Ligand profile

CHEMBL5419305

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₂H₁₉ClF₅N₃O₃
pchembl 9.32 ~0.5 nM
Mol. weight 503.86 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5419305
UniProt (similar protein)
Q02127
pchembl
9.320 (~0.5 nM)
Target protein
VK055_1513

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 503.86 Da
LogP (Crippen) 5.75
H-bond donors 2
H-bond acceptors 5
TPSA 76.38 Ų
Rotatable bonds 6
Aromatic rings 3 / 3
Heavy atoms 34
Fraction sp³ C 0.27
Formula C₂₂H₁₉ClF₅N₃O₃

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 76.4
  • −1 ≤ LogP ≤ 5 5.75
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 503.9
  • LogP ≤ 5 5.75
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 76.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cn(-c2cc(O[C@@H](C)C(F)(F)F)c(C(=O)Nc3c(F)cccc3Cl)cc2F)nc1[C@@H](C)O
InChI 
InChI=1S/C22H19ClF5N3O3/c1-10-9-31(30-19(10)11(2)32)17-8-18(34-12(3)22(26,27)28)13(7-16(17)25)21(33)29-20-14(23)5-4-6-15(20)24/h4-9,11-12,32H,1-3H3,(H,29,33)/t11-,12+/m1/s1
InChIKey 
TXMAGXRBNNNWFW-NEPJUHHUSA-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
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)