Ligand profile

ZINC15261604

Virtual-screening candidate from ZINC.

Bound to: VK055_3568 — dppA

Via homolog UniProt B8F653 Formula C₁₇H₂₃N₃O₇S
Tanimoto 0.65
Mol. weight 413.45 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC15261604
UniProt (similar protein)
B8F653
Tanimoto
0.647
Target protein
VK055_3568

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 413.45 Da
LogP (Crippen) -0.50
H-bond donors 6
H-bond acceptors 7
TPSA 179.05 Ų
Rotatable bonds 12
Aromatic rings 1 / 1
Heavy atoms 28
Fraction sp³ C 0.41
Formula C₁₇H₂₃N₃O₇S

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 179.0
  • −1 ≤ LogP ≤ 5 -0.50
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 413.5
  • LogP ≤ 5 -0.50
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 12
  • TPSA ≤ 140 Ų 179.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
N[C@@H](CCC(=O)N[C@@H](CSCc1ccc(O)cc1)C(=O)NCC(=O)O)C(=O)O
InChI 
InChI=1S/C17H23N3O7S/c18-12(17(26)27)5-6-14(22)20-13(16(25)19-7-15(23)24)9-28-8-10-1-3-11(21)4-2-10/h1-4,12-13,21H,5-9,18H2,(H,19,25)(H,20,22)(H,23,24)(H,26,27)/t12-,13-/m0/s1
InChIKey 
GZQWDMACVJFPRW-STQMWFEESA-N

Provenance

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

Method
LigQ nearest_k
Query
GDS
Homolog
B8F653

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_3568.

PDB 18

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)