Ligand profile

CHEMBL3265225

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00697 — Penicillin-binding protein 1A

Via homolog UniProt Q07806 Formula C₂₃H₂₃N₇O₁₄S
pchembl 7.34 ~45.7 nM
Mol. weight 653.54 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3265225
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 653.54 Da
LogP (Crippen) -2.80
H-bond donors 7
H-bond acceptors 17
TPSA 311.60 Ų
Rotatable bonds 10
Aromatic rings 2 / 4
Heavy atoms 45
Fraction sp³ C 0.35
Formula C₂₃H₂₃N₇O₁₄S

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 311.6
  • −1 ≤ LogP ≤ 5 -2.80
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 653.5
  • LogP ≤ 5 -2.80
  • H-bond donors ≤ 5 7
  • H-bond acceptors ≤ 10 17
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 311.6
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)c3cc(=O)c(O)cn3O)C(=O)O2)C1=O)c1csc(N)n1)C(=O)O
InChI 
InChI=1S/C23H23N7O14S/c1-22(2,19(37)38)44-28-14(10-7-45-21(24)27-10)16(34)26-9-6-42-30(17(9)35)23(20(39)40)4-8(18(36)43-23)25-15(33)11-3-12(31)13(32)5-29(11)41/h3,5,7-9,32,41H,4,6H2,1-2H3,(H2,24,27)(H,25,33)(H,26,34)(H,37,38)(H,39,40)/b28-14-/t8-,9-,23?/m0/s1
InChIKey 
REGJNQQIMGOTAR-BWYJCOHISA-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)