Ligand profile

CHEMBL3946631

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt Q93LQ9 Formula C₁₂H₂₀N₄O₆S

pchembl 8.10 ~7.9 nM

Mol. weight 348.38 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3946631
UniProt (similar protein): Q93LQ9
pchembl: 8.100 (~7.9 nM)
Target protein: KP13_06703

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 348.38 Da

LogP (Crippen) -1.06

H-bond donors 2

H-bond acceptors 6

TPSA 133.48 Å²

Rotatable bonds 3

Aromatic rings 0 / 3

Heavy atoms 23

Fraction sp³ C 0.83

Formula C₁₂H₂₀N₄O₆S

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 133.5
−1 ≤ LogP ≤ 5 -1.06

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 348.4
LogP ≤ 5 -1.06
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 3
TPSA ≤ 140 Å² 133.5

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

NC1CCN(C(=O)[C@@H]2CC[C@@H]3CN2C(=O)N3OS(=O)(=O)O)CC1

InChI

InChI=1S/C12H20N4O6S/c13-8-3-5-14(6-4-8)11(17)10-2-1-9-7-15(10)12(18)16(9)22-23(19,20)21/h8-10H,1-7,13H2,(H,19,20,21)/t9-,10+/m1/s1

InChIKey

AEVFDHXLJVXHNF-ZJUUUORDSA-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: 215002.0
Binding sites: PF13354

External resources

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

ChEMBL ChEMBL compound CHEMBL3946631 →
UniProt UniProt Q93LQ9 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3946631”) →

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)