Ligand profile

CHEMBL3265221

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00697 — Penicillin-binding protein 1A

Via homolog UniProt Q07806 Formula C₁₉H₁₈N₆O₁₁S
pchembl 7.34 ~45.7 nM
Mol. weight 538.45 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3265221
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 538.45 Da
LogP (Crippen) -1.87
H-bond donors 5
H-bond acceptors 15
TPSA 245.20 Ų
Rotatable bonds 8
Aromatic rings 2 / 4
Heavy atoms 37
Fraction sp³ C 0.32
Formula C₁₉H₁₈N₆O₁₁S

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 245.2
  • −1 ≤ LogP ≤ 5 -1.87
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 538.5
  • LogP ≤ 5 -1.87
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 15
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 245.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Nc1nc(/C(=N/OCc2cc(=O)c(O)cn2O)C(=O)N[C@H]2CON(C3(C(=O)O)CCC(=O)O3)C2=O)cs1
InChI 
InChI=1S/C19H18N6O11S/c20-18-22-10(7-37-18)14(23-34-5-8-3-11(26)12(27)4-24(8)33)15(29)21-9-6-35-25(16(9)30)19(17(31)32)2-1-13(28)36-19/h3-4,7,9,27,33H,1-2,5-6H2,(H2,20,22)(H,21,29)(H,31,32)/b23-14-/t9-,19?/m0/s1
InChIKey 
ZSPXDBNKZMUCRF-JNHCFAHKSA-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)