Ligand profile

CHEMBL35987

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_32248 — Beta-lactamase SHV-12

Via homolog UniProt P62593 Formula C₁₁H₁₂NNaO₄S
pchembl 8.52 ~3.0 nM
Mol. weight 277.28 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL35987
UniProt (similar protein)
P62593
pchembl
8.520 (~3.0 nM)
Target protein
KP13_32248

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 277.28 Da
LogP (Crippen) -3.68
H-bond donors 0
H-bond acceptors 5
TPSA 77.51 Ų
Rotatable bonds 2
Aromatic rings 0 / 2
Heavy atoms 18
Fraction sp³ C 0.55
Formula C₁₁H₁₂NNaO₄S

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 77.5
  • −1 ≤ LogP ≤ 5 -3.68
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 277.3
  • LogP ≤ 5 -3.68
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 2
  • TPSA ≤ 140 Ų 77.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(=O)/C=C1/C(=O)N2[C@@H]1SC(C)(C)[C@@H]2C(=O)[O-].[Na+]
InChI 
InChI=1S/C11H13NO4S.Na/c1-5(13)4-6-8(14)12-7(10(15)16)11(2,3)17-9(6)12;/h4,7,9H,1-3H3,(H,15,16);/q;+1/p-1/b6-4-;/t7-,9+;/m0./s1
InChIKey 
FVCKHIMQQQZTQJ-LWNVUIRWSA-M

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)