Ligand profile

ZINC257373224

Virtual-screening candidate from ZINC.

Bound to: VK055_4454 — NADH-Ubiquinone/plastoquinone (complex I), various chains family protein

Via homolog UniProt A0A221C8X0 Formula C₁₄H₂₅N₃O₁₁
Tanimoto 0.61
Mol. weight 411.36 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC257373224
UniProt (similar protein)
A0A221C8X0
Tanimoto
0.609
Target protein
VK055_4454

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 411.36 Da
LogP (Crippen) -4.06
H-bond donors 7
H-bond acceptors 12
TPSA 227.29 Ų
Rotatable bonds 8
Aromatic rings 0 / 2
Heavy atoms 28
Fraction sp³ C 1.00
Formula C₁₄H₂₅N₃O₁₁

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 227.3
  • −1 ≤ LogP ≤ 5 -4.06
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 411.4
  • LogP ≤ 5 -4.06
  • H-bond donors ≤ 5 7
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 227.3
PAINS Alert

Matches PAINS filter: azo_A(324). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
[N-]=[N+]=NCCO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@@H]2O)[C@H](O)[C@@H]1O
InChI 
InChI=1S/C14H25N3O11/c15-17-16-1-2-25-13-11(24)9(22)12(6(4-19)27-13)28-14-10(23)8(21)7(20)5(3-18)26-14/h5-14,18-24H,1-4H2/t5-,6-,7+,8+,9-,10+,11+,12-,13-,14+/m1/s1
InChIKey 
RJQOAPBBNHAZBL-GCIQPEMTSA-N

Provenance

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

Method
LigQ nearest_k
Query
LMT
Homolog
A0A221C8X0

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_4454.

PDB 10

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)