Ligand profile

ZINC149650903

Virtual-screening candidate from ZINC.

Bound to: VK055_1485 — periplasmic oligopeptide-binding protein

Via homolog UniProt P77348 Formula C₁₂H₂₂N₄O₆S₂
Tanimoto 0.54
Mol. weight 382.46 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC149650903
UniProt (similar protein)
P77348
Tanimoto
0.538
Target protein
VK055_1485

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 382.46 Da
LogP (Crippen) -1.80
H-bond donors 6
H-bond acceptors 8
TPSA 184.84 Ų
Rotatable bonds 11
Aromatic rings 0 / 0
Heavy atoms 24
Fraction sp³ C 0.67
Formula C₁₂H₂₂N₄O₆S₂

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 184.8
  • −1 ≤ LogP ≤ 5 -1.80
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 382.5
  • LogP ≤ 5 -1.80
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 184.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@H](N)C(=O)N[C@@H](CSSC[C@H](NC(=O)[C@H](C)N)C(=O)O)C(=O)O
InChI 
InChI=1S/C12H22N4O6S2/c1-5(13)9(17)15-7(11(19)20)3-23-24-4-8(12(21)22)16-10(18)6(2)14/h5-8H,3-4,13-14H2,1-2H3,(H,15,17)(H,16,18)(H,19,20)(H,21,22)/t5-,6-,7-,8-/m0/s1
InChIKey 
OEQVHDKNSGDYCV-XAMCCFCMSA-N

Provenance

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

Method
LigQ nearest_k
Query
MHI
Homolog
P77348

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to VK055_1485.

PDB 5

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)