Ligand profile

CHEMBL3265220

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00697 — Penicillin-binding protein 1A

Via homolog UniProt Q07806 Formula C₁₇H₁₉N₅O₁₀S
pchembl 7.34 ~45.7 nM
Mol. weight 485.43 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3265220
UniProt (similar protein)
Q07806
pchembl
7.340 (~45.7 nM)
Target protein
KP13_00697

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 485.43 Da
LogP (Crippen) -1.31
H-bond donors 4
H-bond acceptors 12
TPSA 220.04 Ų
Rotatable bonds 8
Aromatic rings 1 / 3
Heavy atoms 33
Fraction sp³ C 0.47
Formula C₁₇H₁₉N₅O₁₀S

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 220.0
  • −1 ≤ LogP ≤ 5 -1.31
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 485.4
  • LogP ≤ 5 -1.31
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 220.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(C)(O/N=C(\C(=O)N[C@H]1CON(C2(C(=O)O)CCC(=O)O2)C1=O)c1csc(N)n1)C(=O)O
InChI 
InChI=1S/C17H19N5O10S/c1-16(2,13(26)27)32-21-10(8-6-33-15(18)20-8)11(24)19-7-5-30-22(12(7)25)17(14(28)29)4-3-9(23)31-17/h6-7H,3-5H2,1-2H3,(H2,18,20)(H,19,24)(H,26,27)(H,28,29)/b21-10-/t7-,17?/m0/s1
InChIKey 
MXXZEBJOWBKAOL-NXDUIBFMSA-N

Provenance

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

Method
LigQ nearest_k
Source
ChEMBL
Curation
pdb_similarity_tanimoto
Binding sites
PF00905

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_00697.

PDB 11

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 6

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)