Ligand profile

CHEMBL5945039

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₅H₂₂F₄N₄O₃
pchembl 8.92 ~1.2 nM
Mol. weight 502.47 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5945039
UniProt (similar protein)
Q02127
pchembl
8.920 (~1.2 nM)
Target protein
VK055_1513

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 502.47 Da
LogP (Crippen) 5.46
H-bond donors 1
H-bond acceptors 6
TPSA 77.63 Ų
Rotatable bonds 7
Aromatic rings 4 / 4
Heavy atoms 36
Fraction sp³ C 0.24
Formula C₂₅H₂₂F₄N₄O₃

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 77.6
  • −1 ≤ LogP ≤ 5 5.46
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 502.5
  • LogP ≤ 5 5.46
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 77.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCC[C@H](C)Oc1cc(-n2nc3ccccn3c2=O)c(F)cc1C(=O)Nc1cccc(C(F)(F)F)c1
InChI 
InChI=1S/C25H22F4N4O3/c1-3-7-15(2)36-21-14-20(33-24(35)32-11-5-4-10-22(32)31-33)19(26)13-18(21)23(34)30-17-9-6-8-16(12-17)25(27,28)29/h4-6,8-15H,3,7H2,1-2H3,(H,30,34)/t15-/m0/s1
InChIKey 
XEOINTXIKZAGOI-HNNXBMFYSA-N

Provenance

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

Method
LigQ nearest_k
Source
ChEMBL
Activity
1020610
Binding sites
PF01180

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 99

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

Compound Potency (pchembl)

ZINC 50

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

Compound Similarity (Tanimoto)