Ligand profile

CHEMBL287095

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_32248 — Beta-lactamase SHV-12

Via homolog UniProt P62593 Formula C₁₀H₉NNa₂O₇S
pchembl 6.92 ~120.2 nM
Mol. weight 333.23 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL287095
UniProt (similar protein)
P62593
pchembl
6.920 (~120.2 nM)
Target protein
KP13_32248

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 333.23 Da
LogP (Crippen) -9.84
H-bond donors 0
H-bond acceptors 7
TPSA 134.71 Ų
Rotatable bonds 2
Aromatic rings 0 / 2
Heavy atoms 21
Fraction sp³ C 0.50
Formula C₁₀H₉NNa₂O₇S

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 134.7
  • −1 ≤ LogP ≤ 5 -9.84
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 333.2
  • LogP ≤ 5 -9.84
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 2
  • TPSA ≤ 140 Ų 134.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC1(C)[C@H](C(=O)[O-])N2C(=O)/C(=C/C(=O)[O-])[C@H]2S1(=O)=O.[Na+].[Na+]
InChI 
InChI=1S/C10H11NO7S.2Na/c1-10(2)6(9(15)16)11-7(14)4(3-5(12)13)8(11)19(10,17)18;;/h3,6,8H,1-2H3,(H,12,13)(H,15,16);;/q;2*+1/p-2/b4-3-;;/t6-,8+;;/m0../s1
InChIKey 
SBQWNHLRFMVEMO-QAIPAVEKSA-L

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Source
ChEMBL
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_32248.

PDB 44

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)