Ligand profile

CHEMBL4857243

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₂H₁₇ClF₅N₅O₄
pchembl 9.23 ~0.6 nM
Mol. weight 545.85 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4857243
UniProt (similar protein)
Q02127
pchembl
9.230 (~0.6 nM)
Target protein
VK055_1513

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 545.85 Da
LogP (Crippen) 4.54
H-bond donors 1
H-bond acceptors 9
TPSA 104.29 Ų
Rotatable bonds 7
Aromatic rings 4 / 4
Heavy atoms 37
Fraction sp³ C 0.27
Formula C₂₂H₁₇ClF₅N₅O₄

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 104.3
  • −1 ≤ LogP ≤ 5 4.54
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 545.9
  • LogP ≤ 5 4.54
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 9
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 104.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCn1c(CO)nn(-c2nc(OC(C)C(F)(F)F)c3c(Oc4c(F)cccc4Cl)nccc3c2F)c1=O
InChI 
InChI=1S/C22H17ClF5N5O4/c1-3-32-14(9-34)31-33(21(32)35)18-16(25)11-7-8-29-19(37-17-12(23)5-4-6-13(17)24)15(11)20(30-18)36-10(2)22(26,27)28/h4-8,10,34H,3,9H2,1-2H3
InChIKey 
DCRUWTKENYEOJH-UHFFFAOYSA-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)