Ligand profile

CHEMBL377001

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_32248 — Beta-lactamase SHV-12

Via homolog UniProt P62593 Formula C₁₃H₁₀N₃NaO₄S
pchembl 8.22 ~6.0 nM
Mol. weight 327.30 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL377001
UniProt (similar protein)
P62593
pchembl
8.220 (~6.0 nM)
Target protein
KP13_32248

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 327.30 Da
LogP (Crippen) -3.44
H-bond donors 0
H-bond acceptors 7
TPSA 87.49 Ų
Rotatable bonds 2
Aromatic rings 1 / 4
Heavy atoms 22
Fraction sp³ C 0.31
Formula C₁₃H₁₀N₃NaO₄S

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 87.5
  • −1 ≤ LogP ≤ 5 -3.44
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 327.3
  • LogP ≤ 5 -3.44
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 2
  • TPSA ≤ 140 Ų 87.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C([O-])C1=CS[C@@H]2/C(=C\c3cc4n(n3)CCCO4)C(=O)N12.[Na+]
InChI 
InChI=1S/C13H11N3O4S.Na/c17-11-8(12-16(11)9(6-21-12)13(18)19)4-7-5-10-15(14-7)2-1-3-20-10;/h4-6,12H,1-3H2,(H,18,19);/q;+1/p-1/b8-4-;/t12-;/m1./s1
InChIKey 
DUZDUHWRVNZELT-VTYRZHMASA-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)