Ligand profile

CHEMBL3984986

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt Q93LQ9 Formula C₁₆H₂₂N₄O₆S

pchembl 7.27 ~53.7 nM

Mol. weight 398.44 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3984986
UniProt (similar protein): Q93LQ9
pchembl: 7.270 (~53.7 nM)
Target protein: KP13_06703

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 398.44 Da

LogP (Crippen) 0.69

H-bond donors 2

H-bond acceptors 6

TPSA 119.49 Å²

Rotatable bonds 6

Aromatic rings 1 / 3

Heavy atoms 27

Fraction sp³ C 0.50

Formula C₁₆H₂₂N₄O₆S

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 119.5
−1 ≤ LogP ≤ 5 0.69

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 398.4
LogP ≤ 5 0.69
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 119.5

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CN(C)Cc1ccc(NC(=O)[C@@H]2CC[C@@H]3CN2C(=O)N3OS(=O)(=O)O)cc1

InChI

InChI=1S/C16H22N4O6S/c1-18(2)9-11-3-5-12(6-4-11)17-15(21)14-8-7-13-10-19(14)16(22)20(13)26-27(23,24)25/h3-6,13-14H,7-10H2,1-2H3,(H,17,21)(H,23,24,25)/t13-,14+/m1/s1

InChIKey

NZNMYJQMRVIPTP-KGLIPLIRSA-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: 215014.0
Binding sites: PF13354

External resources

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

ChEMBL ChEMBL compound CHEMBL3984986 →
UniProt UniProt Q93LQ9 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3984986”) →

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)