Ligand profile

ZINC5443822

Virtual-screening candidate from ZINC.

Bound to: KP13_01389 — Beta-lactamase OXA-9

Via homolog UniProt P0A0B0 Formula C₂₃H₂₈N₂O₂
Tanimoto 0.52
Mol. weight 364.49 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC5443822
UniProt (similar protein)
P0A0B0
Tanimoto
0.515
Target protein
KP13_01389

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 364.49 Da
LogP (Crippen) 4.98
H-bond donors 1
H-bond acceptors 3
TPSA 55.13 Ų
Rotatable bonds 4
Aromatic rings 2 / 6
Heavy atoms 27
Fraction sp³ C 0.57
Formula C₂₃H₂₈N₂O₂

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 55.1
  • −1 ≤ LogP ≤ 5 4.98
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 364.5
  • LogP ≤ 5 4.98
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 55.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1onc(-c2ccccc2)c1C(=O)N[C@H](C)C12CC3CC(CC(C3)C1)C2
InChI 
InChI=1S/C23H28N2O2/c1-14-20(21(25-27-14)19-6-4-3-5-7-19)22(26)24-15(2)23-11-16-8-17(12-23)10-18(9-16)13-23/h3-7,15-18H,8-13H2,1-2H3,(H,24,26)/t15-,16?,17?,18?,23?/m1/s1
InChIKey 
NXTXHENIMIBYMV-LRYXAPPNSA-N

Provenance

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

Method
LigQ nearest_k
Query
1S6
Homolog
P0A0B0

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_01389.

PDB 6

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

Ligand PDB entry

ChEMBL 2

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 47

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)