Ligand profile

ZINC248258331

Virtual-screening candidate from ZINC.

Bound to: VK055_3304 — serine/threonine protein kinase

Via homolog UniProt A0A7M4DUC1 Formula C₂₀H₂₈N₂O₈
Tanimoto 0.89
Mol. weight 424.45 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC248258331
UniProt (similar protein)
A0A7M4DUC1
Tanimoto
0.895
Target protein
VK055_3304

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 424.45 Da
LogP (Crippen) -0.47
H-bond donors 6
H-bond acceptors 8
TPSA 179.41 Ų
Rotatable bonds 9
Aromatic rings 1 / 2
Heavy atoms 30
Fraction sp³ C 0.55
Formula C₂₀H₂₈N₂O₈

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 179.4
  • −1 ≤ LogP ≤ 5 -0.47
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 424.5
  • LogP ≤ 5 -0.47
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 179.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(C)C[C@H](NC(=O)[C@H](O)[C@H](O)[C@@H](N)CC(=O)O)[C@@H]1Cc2cccc(O)c2C(=O)O1
InChI 
InChI=1S/C20H28N2O8/c1-9(2)6-12(22-19(28)18(27)17(26)11(21)8-15(24)25)14-7-10-4-3-5-13(23)16(10)20(29)30-14/h3-5,9,11-12,14,17-18,23,26-27H,6-8,21H2,1-2H3,(H,22,28)(H,24,25)/t11-,12-,14-,17+,18+/m0/s1
InChIKey 
LOXFXXGTOVWWQV-QHEVRDBASA-N

Provenance

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

Method
LigQ nearest_k
Query
UAM
Homolog
A0A7M4DUC1

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_3304.

PDB 2

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)