Ligand profile

CHEMBL4115597

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt Q93LQ9 Formula C₂₀H₂₃N₃O₁₁S
pchembl 7.16 ~69.2 nM
Mol. weight 513.48 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4115597
UniProt (similar protein)
Q93LQ9
pchembl
7.160 (~69.2 nM)
Target protein
KP13_06703

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 513.48 Da
LogP (Crippen) -0.12
H-bond donors 2
H-bond acceptors 10
TPSA 185.92 Ų
Rotatable bonds 8
Aromatic rings 1 / 3
Heavy atoms 35
Fraction sp³ C 0.45
Formula C₂₀H₂₃N₃O₁₁S

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 185.9
  • −1 ≤ LogP ≤ 5 -0.12
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 513.5
  • LogP ≤ 5 -0.12
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 185.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(=O)Oc1ccc(C(=O)NCCOC(=O)[C@@H]2CC[C@@H]3CN2C(=O)N3S(=O)(=O)O)cc1OC(C)=O
InChI 
InChI=1S/C20H23N3O11S/c1-11(24)33-16-6-3-13(9-17(16)34-12(2)25)18(26)21-7-8-32-19(27)15-5-4-14-10-22(15)20(28)23(14)35(29,30)31/h3,6,9,14-15H,4-5,7-8,10H2,1-2H3,(H,21,26)(H,29,30,31)/t14-,15+/m1/s1
InChIKey 
CKKKKQDGZLVSNY-CABCVRRESA-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
215067.0
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)