Ligand profile

ZINC1542984515

Virtual-screening candidate from ZINC.

Bound to: VK055_2536 — dihydrodipicolinate reductase

Via homolog UniProt Q8DEM0 Formula C₂₁H₁₂O₉
Tanimoto 0.61
Mol. weight 408.32 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC1542984515
UniProt (similar protein)
Q8DEM0
Tanimoto
0.609
Target protein
VK055_2536

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 408.32 Da
LogP (Crippen) 4.56
H-bond donors 3
H-bond acceptors 6
TPSA 151.32 Ų
Rotatable bonds 6
Aromatic rings 4 / 4
Heavy atoms 30
Fraction sp³ C 0.00
Formula C₂₁H₁₂O₉

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 151.3
  • −1 ≤ LogP ≤ 5 4.56
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 408.3
  • LogP ≤ 5 4.56
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 6
Veber's rules Fail
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 151.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(O)c1ccc(-c2cc(-c3ccc(C(=O)O)o3)cc(-c3ccc(C(=O)O)o3)c2)o1
InChI 
InChI=1S/C21H12O9/c22-19(23)16-4-1-13(28-16)10-7-11(14-2-5-17(29-14)20(24)25)9-12(8-10)15-3-6-18(30-15)21(26)27/h1-9H,(H,22,23)(H,24,25)(H,26,27)
InChIKey 
PBZMWHAXJJFWDS-UHFFFAOYSA-N

Provenance

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

Method
LigQ nearest_k
Query
7FN
Homolog
Q8DEM0

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_2536.

PDB 8

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)