVHCCAXZYUSJ-DTIOYNMSSA-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: 214970.0
Binding sites: PF13354

External resources

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

ChEMBL ChEMBL compound CHEMBL3961606 →
UniProt UniProt Q93LQ9 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3961606”) →

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)