Ligand profile

CHEMBL355558

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_32248 — Beta-lactamase SHV-12

Via homolog UniProt Q6W9J1 Formula C₁₆H₁₀N₃NaO₅S
pchembl 7.85 ~14.1 nM
Mol. weight 379.33 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL355558
UniProt (similar protein)
Q6W9J1
pchembl
7.850 (~14.1 nM)
Target protein
KP13_32248

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 379.33 Da
LogP (Crippen) -3.85
H-bond donors 0
H-bond acceptors 7
TPSA 131.26 Ų
Rotatable bonds 3
Aromatic rings 1 / 3
Heavy atoms 26
Fraction sp³ C 0.12
Formula C₁₆H₁₀N₃NaO₅S

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 131.3
  • −1 ≤ LogP ≤ 5 -3.85
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 379.3
  • LogP ≤ 5 -3.85
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 131.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
N#C/C=C/C1=C(C(=O)[O-])N2C(=O)/C(=C/c3ccccn3)C2S(=O)(=O)C1.[Na+]
InChI 
InChI=1S/C16H11N3O5S.Na/c17-6-3-4-10-9-25(23,24)15-12(8-11-5-1-2-7-18-11)14(20)19(15)13(10)16(21)22;/h1-5,7-8,15H,9H2,(H,21,22);/q;+1/p-1/b4-3+,12-8-;
InChIKey 
HYAFBXKOQCJRPC-XPAPMPCCSA-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)