Ligand profile

ZINC4962384

Virtual-screening candidate from ZINC.

Bound to: VK055_3568 — dppA

Via homolog UniProt B8F653 Formula C₁₈H₂₄N₄O₇S
Tanimoto 0.62
Mol. weight 440.48 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC4962384
UniProt (similar protein)
B8F653
Tanimoto
0.623
Target protein
VK055_3568

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 440.48 Da
LogP (Crippen) -0.94
H-bond donors 6
H-bond acceptors 8
TPSA 201.91 Ų
Rotatable bonds 13
Aromatic rings 1 / 1
Heavy atoms 30
Fraction sp³ C 0.39
Formula C₁₈H₂₄N₄O₇S

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 201.9
  • −1 ≤ LogP ≤ 5 -0.94
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 440.5
  • LogP ≤ 5 -0.94
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • TPSA ≤ 140 Ų 201.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Nc1ccc(C(=O)CSC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)cc1
InChI 
InChI=1S/C18H24N4O7S/c19-11-3-1-10(2-4-11)14(23)9-30-8-13(17(27)21-7-16(25)26)22-15(24)6-5-12(20)18(28)29/h1-4,12-13H,5-9,19-20H2,(H,21,27)(H,22,24)(H,25,26)(H,28,29)/t12-,13-/m0/s1
InChIKey 
DGEMRTPCLWLCTF-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)