Ligand profile

CHEMBL36657

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_32248 — Beta-lactamase SHV-12

Via homolog UniProt P62593 Formula C₁₃H₁₂NNaO₉S
pchembl 7.43 ~37.2 nM
Mol. weight 381.29 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL36657
UniProt (similar protein)
P62593
pchembl
7.430 (~37.2 nM)
Target protein
KP13_32248

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 381.29 Da
LogP (Crippen) -5.75
H-bond donors 0
H-bond acceptors 9
TPSA 147.18 Ų
Rotatable bonds 4
Aromatic rings 0 / 2
Heavy atoms 25
Fraction sp³ C 0.38
Formula C₁₃H₁₂NNaO₉S

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 147.2
  • −1 ≤ LogP ≤ 5 -5.75
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 381.3
  • LogP ≤ 5 -5.75
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 147.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COC(=O)/C=C1/C(=O)N2C(C(=O)[O-])=C(COC(C)=O)CS(=O)(=O)[C@H]12.[Na+]
InChI 
InChI=1S/C13H13NO9S.Na/c1-6(15)23-4-7-5-24(20,21)12-8(3-9(16)22-2)11(17)14(12)10(7)13(18)19;/h3,12H,4-5H2,1-2H3,(H,18,19);/q;+1/p-1/b8-3-;/t12-;/m1./s1
InChIKey 
HOILFXMQYFHUJN-ZDFSRXSCSA-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)