Ligand profile

CHEMBL3896225

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt Q93LQ9 Formula C₁₃H₁₇N₅O₆S₂
pchembl 7.41 ~38.9 nM
Mol. weight 403.44 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3896225
UniProt (similar protein)
Q93LQ9
pchembl
7.410 (~38.9 nM)
Target protein
KP13_06703

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 403.44 Da
LogP (Crippen) -0.27
H-bond donors 3
H-bond acceptors 8
TPSA 141.17 Ų
Rotatable bonds 4
Aromatic rings 1 / 4
Heavy atoms 26
Fraction sp³ C 0.62
Formula C₁₃H₁₇N₅O₆S₂

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 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 141.2
  • −1 ≤ LogP ≤ 5 -0.27
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 403.4
  • LogP ≤ 5 -0.27
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 141.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(Nc1nc2c(s1)CNCC2)[C@@H]1CC[C@@H]2CN1C(=O)N2OS(=O)(=O)O
InChI 
InChI=1S/C13H17N5O6S2/c19-11(16-12-15-8-3-4-14-5-10(8)25-12)9-2-1-7-6-17(9)13(20)18(7)24-26(21,22)23/h7,9,14H,1-6H2,(H,15,16,19)(H,21,22,23)/t7-,9+/m1/s1
InChIKey 
GQGSNOUWXYKOOA-APPZFPTMSA-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
215041.0
Binding sites
PF13354

External resources

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

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)