Ligand profile

CHEMBL3939469

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt Q93LQ9 Formula C₁₅H₂₁N₇O₆S
pchembl 7.70 ~20.0 nM
Mol. weight 427.44 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3939469
UniProt (similar protein)
Q93LQ9
pchembl
7.700 (~20.0 nM)
Target protein
KP13_06703

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 427.44 Da
LogP (Crippen) -1.17
H-bond donors 3
H-bond acceptors 9
TPSA 157.30 Ų
Rotatable bonds 5
Aromatic rings 1 / 4
Heavy atoms 29
Fraction sp³ C 0.60
Formula C₁₅H₂₁N₇O₆S

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 157.3
  • −1 ≤ LogP ≤ 5 -1.17
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 427.4
  • LogP ≤ 5 -1.17
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 157.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(Nc1ccnc(N2CCNCC2)n1)[C@@H]1CC[C@@H]2CN1C(=O)N2OS(=O)(=O)O
InChI 
InChI=1S/C15H21N7O6S/c23-13(18-12-3-4-17-14(19-12)20-7-5-16-6-8-20)11-2-1-10-9-21(11)15(24)22(10)28-29(25,26)27/h3-4,10-11,16H,1-2,5-9H2,(H,25,26,27)(H,17,18,19,23)/t10-,11+/m1/s1
InChIKey 
XLGKEXZOGVNKFN-MNOVXSKESA-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
215037.0
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)