Ligand profile

CHEMBL3265223

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00697 — Penicillin-binding protein 1A

Via homolog UniProt Q07806 Formula C₂₅H₂₆N₆O₁₂S
pchembl 7.19 ~64.6 nM
Mol. weight 634.58 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3265223
UniProt (similar protein)
Q07806
pchembl
7.190 (~64.6 nM)
Target protein
KP13_00697

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 634.58 Da
LogP (Crippen) -0.41
H-bond donors 5
H-bond acceptors 14
TPSA 258.37 Ų
Rotatable bonds 11
Aromatic rings 2 / 4
Heavy atoms 44
Fraction sp³ C 0.36
Formula C₂₅H₂₆N₆O₁₂S

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 258.4
  • −1 ≤ LogP ≤ 5 -0.41
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 634.6
  • LogP ≤ 5 -0.41
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 258.4
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)C[C@H](NC(=O)OCc3ccccc3)C(=O)O2)C1=O)c1csc(N)n1)C(=O)O
InChI 
InChI=1S/C25H26N6O12S/c1-24(2,20(35)36)43-30-16(15-11-44-22(26)28-15)17(32)27-14-10-41-31(18(14)33)25(21(37)38)8-13(19(34)42-25)29-23(39)40-9-12-6-4-3-5-7-12/h3-7,11,13-14H,8-10H2,1-2H3,(H2,26,28)(H,27,32)(H,29,39)(H,35,36)(H,37,38)/b30-16-/t13-,14-,25?/m0/s1
InChIKey 
MPMHBBHMNIUZMW-ODMPXSNFSA-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)