Ligand profile

ZINC1616625

Virtual-screening candidate from ZINC.

Bound to: KP13_01078 — Penicillin-binding protein activator LpoA

Via homolog UniProt Q7P0B4 Formula C₁₀H₁₇N₃O₉S
Tanimoto 0.70
Mol. weight 355.33 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC1616625
UniProt (similar protein)
Q7P0B4
Tanimoto
0.698
Target protein
KP13_01078

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 355.33 Da
LogP (Crippen) -3.25
H-bond donors 6
H-bond acceptors 7
TPSA 213.19 Ų
Rotatable bonds 10
Aromatic rings 0 / 0
Heavy atoms 23
Fraction sp³ C 0.60
Formula C₁₀H₁₇N₃O₉S

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 213.2
  • −1 ≤ LogP ≤ 5 -3.25
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 355.3
  • LogP ≤ 5 -3.25
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 213.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
N[C@@H](CCC(=O)N[C@H](CS(=O)(=O)O)C(=O)NCC(=O)O)C(=O)O
InChI 
InChI=1S/C10H17N3O9S/c11-5(10(18)19)1-2-7(14)13-6(4-23(20,21)22)9(17)12-3-8(15)16/h5-6H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)(H,20,21,22)/t5-,6+/m0/s1
InChIKey 
QGWRMTHFAZVWAM-NTSWFWBYSA-N

Provenance

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

Method
LigQ nearest_k
Query
GSH
Homolog
Q7P0B4

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_01078.

PDB 1

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

Ligand PDB entry

ZINC 49

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

Compound Similarity (Tanimoto)