Ligand profile

CHEMBL3934106

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt Q93LQ9 Formula C₁₇H₂₃N₅O₆S
pchembl 7.55 ~28.2 nM
Mol. weight 425.47 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3934106
UniProt (similar protein)
Q93LQ9
pchembl
7.550 (~28.2 nM)
Target protein
KP13_06703

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 425.47 Da
LogP (Crippen) 0.49
H-bond donors 3
H-bond acceptors 7
TPSA 141.17 Ų
Rotatable bonds 5
Aromatic rings 1 / 4
Heavy atoms 29
Fraction sp³ C 0.59
Formula C₁₇H₂₃N₅O₆S

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 0.49
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 425.5
  • LogP ≤ 5 0.49
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 141.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(Nc1ccc(C2CCNCC2)cn1)[C@@H]1CCC2CN1C(=O)N2OS(=O)(=O)O
InChI 
InChI=1S/C17H23N5O6S/c23-16(20-15-4-1-12(9-19-15)11-5-7-18-8-6-11)14-3-2-13-10-21(14)17(24)22(13)28-29(25,26)27/h1,4,9,11,13-14,18H,2-3,5-8,10H2,(H,19,20,23)(H,25,26,27)/t13?,14-/m0/s1
InChIKey 
LFBOSSBRDMMLPL-KZUDCZAMSA-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
214969.0
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)