Ligand profile

ZINC1117292

Virtual-screening candidate from ZINC.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₅H₂₄N₂O₆
Tanimoto 0.74
Mol. weight 448.48 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC1117292
UniProt (similar protein)
Q02127
Tanimoto
0.744
Target protein
VK055_1513

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 448.48 Da
LogP (Crippen) 2.93
H-bond donors 0
H-bond acceptors 6
TPSA 77.54 Ų
Rotatable bonds 4
Aromatic rings 2 / 5
Heavy atoms 33
Fraction sp³ C 0.28
Formula C₂₅H₂₄N₂O₆

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 77.5
  • −1 ≤ LogP ≤ 5 2.93
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 448.5
  • LogP ≤ 5 2.93
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 77.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(/C=C/c1ccc2c(c1)OCO2)N1CCCN(C(=O)/C=C/c2ccc3c(c2)OCO3)CC1
InChI 
InChI=1S/C25H24N2O6/c28-24(8-4-18-2-6-20-22(14-18)32-16-30-20)26-10-1-11-27(13-12-26)25(29)9-5-19-3-7-21-23(15-19)33-17-31-21/h2-9,14-15H,1,10-13,16-17H2/b8-4+,9-5+
InChIKey 
TWDZEEMHKACJST-KBXRYBNXSA-N

Provenance

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

Method
LigQ nearest_k
Query
AYR
Homolog
Q02127

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_1513.

PDB 75

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 100

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 49

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)